id	sid	tid	token	lemma	pos
eurjchem-1307	1	1	untitled	untitle	VERB
eurjchem-1307	1	2	european	european	PROPN
eurjchem-1307	1	3	journal	journal	PROPN
eurjchem-1307	1	4	of	of	ADP
eurjchem-1307	1	5	chemistry	chemistry	NOUN
eurjchem-1307	1	6	6	6	NUM
eurjchem-1307	1	7	(	(	PUNCT
eurjchem-1307	1	8	4	4	NUM
eurjchem-1307	1	9	)	)	PUNCT
eurjchem-1307	1	10	(	(	PUNCT
eurjchem-1307	1	11	2015	2015	NUM
eurjchem-1307	1	12	)	)	PUNCT
eurjchem-1307	1	13	430‐443	430‐443	PROPN
eurjchem-1307	1	14	european	european	PROPN
eurjchem-1307	1	15	journal	journal	PROPN
eurjchem-1307	1	16	of	of	ADP
eurjchem-1307	1	17	chemistry	chemistry	NOUN
eurjchem-1307	1	18	issn	issn	PROPN
eurjchem-1307	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-1307	1	20	(	(	PUNCT
eurjchem-1307	1	21	print	print	NOUN
eurjchem-1307	1	22	)	)	PUNCT
eurjchem-1307	1	23	/	/	SYM
eurjchem-1307	1	24	issn	issn	PROPN
eurjchem-1307	1	25	2153‐2257	2153‐2257	NUM
eurjchem-1307	1	26	(	(	PUNCT
eurjchem-1307	1	27	online	online	ADJ
eurjchem-1307	1	28	)	)	PUNCT
eurjchem-1307	1	29			NOUN
eurjchem-1307	1	30	2015	2015	NUM
eurjchem-1307	1	31	atlanta	atlanta	PROPN
eurjchem-1307	1	32	publishing	publishing	PROPN
eurjchem-1307	1	33	house	house	PROPN
eurjchem-1307	1	34	llc	llc	PROPN
eurjchem-1307	1	35	‐	‐	PUNCT
eurjchem-1307	1	36	all	all	DET
eurjchem-1307	1	37	rights	right	NOUN
eurjchem-1307	1	38	reserved	reserve	VERB
eurjchem-1307	1	39	‐	‐	NOUN
eurjchem-1307	1	40	printed	print	VERB
eurjchem-1307	1	41	in	in	ADP
eurjchem-1307	1	42	the	the	DET
eurjchem-1307	1	43	usa	usa	PROPN
eurjchem-1307	1	44	http://dx.doi.org/10.5155/eurjchem.6.4.430‐443.1307	http://dx.doi.org/10.5155/eurjchem.6.4.430‐443.1307	PROPN
eurjchem-1307	1	45	european	european	PROPN
eurjchem-1307	1	46	journal	journal	PROPN
eurjchem-1307	1	47	of	of	ADP
eurjchem-1307	1	48	chemistry	chemistry	PROPN
eurjchem-1307	1	49	journal	journal	PROPN
eurjchem-1307	1	50	webpage	webpage	NOUN
eurjchem-1307	1	51	:	:	PUNCT
eurjchem-1307	1	52	www.eurjchem.com	www.eurjchem.com	X
eurjchem-1307	1	53	reactions	reaction	NOUN
eurjchem-1307	1	54	of	of	ADP
eurjchem-1307	1	55	the	the	DET
eurjchem-1307	1	56	halonium	halonium	NOUN
eurjchem-1307	1	57	ions	ion	NOUN
eurjchem-1307	1	58	of	of	ADP
eurjchem-1307	1	59	carenes	carene	NOUN
eurjchem-1307	1	60	and	and	CCONJ
eurjchem-1307	1	61	pinenes	pinene	NOUN
eurjchem-1307	1	62	:	:	PUNCT
eurjchem-1307	1	63	an	an	DET
eurjchem-1307	1	64	experimental	experimental	ADJ
eurjchem-1307	1	65	and	and	CCONJ
eurjchem-1307	1	66	theoretical	theoretical	ADJ
eurjchem-1307	1	67	study	study	NOUN
eurjchem-1307	1	68	lee	lee	PROPN
eurjchem-1307	1	69	jonathan	jonathan	PROPN
eurjchem-1307	1	70	silverberg	silverberg	PROPN
eurjchem-1307	1	71	1	1	NUM
eurjchem-1307	1	72	,	,	PUNCT
eurjchem-1307	1	73	*	*	PUNCT
eurjchem-1307	1	74	,	,	PUNCT
eurjchem-1307	1	75	kurt	kurt	PROPN
eurjchem-1307	1	76	andrew	andrew	PROPN
eurjchem-1307	1	77	kistler	kistler	PROPN
eurjchem-1307	1	78	2	2	NUM
eurjchem-1307	1	79	,	,	PUNCT
eurjchem-1307	1	80	kyle	kyle	PROPN
eurjchem-1307	1	81	brobst	brobst	PROPN
eurjchem-1307	1	82	1	1	NUM
eurjchem-1307	1	83	,	,	PUNCT
eurjchem-1307	1	84	hemant	hemant	PROPN
eurjchem-1307	1	85	prabhakar	prabhakar	PROPN
eurjchem-1307	1	86	yennawar	yennawar	VERB
eurjchem-1307	1	87	3	3	NUM
eurjchem-1307	1	88	,	,	PUNCT
eurjchem-1307	1	89	anthony	anthony	PROPN
eurjchem-1307	1	90	lagalante	lagalante	PROPN
eurjchem-1307	1	91	4	4	NUM
eurjchem-1307	1	92	,	,	PUNCT
eurjchem-1307	1	93	gang	gang	NOUN
eurjchem-1307	1	94	he	he	PRON
eurjchem-1307	1	95	3	3	NUM
eurjchem-1307	1	96	,	,	PUNCT
eurjchem-1307	1	97	khalid	khalid	PROPN
eurjchem-1307	1	98	ali	ali	PROPN
eurjchem-1307	1	99	1	1	PROPN
eurjchem-1307	1	100	,	,	PUNCT
eurjchem-1307	1	101	ashbyilyin	ashbyilyin	NOUN
eurjchem-1307	1	102	blatt	blatt	PROPN
eurjchem-1307	1	103	1	1	NUM
eurjchem-1307	1	104	,	,	PUNCT
eurjchem-1307	1	105	shalay	shalay	NOUN
eurjchem-1307	1	106	foster	foster	VERB
eurjchem-1307	1	107	1	1	NUM
eurjchem-1307	1	108	,	,	PUNCT
eurjchem-1307	1	109	dennis	dennis	PROPN
eurjchem-1307	1	110	grossman	grossman	PROPN
eurjchem-1307	1	111	1	1	NUM
eurjchem-1307	1	112	,	,	PUNCT
eurjchem-1307	1	113	stefan	stefan	PROPN
eurjchem-1307	1	114	hegel	hegel	PROPN
eurjchem-1307	1	115	1	1	NUM
eurjchem-1307	1	116	,	,	PUNCT
eurjchem-1307	1	117	michael	michael	PROPN
eurjchem-1307	1	118	minehan	minehan	PROPN
eurjchem-1307	1	119	1	1	NUM
eurjchem-1307	1	120	,	,	PUNCT
eurjchem-1307	1	121	dana	dana	PROPN
eurjchem-1307	1	122	valinsky	valinsky	PROPN
eurjchem-1307	1	123	1	1	NUM
eurjchem-1307	1	124	and	and	CCONJ
eurjchem-1307	1	125	james	james	PROPN
eurjchem-1307	1	126	gabriel	gabriel	PROPN
eurjchem-1307	1	127	yeasted	yeaste	VERB
eurjchem-1307	1	128	1	1	NUM
eurjchem-1307	1	129	1	1	NUM
eurjchem-1307	1	130	pennsylvania	pennsylvania	PROPN
eurjchem-1307	1	131	state	state	PROPN
eurjchem-1307	1	132	university	university	PROPN
eurjchem-1307	1	133	,	,	PUNCT
eurjchem-1307	1	134	200	200	NUM
eurjchem-1307	1	135	university	university	NOUN
eurjchem-1307	1	136	drive	drive	NOUN
eurjchem-1307	1	137	,	,	PUNCT
eurjchem-1307	1	138	schuylkill	schuylkill	PROPN
eurjchem-1307	1	139	haven	haven	PROPN
eurjchem-1307	1	140	,	,	PUNCT
eurjchem-1307	1	141	pa	pa	PROPN
eurjchem-1307	1	142	,	,	PUNCT
eurjchem-1307	1	143	17972	17972	NUM
eurjchem-1307	1	144	,	,	PUNCT
eurjchem-1307	1	145	usa	usa	PROPN
eurjchem-1307	1	146	2	2	NUM
eurjchem-1307	1	147	pennsylvania	pennsylvania	PROPN
eurjchem-1307	1	148	state	state	PROPN
eurjchem-1307	1	149	university	university	PROPN
eurjchem-1307	1	150	,	,	PUNCT
eurjchem-1307	1	151	25	25	NUM
eurjchem-1307	1	152	yearsley	yearsley	NOUN
eurjchem-1307	1	153	mill	mill	NOUN
eurjchem-1307	1	154	road	road	NOUN
eurjchem-1307	1	155	,	,	PUNCT
eurjchem-1307	1	156	media	medium	NOUN
eurjchem-1307	1	157	,	,	PUNCT
eurjchem-1307	1	158	pa	pa	PROPN
eurjchem-1307	1	159	,	,	PUNCT
eurjchem-1307	1	160	19063	19063	NUM
eurjchem-1307	1	161	,	,	PUNCT
eurjchem-1307	1	162	usa	usa	PROPN
eurjchem-1307	1	163	3	3	NUM
eurjchem-1307	1	164	pennsylvania	pennsylvania	PROPN
eurjchem-1307	1	165	state	state	PROPN
eurjchem-1307	1	166	university	university	PROPN
eurjchem-1307	1	167	,	,	PUNCT
eurjchem-1307	1	168	chemistry	chemistry	NOUN
eurjchem-1307	1	169	building	building	NOUN
eurjchem-1307	1	170	,	,	PUNCT
eurjchem-1307	1	171	university	university	NOUN
eurjchem-1307	1	172	park	park	NOUN
eurjchem-1307	1	173	,	,	PUNCT
eurjchem-1307	1	174	pa	pa	PROPN
eurjchem-1307	1	175	,	,	PUNCT
eurjchem-1307	1	176	16802	16802	NUM
eurjchem-1307	1	177	,	,	PUNCT
eurjchem-1307	1	178	usa	usa	PROPN
eurjchem-1307	1	179	4	4	NUM
eurjchem-1307	1	180	villanova	villanova	PROPN
eurjchem-1307	1	181	university	university	PROPN
eurjchem-1307	1	182	,	,	PUNCT
eurjchem-1307	1	183	department	department	NOUN
eurjchem-1307	1	184	of	of	ADP
eurjchem-1307	1	185	chemistry	chemistry	PROPN
eurjchem-1307	1	186	,	,	PUNCT
eurjchem-1307	1	187	mendel	mendel	PROPN
eurjchem-1307	1	188	science	science	PROPN
eurjchem-1307	1	189	center	center	PROPN
eurjchem-1307	1	190	,	,	PUNCT
eurjchem-1307	1	191	800	800	NUM
eurjchem-1307	1	192	lancaster	lancaster	PROPN
eurjchem-1307	1	193	avenue	avenue	PROPN
eurjchem-1307	1	194	,	,	PUNCT
eurjchem-1307	1	195	villanova	villanova	PROPN
eurjchem-1307	1	196	,	,	PUNCT
eurjchem-1307	1	197	pa	pa	PROPN
eurjchem-1307	1	198	,	,	PUNCT
eurjchem-1307	1	199	19085	19085	NUM
eurjchem-1307	1	200	,	,	PUNCT
eurjchem-1307	1	201	usa	usa	PROPN
eurjchem-1307	1	202	*	*	PUNCT
eurjchem-1307	1	203	corresponding	correspond	VERB
eurjchem-1307	1	204	author	author	NOUN
eurjchem-1307	1	205	at	at	ADP
eurjchem-1307	1	206	:	:	PUNCT
eurjchem-1307	1	207	pennsylvania	pennsylvania	PROPN
eurjchem-1307	1	208	state	state	PROPN
eurjchem-1307	1	209	university	university	PROPN
eurjchem-1307	1	210	,	,	PUNCT
eurjchem-1307	1	211	200	200	NUM
eurjchem-1307	1	212	university	university	NOUN
eurjchem-1307	1	213	drive	drive	NOUN
eurjchem-1307	1	214	,	,	PUNCT
eurjchem-1307	1	215	schuylkill	schuylkill	PROPN
eurjchem-1307	1	216	haven	haven	PROPN
eurjchem-1307	1	217	,	,	PUNCT
eurjchem-1307	1	218	pa	pa	PROPN
eurjchem-1307	1	219	,	,	PUNCT
eurjchem-1307	1	220	17972	17972	NUM
eurjchem-1307	1	221	,	,	PUNCT
eurjchem-1307	1	222	usa	usa	PROPN
eurjchem-1307	1	223	.	.	PROPN
eurjchem-1307	1	224	tel	tel	PROPN
eurjchem-1307	1	225	.	.	PUNCT
eurjchem-1307	1	226	:	:	PUNCT
eurjchem-1307	2	1	+1.570.3856051	+1.570.3856051	NOUN
eurjchem-1307	2	2	.	.	PUNCT
eurjchem-1307	3	1	fax	fax	NOUN
eurjchem-1307	3	2	:	:	PUNCT
eurjchem-1307	3	3	+1.570.3856105	+1.570.3856105	ADJ
eurjchem-1307	3	4	.	.	PUNCT
eurjchem-1307	3	5	e‐mail	e‐mail	PUNCT
eurjchem-1307	4	1	address	address	NOUN
eurjchem-1307	4	2	:	:	PUNCT
eurjchem-1307	4	3	ljs43@psu.edu	ljs43@psu.edu	PROPN
eurjchem-1307	4	4	(	(	PUNCT
eurjchem-1307	4	5	l.j	l.j	PROPN
eurjchem-1307	4	6	.	.	PROPN
eurjchem-1307	4	7	silverberg	silverberg	PROPN
eurjchem-1307	4	8	)	)	PUNCT
eurjchem-1307	4	9	.	.	PUNCT
eurjchem-1307	5	1	article	article	NOUN
eurjchem-1307	5	2	information	information	PROPN
eurjchem-1307	5	3	abstract	abstract	ADJ
eurjchem-1307	5	4	doi	doi	NOUN
eurjchem-1307	5	5	:	:	PUNCT
eurjchem-1307	5	6	10.5155	10.5155	NUM
eurjchem-1307	5	7	/	/	SYM
eurjchem-1307	5	8	eurjchem.6.4.430‐443.1307	eurjchem.6.4.430‐443.1307	PUNCT
eurjchem-1307	5	9	received	receive	VERB
eurjchem-1307	5	10	:	:	PUNCT
eurjchem-1307	5	11	29	29	NUM
eurjchem-1307	5	12	july	july	NOUN
eurjchem-1307	5	13	2015	2015	NUM
eurjchem-1307	5	14	received	receive	VERB
eurjchem-1307	5	15	in	in	ADP
eurjchem-1307	5	16	revised	revise	VERB
eurjchem-1307	5	17	form	form	NOUN
eurjchem-1307	5	18	:	:	PUNCT
eurjchem-1307	5	19	11	11	NUM
eurjchem-1307	5	20	september	september	PROPN
eurjchem-1307	5	21	2015	2015	NUM
eurjchem-1307	5	22	accepted	accept	VERB
eurjchem-1307	5	23	:	:	PUNCT
eurjchem-1307	5	24	12	12	NUM
eurjchem-1307	5	25	september	september	PROPN
eurjchem-1307	5	26	2015	2015	NUM
eurjchem-1307	5	27	published	publish	VERB
eurjchem-1307	5	28	online	online	ADV
eurjchem-1307	5	29	:	:	PUNCT
eurjchem-1307	5	30	31	31	NUM
eurjchem-1307	5	31	december	december	PROPN
eurjchem-1307	5	32	2015	2015	NUM
eurjchem-1307	5	33	printed	print	VERB
eurjchem-1307	5	34	:	:	PUNCT
eurjchem-1307	5	35	31	31	NUM
eurjchem-1307	5	36	december	december	PROPN
eurjchem-1307	5	37	2015	2015	NUM
eurjchem-1307	5	38	the	the	DET
eurjchem-1307	5	39	reactions	reaction	NOUN
eurjchem-1307	5	40	of	of	ADP
eurjchem-1307	5	41	vinylcyclopropane	vinylcyclopropane	NOUN
eurjchem-1307	5	42	(	(	PUNCT
eurjchem-1307	5	43	+	+	NOUN
eurjchem-1307	5	44	)	)	PUNCT
eurjchem-1307	5	45	‐2‐carene	‐2‐carene	NOUN
eurjchem-1307	5	46	(	(	PUNCT
eurjchem-1307	5	47	1	1	NUM
eurjchem-1307	5	48	)	)	PUNCT
eurjchem-1307	5	49	and	and	CCONJ
eurjchem-1307	5	50	vinylcyclobutanes	vinylcyclobutane	NOUN
eurjchem-1307	5	51	(	(	PUNCT
eurjchem-1307	5	52	‐)‐β‐pinene	‐)‐β‐pinene	X
eurjchem-1307	5	53	(	(	PUNCT
eurjchem-1307	5	54	7	7	NUM
eurjchem-1307	5	55	)	)	PUNCT
eurjchem-1307	5	56	,	,	PUNCT
eurjchem-1307	5	57	(	(	PUNCT
eurjchem-1307	5	58	‐)‐α‐pinene	‐)‐α‐pinene	NOUN
eurjchem-1307	5	59	(	(	PUNCT
eurjchem-1307	5	60	11	11	NUM
eurjchem-1307	5	61	)	)	PUNCT
eurjchem-1307	5	62	,	,	PUNCT
eurjchem-1307	5	63	and	and	CCONJ
eurjchem-1307	5	64	(	(	PUNCT
eurjchem-1307	5	65	‐)‐nopol	‐)‐nopol	NOUN
eurjchem-1307	5	66	(	(	PUNCT
eurjchem-1307	5	67	12	12	NUM
eurjchem-1307	5	68	)	)	PUNCT
eurjchem-1307	5	69	with	with	ADP
eurjchem-1307	5	70	electrophilic	electrophilic	ADJ
eurjchem-1307	5	71	halogens	halogen	NOUN
eurjchem-1307	5	72	in	in	ADP
eurjchem-1307	5	73	the	the	DET
eurjchem-1307	5	74	presence	presence	NOUN
eurjchem-1307	5	75	of	of	ADP
eurjchem-1307	5	76	oxygen	oxygen	NOUN
eurjchem-1307	5	77	and	and	CCONJ
eurjchem-1307	5	78	nitrogen	nitrogen	NOUN
eurjchem-1307	5	79	nucleophiles	nucleophile	NOUN
eurjchem-1307	5	80	in	in	ADP
eurjchem-1307	5	81	various	various	ADJ
eurjchem-1307	5	82	solvents	solvent	NOUN
eurjchem-1307	5	83	have	have	AUX
eurjchem-1307	5	84	been	be	AUX
eurjchem-1307	5	85	investigated	investigate	VERB
eurjchem-1307	5	86	.	.	PUNCT
eurjchem-1307	6	1	the	the	DET
eurjchem-1307	6	2	halonium	halonium	NOUN
eurjchem-1307	6	3	ion	ion	NOUN
eurjchem-1307	6	4	intermediates	intermediate	NOUN
eurjchem-1307	6	5	that	that	PRON
eurjchem-1307	6	6	were	be	AUX
eurjchem-1307	6	7	presumably	presumably	ADV
eurjchem-1307	6	8	formed	form	VERB
eurjchem-1307	6	9	were	be	AUX
eurjchem-1307	6	10	very	very	ADV
eurjchem-1307	6	11	reactive	reactive	ADJ
eurjchem-1307	6	12	and	and	CCONJ
eurjchem-1307	6	13	led	lead	VERB
eurjchem-1307	6	14	to	to	ADP
eurjchem-1307	6	15	opening	opening	NOUN
eurjchem-1307	6	16	of	of	ADP
eurjchem-1307	6	17	the	the	DET
eurjchem-1307	6	18	conjugated	conjugated	ADJ
eurjchem-1307	6	19	cyclopropane	cyclopropane	NOUN
eurjchem-1307	6	20	or	or	CCONJ
eurjchem-1307	6	21	cyclobutane	cyclobutane	NOUN
eurjchem-1307	6	22	.	.	PUNCT
eurjchem-1307	7	1	reactions	reaction	NOUN
eurjchem-1307	7	2	of	of	ADP
eurjchem-1307	7	3	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	7	4	trihydrate	trihydrate	NOUN
eurjchem-1307	7	5	with	with	ADP
eurjchem-1307	7	6	compound	compound	NOUN
eurjchem-1307	7	7	1	1	NUM
eurjchem-1307	7	8	in	in	ADP
eurjchem-1307	7	9	acetonitrile	acetonitrile	NOUN
eurjchem-1307	7	10	gave	give	VERB
eurjchem-1307	7	11	amidine	amidine	PROPN
eurjchem-1307	7	12	13	13	NUM
eurjchem-1307	7	13	and	and	CCONJ
eurjchem-1307	7	14	diazepine	diazepine	NOUN
eurjchem-1307	7	15	14	14	NUM
eurjchem-1307	7	16	.	.	PUNCT
eurjchem-1307	8	1	reactions	reaction	NOUN
eurjchem-1307	8	2	of	of	ADP
eurjchem-1307	8	3	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	8	4	trihydrate	trihydrate	NOUN
eurjchem-1307	8	5	with	with	ADP
eurjchem-1307	8	6	pinenes	pinene	NOUN
eurjchem-1307	8	7	in	in	ADP
eurjchem-1307	8	8	methylene	methylene	NOUN
eurjchem-1307	8	9	chloride	chloride	NOUN
eurjchem-1307	8	10	gave	give	VERB
eurjchem-1307	8	11	allylic	allylic	ADJ
eurjchem-1307	8	12	tosylamines	tosylamine	NOUN
eurjchem-1307	8	13	22	22	NUM
eurjchem-1307	8	14	,	,	PUNCT
eurjchem-1307	8	15	16b	16b	NUM
eurjchem-1307	8	16	and	and	CCONJ
eurjchem-1307	8	17	24	24	NUM
eurjchem-1307	8	18	.	.	NOUN
eurjchem-1307	9	1	mechanisms	mechanism	NOUN
eurjchem-1307	9	2	to	to	PART
eurjchem-1307	9	3	explain	explain	VERB
eurjchem-1307	9	4	the	the	DET
eurjchem-1307	9	5	observations	observation	NOUN
eurjchem-1307	9	6	are	be	AUX
eurjchem-1307	9	7	proposed	propose	VERB
eurjchem-1307	9	8	and	and	CCONJ
eurjchem-1307	9	9	supported	support	VERB
eurjchem-1307	9	10	by	by	ADP
eurjchem-1307	9	11	ab	ab	PROPN
eurjchem-1307	9	12	initio	initio	NOUN
eurjchem-1307	9	13	and	and	CCONJ
eurjchem-1307	9	14	density	density	NOUN
eurjchem-1307	9	15	functional	functional	ADJ
eurjchem-1307	9	16	theory	theory	NOUN
eurjchem-1307	9	17	calculations	calculation	NOUN
eurjchem-1307	9	18	on	on	ADP
eurjchem-1307	9	19	the	the	DET
eurjchem-1307	9	20	carenes	carene	NOUN
eurjchem-1307	9	21	and	and	CCONJ
eurjchem-1307	9	22	pinenes	pinene	NOUN
eurjchem-1307	9	23	in	in	ADP
eurjchem-1307	9	24	this	this	DET
eurjchem-1307	9	25	report	report	NOUN
eurjchem-1307	9	26	and	and	CCONJ
eurjchem-1307	9	27	their	their	PRON
eurjchem-1307	9	28	bromonium	bromonium	NOUN
eurjchem-1307	9	29	ion	ion	NOUN
eurjchem-1307	9	30	intermediates	intermediate	NOUN
eurjchem-1307	9	31	.	.	PUNCT
eurjchem-1307	10	1	for	for	ADP
eurjchem-1307	10	2	comparisons	comparison	NOUN
eurjchem-1307	10	3	,	,	PUNCT
eurjchem-1307	10	4	the	the	DET
eurjchem-1307	10	5	relative	relative	ADJ
eurjchem-1307	10	6	extent	extent	NOUN
eurjchem-1307	10	7	of	of	ADP
eurjchem-1307	10	8	conjugation	conjugation	NOUN
eurjchem-1307	10	9	with	with	ADP
eurjchem-1307	10	10	the	the	DET
eurjchem-1307	10	11	bromonium	bromonium	NOUN
eurjchem-1307	10	12	ion	ion	NOUN
eurjchem-1307	10	13	moiety	moiety	NOUN
eurjchem-1307	10	14	of	of	ADP
eurjchem-1307	10	15	these	these	PRON
eurjchem-1307	10	16	,	,	PUNCT
eurjchem-1307	10	17	as	as	ADV
eurjchem-1307	10	18	well	well	ADV
eurjchem-1307	10	19	as	as	ADP
eurjchem-1307	10	20	select	select	ADJ
eurjchem-1307	10	21	cyclohexene	cyclohexene	NOUN
eurjchem-1307	10	22	and	and	CCONJ
eurjchem-1307	10	23	cyclohexadiene	cyclohexadiene	NOUN
eurjchem-1307	10	24	systems	system	NOUN
eurjchem-1307	10	25	and	and	CCONJ
eurjchem-1307	10	26	their	their	PRON
eurjchem-1307	10	27	corresponding	corresponding	ADJ
eurjchem-1307	10	28	bromonium	bromonium	NOUN
eurjchem-1307	10	29	ions	ion	NOUN
eurjchem-1307	10	30	,	,	PUNCT
eurjchem-1307	10	31	were	be	AUX
eurjchem-1307	10	32	optimized	optimize	VERB
eurjchem-1307	10	33	at	at	ADP
eurjchem-1307	10	34	the	the	DET
eurjchem-1307	10	35	b3lyp	b3lyp	SYM
eurjchem-1307	10	36	/	/	SYM
eurjchem-1307	10	37	cc‐pvdz	cc‐pvdz	ADJ
eurjchem-1307	10	38	level	level	NOUN
eurjchem-1307	10	39	of	of	ADP
eurjchem-1307	10	40	theory	theory	NOUN
eurjchem-1307	10	41	,	,	PUNCT
eurjchem-1307	10	42	and	and	CCONJ
eurjchem-1307	10	43	then	then	ADV
eurjchem-1307	10	44	these	these	DET
eurjchem-1307	10	45	geometries	geometry	NOUN
eurjchem-1307	10	46	were	be	AUX
eurjchem-1307	10	47	analyzed	analyze	VERB
eurjchem-1307	10	48	using	use	VERB
eurjchem-1307	10	49	the	the	DET
eurjchem-1307	10	50	absolute	absolute	ADJ
eurjchem-1307	10	51	hardness	hardness	ADJ
eurjchem-1307	10	52	index	index	NOUN
eurjchem-1307	10	53	at	at	ADP
eurjchem-1307	10	54	the	the	DET
eurjchem-1307	10	55	hartree‐	hartree‐	ADV
eurjchem-1307	10	56	fock	fock	ADJ
eurjchem-1307	10	57	/	/	SYM
eurjchem-1307	10	58	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	10	59	and	and	CCONJ
eurjchem-1307	10	60	b3lyp	b3lyp	NOUN
eurjchem-1307	10	61	/	/	SYM
eurjchem-1307	10	62	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	10	63	levels	level	NOUN
eurjchem-1307	10	64	of	of	ADP
eurjchem-1307	10	65	theory	theory	NOUN
eurjchem-1307	10	66	.	.	PUNCT
eurjchem-1307	11	1	additionally	additionally	ADV
eurjchem-1307	11	2	,	,	PUNCT
eurjchem-1307	11	3	natural	natural	ADJ
eurjchem-1307	11	4	population	population	NOUN
eurjchem-1307	11	5	analysis	analysis	NOUN
eurjchem-1307	11	6	charges	charge	NOUN
eurjchem-1307	11	7	were	be	AUX
eurjchem-1307	11	8	calculated	calculate	VERB
eurjchem-1307	11	9	for	for	ADP
eurjchem-1307	11	10	these	these	DET
eurjchem-1307	11	11	systems	system	NOUN
eurjchem-1307	11	12	using	use	VERB
eurjchem-1307	11	13	møller‐plessett	møller‐plessett	NOUN
eurjchem-1307	11	14	second‐order	second‐ord	ADJ
eurjchem-1307	11	15	perturbation	perturbation	NOUN
eurjchem-1307	11	16	theory	theory	NOUN
eurjchem-1307	11	17	electron	electron	NOUN
eurjchem-1307	11	18	densities	density	NOUN
eurjchem-1307	11	19	and	and	CCONJ
eurjchem-1307	11	20	the	the	DET
eurjchem-1307	11	21	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	11	22	basis	basis	NOUN
eurjchem-1307	11	23	set	set	NOUN
eurjchem-1307	11	24	.	.	PUNCT
eurjchem-1307	12	1	combining	combine	VERB
eurjchem-1307	12	2	the	the	DET
eurjchem-1307	12	3	results	result	NOUN
eurjchem-1307	12	4	of	of	ADP
eurjchem-1307	12	5	these	these	DET
eurjchem-1307	12	6	theoretical	theoretical	ADJ
eurjchem-1307	12	7	methods	method	NOUN
eurjchem-1307	12	8	with	with	ADP
eurjchem-1307	12	9	analysis	analysis	NOUN
eurjchem-1307	12	10	of	of	ADP
eurjchem-1307	12	11	structural	structural	ADJ
eurjchem-1307	12	12	details	detail	NOUN
eurjchem-1307	12	13	of	of	ADP
eurjchem-1307	12	14	their	their	PRON
eurjchem-1307	12	15	optimized	optimize	VERB
eurjchem-1307	12	16	geometries	geometry	NOUN
eurjchem-1307	12	17	gives	give	VERB
eurjchem-1307	12	18	much	much	ADJ
eurjchem-1307	12	19	electronic	electronic	ADJ
eurjchem-1307	12	20	structure	structure	NOUN
eurjchem-1307	12	21	insight	insight	NOUN
eurjchem-1307	12	22	into	into	ADP
eurjchem-1307	12	23	the	the	DET
eurjchem-1307	12	24	extent	extent	NOUN
eurjchem-1307	12	25	of	of	ADP
eurjchem-1307	12	26	conjugation	conjugation	NOUN
eurjchem-1307	12	27	of	of	ADP
eurjchem-1307	12	28	bromonium	bromonium	NOUN
eurjchem-1307	12	29	ions	ion	NOUN
eurjchem-1307	12	30	of	of	ADP
eurjchem-1307	12	31	the	the	DET
eurjchem-1307	12	32	carenes	carene	NOUN
eurjchem-1307	12	33	and	and	CCONJ
eurjchem-1307	12	34	pinenes	pinene	NOUN
eurjchem-1307	12	35	reported	report	VERB
eurjchem-1307	12	36	here	here	ADV
eurjchem-1307	12	37	,	,	PUNCT
eurjchem-1307	12	38	and	and	CCONJ
eurjchem-1307	12	39	places	place	VERB
eurjchem-1307	12	40	them	they	PRON
eurjchem-1307	12	41	in	in	ADP
eurjchem-1307	12	42	relative	relative	ADJ
eurjchem-1307	12	43	context	context	NOUN
eurjchem-1307	12	44	of	of	ADP
eurjchem-1307	12	45	more	more	ADV
eurjchem-1307	12	46	traditional	traditional	ADJ
eurjchem-1307	12	47	conjugated	conjugated	ADJ
eurjchem-1307	12	48	and	and	CCONJ
eurjchem-1307	12	49	non‐conjugated	non‐conjugate	VERB
eurjchem-1307	12	50	bromonium	bromonium	NOUN
eurjchem-1307	12	51	ion	ion	NOUN
eurjchem-1307	12	52	systems	system	NOUN
eurjchem-1307	12	53	.	.	PUNCT
eurjchem-1307	13	1	in	in	ADP
eurjchem-1307	13	2	particular	particular	ADJ
eurjchem-1307	13	3	,	,	PUNCT
eurjchem-1307	13	4	bromonium	bromonium	NOUN
eurjchem-1307	13	5	ions	ion	NOUN
eurjchem-1307	13	6	of	of	ADP
eurjchem-1307	13	7	compounds	compound	NOUN
eurjchem-1307	13	8	1	1	NUM
eurjchem-1307	13	9	,	,	PUNCT
eurjchem-1307	13	10	7	7	NUM
eurjchem-1307	13	11	,	,	PUNCT
eurjchem-1307	13	12	and	and	CCONJ
eurjchem-1307	13	13	11	11	NUM
eurjchem-1307	13	14	display	display	NOUN
eurjchem-1307	13	15	structural	structural	ADJ
eurjchem-1307	13	16	distortions	distortion	NOUN
eurjchem-1307	13	17	,	,	PUNCT
eurjchem-1307	13	18	charge	charge	NOUN
eurjchem-1307	13	19	delocalizations	delocalization	NOUN
eurjchem-1307	13	20	and	and	CCONJ
eurjchem-1307	13	21	hardness	hardness	ADJ
eurjchem-1307	13	22	values	value	NOUN
eurjchem-1307	13	23	comparable	comparable	ADJ
eurjchem-1307	13	24	with	with	ADP
eurjchem-1307	13	25	those	those	PRON
eurjchem-1307	13	26	of	of	ADP
eurjchem-1307	13	27	traditional	traditional	ADJ
eurjchem-1307	13	28	conjugated	conjugated	ADJ
eurjchem-1307	13	29	cyclohexadienes	cyclohexadiene	NOUN
eurjchem-1307	13	30	,	,	PUNCT
eurjchem-1307	13	31	with	with	ADP
eurjchem-1307	13	32	possible	possible	ADJ
eurjchem-1307	13	33	reasons	reason	NOUN
eurjchem-1307	13	34	for	for	ADP
eurjchem-1307	13	35	subtle	subtle	ADJ
eurjchem-1307	13	36	differences	difference	NOUN
eurjchem-1307	13	37	presented	present	VERB
eurjchem-1307	13	38	.	.	PUNCT
eurjchem-1307	14	1	keywords	keyword	VERB
eurjchem-1307	14	2	terpenoids	terpenoid	NOUN
eurjchem-1307	14	3	halogenation	halogenation	NOUN
eurjchem-1307	14	4	small	small	ADJ
eurjchem-1307	14	5	ring	ring	NOUN
eurjchem-1307	14	6	systems	system	NOUN
eurjchem-1307	14	7	electrophilic	electrophilic	ADJ
eurjchem-1307	14	8	addition	addition	NOUN
eurjchem-1307	14	9	reactive	reactive	NOUN
eurjchem-1307	14	10	intermediates	intermediate	VERB
eurjchem-1307	14	11	electronic	electronic	ADJ
eurjchem-1307	14	12	structure	structure	NOUN
eurjchem-1307	14	13	calculation	calculation	NOUN
eurjchem-1307	14	14	cite	cite	VERB
eurjchem-1307	14	15	this	this	PRON
eurjchem-1307	14	16	:	:	PUNCT
eurjchem-1307	14	17	eur	eur	PROPN
eurjchem-1307	14	18	.	.	PUNCT
eurjchem-1307	15	1	j.	j.	PROPN
eurjchem-1307	15	2	chem	chem	PROPN
eurjchem-1307	15	3	.	.	PUNCT
eurjchem-1307	16	1	2015	2015	NUM
eurjchem-1307	16	2	,	,	PUNCT
eurjchem-1307	16	3	6(4	6(4	NUM
eurjchem-1307	16	4	)	)	PUNCT
eurjchem-1307	16	5	,	,	PUNCT
eurjchem-1307	16	6	430‐443	430‐443	PROPN
eurjchem-1307	16	7	1	1	NUM
eurjchem-1307	16	8	.	.	PUNCT
eurjchem-1307	17	1	introduction	introduction	NOUN
eurjchem-1307	17	2	(	(	PUNCT
eurjchem-1307	17	3	+	+	NOUN
eurjchem-1307	17	4	)	)	PUNCT
eurjchem-1307	17	5	‐2‐carene	‐2‐carene	NOUN
eurjchem-1307	17	6	(	(	PUNCT
eurjchem-1307	17	7	1	1	NUM
eurjchem-1307	17	8	)	)	PUNCT
eurjchem-1307	17	9	is	be	AUX
eurjchem-1307	17	10	an	an	DET
eurjchem-1307	17	11	important	important	ADJ
eurjchem-1307	17	12	chiral	chiral	ADJ
eurjchem-1307	17	13	terpene	terpene	NOUN
eurjchem-1307	17	14	used	use	VERB
eurjchem-1307	17	15	as	as	ADP
eurjchem-1307	17	16	a	a	DET
eurjchem-1307	17	17	starting	starting	NOUN
eurjchem-1307	17	18	material	material	NOUN
eurjchem-1307	17	19	for	for	ADP
eurjchem-1307	17	20	asymmetric	asymmetric	ADJ
eurjchem-1307	17	21	synthesis	synthesis	NOUN
eurjchem-1307	18	1	[	[	X
eurjchem-1307	18	2	1	1	NUM
eurjchem-1307	18	3	]	]	PUNCT
eurjchem-1307	18	4	.	.	PUNCT
eurjchem-1307	19	1	chuiko	chuiko	PROPN
eurjchem-1307	19	2	and	and	CCONJ
eurjchem-1307	19	3	coworkers	coworker	NOUN
eurjchem-1307	19	4	have	have	AUX
eurjchem-1307	19	5	reported	report	VERB
eurjchem-1307	19	6	a	a	DET
eurjchem-1307	19	7	prins	prin	NOUN
eurjchem-1307	19	8	reaction	reaction	NOUN
eurjchem-1307	19	9	of	of	ADP
eurjchem-1307	19	10	compound	compound	NOUN
eurjchem-1307	19	11	1	1	NUM
eurjchem-1307	19	12	in	in	ADP
eurjchem-1307	19	13	which	which	PRON
eurjchem-1307	19	14	the	the	DET
eurjchem-1307	19	15	cyclopropane	cyclopropane	NOUN
eurjchem-1307	19	16	ring	ring	NOUN
eurjchem-1307	19	17	was	be	AUX
eurjchem-1307	19	18	not	not	PART
eurjchem-1307	19	19	opened	open	VERB
eurjchem-1307	19	20	,	,	PUNCT
eurjchem-1307	19	21	indicating	indicate	VERB
eurjchem-1307	19	22	that	that	SCONJ
eurjchem-1307	19	23	the	the	DET
eurjchem-1307	19	24	tertiary	tertiary	ADJ
eurjchem-1307	19	25	carbocation	carbocation	NOUN
eurjchem-1307	19	26	was	be	AUX
eurjchem-1307	19	27	formed	form	VERB
eurjchem-1307	19	28	rather	rather	ADV
eurjchem-1307	19	29	than	than	ADP
eurjchem-1307	19	30	the	the	DET
eurjchem-1307	19	31	cyclo‐	cyclo‐	VERB
eurjchem-1307	19	32	propyl	propyl	ADJ
eurjchem-1307	19	33	carbinyl	carbinyl	ADJ
eurjchem-1307	19	34	cation	cation	NOUN
eurjchem-1307	19	35	(	(	PUNCT
eurjchem-1307	19	36	scheme	scheme	NOUN
eurjchem-1307	19	37	1	1	NUM
eurjchem-1307	19	38	)	)	PUNCT
eurjchem-1307	20	1	[	[	X
eurjchem-1307	20	2	2	2	NUM
eurjchem-1307	20	3	]	]	PUNCT
eurjchem-1307	20	4	.	.	PUNCT
eurjchem-1307	21	1	as	as	SCONJ
eurjchem-1307	21	2	chuiko	chuiko	NOUN
eurjchem-1307	21	3	has	have	AUX
eurjchem-1307	21	4	pointed	point	VERB
eurjchem-1307	21	5	out	out	ADP
eurjchem-1307	21	6	[	[	X
eurjchem-1307	21	7	3	3	NUM
eurjchem-1307	21	8	]	]	PUNCT
eurjchem-1307	21	9	,	,	PUNCT
eurjchem-1307	21	10	this	this	PRON
eurjchem-1307	21	11	suggests	suggest	VERB
eurjchem-1307	21	12	strongly	strongly	ADV
eurjchem-1307	21	13	that	that	SCONJ
eurjchem-1307	21	14	the	the	DET
eurjchem-1307	21	15	vinyl	vinyl	NOUN
eurjchem-1307	21	16	cyclopropane	cyclopropane	NOUN
eurjchem-1307	21	17	in	in	ADP
eurjchem-1307	21	18	compound	compound	NOUN
eurjchem-1307	21	19	1	1	NUM
eurjchem-1307	21	20	is	be	AUX
eurjchem-1307	21	21	not	not	PART
eurjchem-1307	21	22	conjugated	conjugate	VERB
eurjchem-1307	21	23	.	.	PUNCT
eurjchem-1307	22	1	chuiko	chuiko	PROPN
eurjchem-1307	23	1	[	[	X
eurjchem-1307	23	2	3,4	3,4	NUM
eurjchem-1307	23	3	]	]	PUNCT
eurjchem-1307	23	4	and	and	CCONJ
eurjchem-1307	23	5	brown	brown	ADJ
eurjchem-1307	23	6	[	[	X
eurjchem-1307	23	7	5	5	NUM
eurjchem-1307	23	8	]	]	PUNCT
eurjchem-1307	23	9	have	have	AUX
eurjchem-1307	23	10	also	also	ADV
eurjchem-1307	23	11	presented	present	VERB
eurjchem-1307	23	12	further	further	ADJ
eurjchem-1307	23	13	evidence	evidence	NOUN
eurjchem-1307	23	14	of	of	ADP
eurjchem-1307	23	15	a	a	DET
eurjchem-1307	23	16	lack	lack	NOUN
eurjchem-1307	23	17	of	of	ADP
eurjchem-1307	23	18	conjugation	conjugation	NOUN
eurjchem-1307	23	19	in	in	ADP
eurjchem-1307	23	20	compound	compound	NOUN
eurjchem-1307	23	21	1	1	NUM
eurjchem-1307	23	22	.	.	PUNCT
eurjchem-1307	24	1	however	however	ADV
eurjchem-1307	24	2	,	,	PUNCT
eurjchem-1307	24	3	we	we	PRON
eurjchem-1307	24	4	have	have	AUX
eurjchem-1307	24	5	previously	previously	ADV
eurjchem-1307	24	6	shown	show	VERB
eurjchem-1307	24	7	that	that	SCONJ
eurjchem-1307	24	8	(	(	PUNCT
eurjchem-1307	24	9	+	+	ADJ
eurjchem-1307	24	10	)	)	PUNCT
eurjchem-1307	24	11	‐2‐carene	‐2‐carene	ADJ
eurjchem-1307	24	12	epoxide	epoxide	NOUN
eurjchem-1307	24	13	(	(	PUNCT
eurjchem-1307	24	14	2	2	NUM
eurjchem-1307	24	15	)	)	PUNCT
eurjchem-1307	24	16	,	,	PUNCT
eurjchem-1307	24	17	in	in	ADP
eurjchem-1307	24	18	which	which	PRON
eurjchem-1307	24	19	the	the	DET
eurjchem-1307	24	20	epoxide	epoxide	NOUN
eurjchem-1307	24	21	is	be	AUX
eurjchem-1307	24	22	conjugated	conjugate	VERB
eurjchem-1307	24	23	to	to	ADP
eurjchem-1307	24	24	the	the	DET
eurjchem-1307	24	25	cyclopropane	cyclopropane	NOUN
eurjchem-1307	24	26	,	,	PUNCT
eurjchem-1307	24	27	displayed	display	VERB
eurjchem-1307	24	28	heightened	heighten	VERB
eurjchem-1307	24	29	reactivity	reactivity	NOUN
eurjchem-1307	24	30	compared	compare	VERB
eurjchem-1307	24	31	to	to	ADP
eurjchem-1307	24	32	typical	typical	ADJ
eurjchem-1307	24	33	epoxides	epoxide	NOUN
eurjchem-1307	24	34	when	when	SCONJ
eurjchem-1307	24	35	treated	treat	VERB
eurjchem-1307	24	36	with	with	ADP
eurjchem-1307	24	37	weak	weak	ADJ
eurjchem-1307	24	38	protic	protic	ADJ
eurjchem-1307	24	39	acids	acid	NOUN
eurjchem-1307	24	40	(	(	PUNCT
eurjchem-1307	24	41	scheme	scheme	NOUN
eurjchem-1307	24	42	2	2	NUM
eurjchem-1307	24	43	)	)	PUNCT
eurjchem-1307	25	1	[	[	X
eurjchem-1307	25	2	6	6	NUM
eurjchem-1307	25	3	]	]	PUNCT
eurjchem-1307	25	4	.	.	PUNCT
eurjchem-1307	26	1	the	the	DET
eurjchem-1307	26	2	non‐conjugated	non‐conjugate	VERB
eurjchem-1307	26	3	epoxide	epoxide	NOUN
eurjchem-1307	26	4	(	(	PUNCT
eurjchem-1307	26	5	4	4	NUM
eurjchem-1307	26	6	)	)	PUNCT
eurjchem-1307	26	7	from	from	ADP
eurjchem-1307	26	8	(	(	PUNCT
eurjchem-1307	26	9	+	+	NOUN
eurjchem-1307	26	10	)	)	PUNCT
eurjchem-1307	26	11	‐3‐carene	‐3‐carene	NOUN
eurjchem-1307	26	12	(	(	PUNCT
eurjchem-1307	26	13	3	3	X
eurjchem-1307	26	14	)	)	PUNCT
eurjchem-1307	26	15	did	do	AUX
eurjchem-1307	26	16	not	not	PART
eurjchem-1307	26	17	react	react	VERB
eurjchem-1307	26	18	in	in	ADP
eurjchem-1307	26	19	the	the	DET
eurjchem-1307	26	20	same	same	ADJ
eurjchem-1307	26	21	manner	manner	NOUN
eurjchem-1307	26	22	(	(	PUNCT
eurjchem-1307	26	23	scheme	scheme	NOUN
eurjchem-1307	26	24	2	2	NUM
eurjchem-1307	26	25	)	)	PUNCT
eurjchem-1307	27	1	[	[	X
eurjchem-1307	27	2	6,7	6,7	NUM
eurjchem-1307	27	3	]	]	PUNCT
eurjchem-1307	27	4	.	.	PUNCT
eurjchem-1307	28	1	we	we	PRON
eurjchem-1307	28	2	have	have	AUX
eurjchem-1307	28	3	since	since	SCONJ
eurjchem-1307	28	4	found	find	VERB
eurjchem-1307	28	5	similar	similar	ADJ
eurjchem-1307	28	6	behaviour	behaviour	NOUN
eurjchem-1307	28	7	with	with	ADP
eurjchem-1307	28	8	the	the	DET
eurjchem-1307	28	9	tosyl	tosyl	PROPN
eurjchem-1307	28	10	aziridines	aziridine	NOUN
eurjchem-1307	28	11	5	5	NUM
eurjchem-1307	28	12	and	and	CCONJ
eurjchem-1307	28	13	6	6	NUM
eurjchem-1307	28	14	(	(	PUNCT
eurjchem-1307	28	15	scheme	scheme	NOUN
eurjchem-1307	28	16	3	3	NUM
eurjchem-1307	28	17	)	)	PUNCT
eurjchem-1307	29	1	[	[	X
eurjchem-1307	29	2	8‐10	8‐10	NUM
eurjchem-1307	29	3	]	]	X
eurjchem-1307	29	4	.	.	PUNCT
eurjchem-1307	30	1	we	we	PRON
eurjchem-1307	30	2	suggested	suggest	VERB
eurjchem-1307	30	3	that	that	SCONJ
eurjchem-1307	30	4	in	in	ADP
eurjchem-1307	30	5	the	the	DET
eurjchem-1307	30	6	reactions	reaction	NOUN
eurjchem-1307	30	7	of	of	ADP
eurjchem-1307	30	8	compound	compound	NOUN
eurjchem-1307	30	9	2	2	NUM
eurjchem-1307	30	10	or	or	CCONJ
eurjchem-1307	30	11	5	5	NUM
eurjchem-1307	30	12	with	with	ADP
eurjchem-1307	30	13	water	water	NOUN
eurjchem-1307	30	14	,	,	PUNCT
eurjchem-1307	30	15	the	the	DET
eurjchem-1307	30	16	positive	positive	ADJ
eurjchem-1307	30	17	charge	charge	NOUN
eurjchem-1307	30	18	on	on	ADP
eurjchem-1307	30	19	the	the	DET
eurjchem-1307	30	20	protonated	protonate	VERB
eurjchem-1307	30	21	heteroatom	heteroatom	NOUN
eurjchem-1307	30	22	was	be	AUX
eurjchem-1307	30	23	delocalized	delocalize	VERB
eurjchem-1307	30	24	through	through	ADP
eurjchem-1307	30	25	the	the	DET
eurjchem-1307	30	26	cyclopropane	cyclopropane	NOUN
eurjchem-1307	30	27	[	[	X
eurjchem-1307	30	28	8‐13	8‐13	NUM
eurjchem-1307	30	29	]	]	PUNCT
eurjchem-1307	30	30	and	and	CCONJ
eurjchem-1307	30	31	both	both	DET
eurjchem-1307	30	32	rings	ring	NOUN
eurjchem-1307	30	33	were	be	AUX
eurjchem-1307	30	34	opened	open	VERB
eurjchem-1307	30	35	in	in	ADP
eurjchem-1307	30	36	a	a	DET
eurjchem-1307	30	37	concerted	concerted	ADJ
eurjchem-1307	30	38	fashion	fashion	NOUN
eurjchem-1307	30	39	by	by	ADP
eurjchem-1307	30	40	the	the	DET
eurjchem-1307	30	41	oxygen	oxygen	NOUN
eurjchem-1307	30	42	nucleophile	nucleophile	ADJ
eurjchem-1307	30	43	(	(	PUNCT
eurjchem-1307	30	44	scheme	scheme	NOUN
eurjchem-1307	30	45	2	2	NUM
eurjchem-1307	30	46	)	)	PUNCT
eurjchem-1307	30	47	.	.	PUNCT
eurjchem-1307	31	1	this	this	PRON
eurjchem-1307	31	2	released	release	VERB
eurjchem-1307	31	3	the	the	DET
eurjchem-1307	31	4	strain	strain	ADJ
eurjchem-1307	31	5	energy	energy	NOUN
eurjchem-1307	31	6	of	of	ADP
eurjchem-1307	31	7	both	both	DET
eurjchem-1307	31	8	rings	ring	NOUN
eurjchem-1307	31	9	.	.	PUNCT
eurjchem-1307	32	1	the	the	DET
eurjchem-1307	32	2	three‐membered	three‐membere	VERB
eurjchem-1307	32	3	heterocycle	heterocycle	NOUN
eurjchem-1307	32	4	and	and	CCONJ
eurjchem-1307	32	5	cyclopropane	cyclopropane	NOUN
eurjchem-1307	32	6	“	"	PUNCT
eurjchem-1307	32	7	together	together	ADV
eurjchem-1307	32	8	”	"	PUNCT
eurjchem-1307	32	9	(	(	PUNCT
eurjchem-1307	32	10	compounds	compound	NOUN
eurjchem-1307	32	11	2	2	NUM
eurjchem-1307	32	12	and	and	CCONJ
eurjchem-1307	32	13	5	5	NUM
eurjchem-1307	32	14	)	)	PUNCT
eurjchem-1307	32	15	were	be	AUX
eurjchem-1307	32	16	clearly	clearly	ADV
eurjchem-1307	32	17	much	much	ADV
eurjchem-1307	32	18	more	more	ADV
eurjchem-1307	32	19	reactive	reactive	ADJ
eurjchem-1307	32	20	than	than	ADP
eurjchem-1307	32	21	either	either	DET
eurjchem-1307	32	22	one	one	NUM
eurjchem-1307	32	23	by	by	ADP
eurjchem-1307	32	24	itself	itself	PRON
eurjchem-1307	32	25	(	(	PUNCT
eurjchem-1307	32	26	compounds	compound	VERB
eurjchem-1307	32	27	4	4	NUM
eurjchem-1307	32	28	and	and	CCONJ
eurjchem-1307	32	29	6	6	NUM
eurjchem-1307	32	30	)	)	PUNCT
eurjchem-1307	32	31	.	.	PUNCT
eurjchem-1307	33	1	we	we	PRON
eurjchem-1307	33	2	hypothesized	hypothesize	VERB
eurjchem-1307	33	3	that	that	SCONJ
eurjchem-1307	33	4	similarly	similarly	ADV
eurjchem-1307	33	5	,	,	PUNCT
eurjchem-1307	33	6	a	a	DET
eurjchem-1307	33	7	positively	positively	ADV
eurjchem-1307	33	8	charged	charge	VERB
eurjchem-1307	33	9	bromonium	bromonium	NOUN
eurjchem-1307	33	10	or	or	CCONJ
eurjchem-1307	33	11	chloronium	chloronium	NOUN
eurjchem-1307	33	12	ion	ion	NOUN
eurjchem-1307	33	13	of	of	ADP
eurjchem-1307	33	14	compound	compound	NOUN
eurjchem-1307	33	15	1	1	NUM
eurjchem-1307	33	16	would	would	AUX
eurjchem-1307	33	17	also	also	ADV
eurjchem-1307	33	18	be	be	AUX
eurjchem-1307	33	19	delocalized	delocalize	VERB
eurjchem-1307	33	20	through	through	ADP
eurjchem-1307	33	21	the	the	DET
eurjchem-1307	33	22	cyclopropane	cyclopropane	NOUN
eurjchem-1307	33	23	,	,	PUNCT
eurjchem-1307	33	24	and	and	CCONJ
eurjchem-1307	33	25	that	that	DET
eurjchem-1307	33	26	attack	attack	NOUN
eurjchem-1307	33	27	by	by	ADP
eurjchem-1307	33	28	a	a	DET
eurjchem-1307	33	29	nucleophile	nucleophile	ADJ
eurjchem-1307	33	30	,	,	PUNCT
eurjchem-1307	33	31	in	in	ADP
eurjchem-1307	33	32	general	general	ADJ
eurjchem-1307	33	33	,	,	PUNCT
eurjchem-1307	33	34	would	would	AUX
eurjchem-1307	33	35	occur	occur	VERB
eurjchem-1307	33	36	at	at	ADP
eurjchem-1307	33	37	the	the	DET
eurjchem-1307	33	38	gem‐dimethyl	gem‐dimethyl	PROPN
eurjchem-1307	33	39	carbon	carbon	NOUN
eurjchem-1307	33	40	of	of	ADP
eurjchem-1307	33	41	the	the	DET
eurjchem-1307	33	42	cyclopropane	cyclopropane	NOUN
eurjchem-1307	33	43	ring	ring	NOUN
eurjchem-1307	33	44	to	to	PART
eurjchem-1307	33	45	give	give	VERB
eurjchem-1307	33	46	,	,	PUNCT
eurjchem-1307	33	47	at	at	ADP
eurjchem-1307	33	48	least	least	ADJ
eurjchem-1307	33	49	initially	initially	ADV
eurjchem-1307	33	50	,	,	PUNCT
eurjchem-1307	33	51	silverberg	silverberg	PROPN
eurjchem-1307	33	52	et	et	PROPN
eurjchem-1307	33	53	al	al	PROPN
eurjchem-1307	33	54	.	.	PUNCT
eurjchem-1307	33	55	/	/	SYM
eurjchem-1307	33	56	european	european	PROPN
eurjchem-1307	33	57	journal	journal	PROPN
eurjchem-1307	33	58	of	of	ADP
eurjchem-1307	33	59	chemistry	chemistry	NOUN
eurjchem-1307	33	60	6	6	NUM
eurjchem-1307	33	61	(	(	PUNCT
eurjchem-1307	33	62	4	4	NUM
eurjchem-1307	33	63	)	)	PUNCT
eurjchem-1307	33	64	(	(	PUNCT
eurjchem-1307	33	65	2015	2015	NUM
eurjchem-1307	33	66	)	)	PUNCT
eurjchem-1307	33	67	430‐443	430‐443	NOUN
eurjchem-1307	33	68	431	431	NUM
eurjchem-1307	33	69	scheme	scheme	NOUN
eurjchem-1307	33	70	1	1	NUM
eurjchem-1307	33	71	[	[	X
eurjchem-1307	33	72	2	2	NUM
eurjchem-1307	33	73	]	]	PUNCT
eurjchem-1307	33	74	scheme	scheme	NOUN
eurjchem-1307	33	75	2	2	NUM
eurjchem-1307	34	1	[	[	X
eurjchem-1307	34	2	6	6	NUM
eurjchem-1307	34	3	]	]	PUNCT
eurjchem-1307	34	4	scheme	scheme	NOUN
eurjchem-1307	34	5	3	3	NUM
eurjchem-1307	35	1	[	[	X
eurjchem-1307	35	2	8‐10	8‐10	NUM
eurjchem-1307	35	3	]	]	X
eurjchem-1307	35	4	similar	similar	ADJ
eurjchem-1307	35	5	products	product	NOUN
eurjchem-1307	35	6	.	.	PUNCT
eurjchem-1307	36	1	we	we	PRON
eurjchem-1307	36	2	anticipated	anticipate	VERB
eurjchem-1307	36	3	that	that	SCONJ
eurjchem-1307	36	4	the	the	DET
eurjchem-1307	36	5	tertiary	tertiary	ADJ
eurjchem-1307	36	6	allylic	allylic	ADJ
eurjchem-1307	36	7	halide	halide	NOUN
eurjchem-1307	36	8	might	might	AUX
eurjchem-1307	36	9	be	be	AUX
eurjchem-1307	36	10	displaced	displace	VERB
eurjchem-1307	36	11	by	by	ADP
eurjchem-1307	36	12	another	another	DET
eurjchem-1307	36	13	nucleophile	nucleophile	ADJ
eurjchem-1307	36	14	(	(	PUNCT
eurjchem-1307	36	15	scheme	scheme	NOUN
eurjchem-1307	36	16	4	4	NUM
eurjchem-1307	36	17	)	)	PUNCT
eurjchem-1307	36	18	.	.	PUNCT
eurjchem-1307	37	1	also	also	ADV
eurjchem-1307	37	2	of	of	ADP
eurjchem-1307	37	3	interest	interest	NOUN
eurjchem-1307	37	4	to	to	ADP
eurjchem-1307	37	5	us	we	PRON
eurjchem-1307	37	6	was	be	AUX
eurjchem-1307	37	7	the	the	DET
eurjchem-1307	37	8	formation	formation	NOUN
eurjchem-1307	37	9	of	of	ADP
eurjchem-1307	37	10	cyclobutyl	cyclobutyl	PROPN
eurjchem-1307	37	11	halonium	halonium	NOUN
eurjchem-1307	37	12	ions	ion	NOUN
eurjchem-1307	37	13	from	from	ADP
eurjchem-1307	37	14	pinenes	pinene	NOUN
eurjchem-1307	37	15	.	.	PUNCT
eurjchem-1307	38	1	the	the	DET
eurjchem-1307	38	2	likelihood	likelihood	NOUN
eurjchem-1307	38	3	of	of	ADP
eurjchem-1307	38	4	this	this	DET
eurjchem-1307	38	5	succeeding	succeeding	NOUN
eurjchem-1307	38	6	was	be	AUX
eurjchem-1307	38	7	suggested	suggest	VERB
eurjchem-1307	38	8	by	by	ADP
eurjchem-1307	38	9	the	the	DET
eurjchem-1307	38	10	work	work	NOUN
eurjchem-1307	38	11	of	of	ADP
eurjchem-1307	38	12	carman	carman	PROPN
eurjchem-1307	38	13	and	and	CCONJ
eurjchem-1307	38	14	coworkers	coworker	NOUN
eurjchem-1307	38	15	,	,	PUNCT
eurjchem-1307	38	16	who	who	PRON
eurjchem-1307	38	17	in	in	ADP
eurjchem-1307	38	18	1997	1997	NUM
eurjchem-1307	38	19	reported	report	VERB
eurjchem-1307	38	20	that	that	SCONJ
eurjchem-1307	38	21	reaction	reaction	NOUN
eurjchem-1307	38	22	of	of	ADP
eurjchem-1307	38	23	β‐pinene	β‐pinene	NUM
eurjchem-1307	38	24	(	(	PUNCT
eurjchem-1307	38	25	7	7	NUM
eurjchem-1307	38	26	)	)	PUNCT
eurjchem-1307	38	27	with	with	ADP
eurjchem-1307	38	28	n‐bromo‐	n‐bromo‐	ADV
eurjchem-1307	38	29	succinimide	succinimide	ADJ
eurjchem-1307	38	30	(	(	PUNCT
eurjchem-1307	38	31	nbs	nbs	PROPN
eurjchem-1307	38	32	)	)	PUNCT
eurjchem-1307	38	33	and	and	CCONJ
eurjchem-1307	38	34	acetonitrile	acetonitrile	NOUN
eurjchem-1307	38	35	,	,	PUNCT
eurjchem-1307	38	36	followed	follow	VERB
eurjchem-1307	38	37	by	by	ADP
eurjchem-1307	38	38	a	a	DET
eurjchem-1307	38	39	water	water	NOUN
eurjchem-1307	38	40	quench	quench	NOUN
eurjchem-1307	38	41	,	,	PUNCT
eurjchem-1307	38	42	produced	produce	VERB
eurjchem-1307	38	43	amide	amide	NOUN
eurjchem-1307	38	44	8	8	NUM
eurjchem-1307	38	45	via	via	ADP
eurjchem-1307	38	46	a	a	DET
eurjchem-1307	38	47	ritter	ritter	NOUN
eurjchem-1307	38	48	reaction	reaction	NOUN
eurjchem-1307	38	49	in	in	ADP
eurjchem-1307	38	50	which	which	PRON
eurjchem-1307	38	51	the	the	DET
eurjchem-1307	38	52	cyclobutane	cyclobutane	NOUN
eurjchem-1307	38	53	ring	ring	NOUN
eurjchem-1307	38	54	was	be	AUX
eurjchem-1307	38	55	opened	open	VERB
eurjchem-1307	38	56	(	(	PUNCT
eurjchem-1307	38	57	scheme	scheme	NOUN
eurjchem-1307	38	58	5	5	NUM
eurjchem-1307	38	59	)	)	PUNCT
eurjchem-1307	39	1	[	[	X
eurjchem-1307	39	2	14	14	NUM
eurjchem-1307	39	3	]	]	PUNCT
eurjchem-1307	39	4	.	.	PUNCT
eurjchem-1307	40	1	the	the	DET
eurjchem-1307	40	2	allylic	allylic	ADJ
eurjchem-1307	40	3	bromide	bromide	NOUN
eurjchem-1307	40	4	8	8	NUM
eurjchem-1307	40	5	was	be	AUX
eurjchem-1307	40	6	reported	report	VERB
eurjchem-1307	40	7	to	to	PART
eurjchem-1307	40	8	be	be	AUX
eurjchem-1307	40	9	“	"	PUNCT
eurjchem-1307	40	10	surprisingly	surprisingly	ADV
eurjchem-1307	40	11	stable	stable	ADJ
eurjchem-1307	40	12	”	"	PUNCT
eurjchem-1307	41	1	[	[	X
eurjchem-1307	41	2	15	15	NUM
eurjchem-1307	41	3	]	]	PUNCT
eurjchem-1307	41	4	.	.	PUNCT
eurjchem-1307	42	1	in	in	ADP
eurjchem-1307	42	2	2004	2004	NUM
eurjchem-1307	42	3	,	,	PUNCT
eurjchem-1307	42	4	they	they	PRON
eurjchem-1307	42	5	also	also	ADV
eurjchem-1307	42	6	noted	note	VERB
eurjchem-1307	42	7	that	that	SCONJ
eurjchem-1307	42	8	trapping	trap	VERB
eurjchem-1307	42	9	with	with	ADP
eurjchem-1307	42	10	hydride	hydride	NOUN
eurjchem-1307	42	11	instead	instead	ADV
eurjchem-1307	42	12	of	of	ADP
eurjchem-1307	42	13	water	water	NOUN
eurjchem-1307	42	14	produced	produce	VERB
eurjchem-1307	42	15	two	two	NUM
eurjchem-1307	42	16	other	other	ADJ
eurjchem-1307	42	17	products	product	NOUN
eurjchem-1307	42	18	,	,	PUNCT
eurjchem-1307	42	19	compounds	compound	VERB
eurjchem-1307	42	20	9	9	NUM
eurjchem-1307	42	21	and	and	CCONJ
eurjchem-1307	42	22	10	10	NUM
eurjchem-1307	42	23	(	(	PUNCT
eurjchem-1307	42	24	scheme	scheme	NOUN
eurjchem-1307	42	25	5	5	NUM
eurjchem-1307	42	26	)	)	PUNCT
eurjchem-1307	43	1	[	[	X
eurjchem-1307	43	2	15	15	NUM
eurjchem-1307	43	3	]	]	PUNCT
eurjchem-1307	43	4	.	.	PUNCT
eurjchem-1307	44	1	in	in	ADP
eurjchem-1307	44	2	this	this	DET
eurjchem-1307	44	3	paper	paper	NOUN
eurjchem-1307	44	4	,	,	PUNCT
eurjchem-1307	44	5	we	we	PRON
eurjchem-1307	44	6	report	report	VERB
eurjchem-1307	44	7	our	our	PRON
eurjchem-1307	44	8	investigation	investigation	NOUN
eurjchem-1307	44	9	of	of	ADP
eurjchem-1307	44	10	reactions	reaction	NOUN
eurjchem-1307	44	11	of	of	ADP
eurjchem-1307	44	12	the	the	DET
eurjchem-1307	44	13	halonium	halonium	NOUN
eurjchem-1307	44	14	ions	ion	NOUN
eurjchem-1307	44	15	of	of	ADP
eurjchem-1307	44	16	compounds	compound	NOUN
eurjchem-1307	44	17	1	1	NUM
eurjchem-1307	44	18	,	,	PUNCT
eurjchem-1307	44	19	(	(	PUNCT
eurjchem-1307	44	20	‐)‐7	‐)‐7	NOUN
eurjchem-1307	44	21	,	,	PUNCT
eurjchem-1307	44	22	(	(	PUNCT
eurjchem-1307	44	23	‐)‐α‐pinene	‐)‐α‐pinene	PROPN
eurjchem-1307	44	24	11	11	NUM
eurjchem-1307	44	25	,	,	PUNCT
eurjchem-1307	44	26	and	and	CCONJ
eurjchem-1307	44	27	(	(	PUNCT
eurjchem-1307	44	28	‐)‐nopol	‐)‐nopol	NOUN
eurjchem-1307	44	29	12	12	NUM
eurjchem-1307	44	30	.	.	PUNCT
eurjchem-1307	45	1	scheme	scheme	NOUN
eurjchem-1307	45	2	4	4	NUM
eurjchem-1307	45	3	2	2	NUM
eurjchem-1307	45	4	.	.	PUNCT
eurjchem-1307	45	5	experimental	experimental	ADJ
eurjchem-1307	45	6	2.1	2.1	NUM
eurjchem-1307	45	7	.	.	PUNCT
eurjchem-1307	46	1	general	general	ADJ
eurjchem-1307	46	2	(	(	PUNCT
eurjchem-1307	46	3	+	+	ADJ
eurjchem-1307	46	4	)	)	PUNCT
eurjchem-1307	46	5	‐2‐carene	‐2‐carene	NOUN
eurjchem-1307	46	6	(	(	PUNCT
eurjchem-1307	46	7	97	97	NUM
eurjchem-1307	46	8	%	%	NOUN
eurjchem-1307	46	9	)	)	PUNCT
eurjchem-1307	46	10	used	use	VERB
eurjchem-1307	46	11	in	in	ADP
eurjchem-1307	46	12	the	the	DET
eurjchem-1307	46	13	early	early	ADJ
eurjchem-1307	46	14	experiments	experiment	NOUN
eurjchem-1307	46	15	was	be	AUX
eurjchem-1307	46	16	purchased	purchase	VERB
eurjchem-1307	46	17	from	from	ADP
eurjchem-1307	46	18	tci	tci	PROPN
eurjchem-1307	46	19	america	america	PROPN
eurjchem-1307	46	20	(	(	PUNCT
eurjchem-1307	46	21	portland	portland	PROPN
eurjchem-1307	46	22	,	,	PUNCT
eurjchem-1307	46	23	or	or	CCONJ
eurjchem-1307	46	24	)	)	PUNCT
eurjchem-1307	46	25	.	.	PUNCT
eurjchem-1307	47	1	(	(	PUNCT
eurjchem-1307	47	2	+	+	ADJ
eurjchem-1307	47	3	)	)	PUNCT
eurjchem-1307	47	4	‐2‐carene	‐2‐carene	NOUN
eurjchem-1307	47	5	(	(	PUNCT
eurjchem-1307	47	6	97	97	NUM
eurjchem-1307	47	7	%	%	NOUN
eurjchem-1307	47	8	)	)	PUNCT
eurjchem-1307	47	9	used	use	VERB
eurjchem-1307	47	10	in	in	ADP
eurjchem-1307	47	11	the	the	DET
eurjchem-1307	47	12	later	later	ADJ
eurjchem-1307	47	13	experiments	experiment	NOUN
eurjchem-1307	47	14	was	be	AUX
eurjchem-1307	47	15	purchased	purchase	VERB
eurjchem-1307	47	16	from	from	ADP
eurjchem-1307	47	17	aldrich	aldrich	PROPN
eurjchem-1307	47	18	chemical	chemical	PROPN
eurjchem-1307	47	19	company	company	NOUN
eurjchem-1307	47	20	(	(	PUNCT
eurjchem-1307	47	21	milwaukee	milwaukee	PROPN
eurjchem-1307	47	22	,	,	PUNCT
eurjchem-1307	47	23	wi	wi	PROPN
eurjchem-1307	47	24	)	)	PUNCT
eurjchem-1307	47	25	.	.	PUNCT
eurjchem-1307	48	1	no	no	DET
eurjchem-1307	48	2	significant	significant	ADJ
eurjchem-1307	48	3	432	432	NUM
eurjchem-1307	48	4	silverberg	silverberg	PROPN
eurjchem-1307	48	5	et	et	PROPN
eurjchem-1307	48	6	al	al	PROPN
eurjchem-1307	48	7	.	.	PUNCT
eurjchem-1307	48	8	/	/	SYM
eurjchem-1307	48	9	european	european	PROPN
eurjchem-1307	48	10	journal	journal	PROPN
eurjchem-1307	48	11	of	of	ADP
eurjchem-1307	48	12	chemistry	chemistry	NOUN
eurjchem-1307	48	13	6	6	NUM
eurjchem-1307	48	14	(	(	PUNCT
eurjchem-1307	48	15	4	4	NUM
eurjchem-1307	48	16	)	)	PUNCT
eurjchem-1307	48	17	(	(	PUNCT
eurjchem-1307	48	18	2015	2015	NUM
eurjchem-1307	48	19	)	)	PUNCT
eurjchem-1307	48	20	430‐443	430‐443	NUM
eurjchem-1307	48	21	scheme	scheme	NOUN
eurjchem-1307	48	22	5	5	NUM
eurjchem-1307	49	1	[	[	SYM
eurjchem-1307	49	2	14,15	14,15	NUM
eurjchem-1307	49	3	]	]	PUNCT
eurjchem-1307	49	4	difference	difference	NOUN
eurjchem-1307	49	5	was	be	AUX
eurjchem-1307	49	6	observed	observe	VERB
eurjchem-1307	49	7	in	in	ADP
eurjchem-1307	49	8	the	the	DET
eurjchem-1307	49	9	results	result	NOUN
eurjchem-1307	49	10	using	use	VERB
eurjchem-1307	49	11	the	the	DET
eurjchem-1307	49	12	two	two	NUM
eurjchem-1307	49	13	different	different	ADJ
eurjchem-1307	49	14	sources	source	NOUN
eurjchem-1307	49	15	of	of	ADP
eurjchem-1307	49	16	(	(	PUNCT
eurjchem-1307	49	17	+	+	ADJ
eurjchem-1307	49	18	)	)	PUNCT
eurjchem-1307	49	19	‐2‐carene	‐2‐carene	NOUN
eurjchem-1307	49	20	.	.	PUNCT
eurjchem-1307	50	1	(	(	PUNCT
eurjchem-1307	50	2	‐)‐‐pinene	‐)‐‐pinene	NOUN
eurjchem-1307	50	3	(	(	PUNCT
eurjchem-1307	50	4	99	99	NUM
eurjchem-1307	50	5	%	%	NOUN
eurjchem-1307	50	6	)	)	PUNCT
eurjchem-1307	50	7	,	,	PUNCT
eurjchem-1307	50	8	(	(	PUNCT
eurjchem-1307	50	9	‐)‐nopol	‐)‐nopol	NOUN
eurjchem-1307	50	10	(	(	PUNCT
eurjchem-1307	50	11	98	98	NUM
eurjchem-1307	50	12	%	%	NOUN
eurjchem-1307	50	13	)	)	PUNCT
eurjchem-1307	50	14	,	,	PUNCT
eurjchem-1307	50	15	phenyltrimethylammonium	phenyltrimethylammonium	NOUN
eurjchem-1307	50	16	tribromide	tribromide	NOUN
eurjchem-1307	50	17	,	,	PUNCT
eurjchem-1307	50	18	chloramine‐t	chloramine‐t	VERB
eurjchem-1307	50	19	trihyd‐	trihyd‐	PUNCT
eurjchem-1307	50	20	rate	rate	NOUN
eurjchem-1307	50	21	,	,	PUNCT
eurjchem-1307	50	22	n‐chlorosuccinimide	n‐chlorosuccinimide	ADJ
eurjchem-1307	50	23	,	,	PUNCT
eurjchem-1307	50	24	n‐bromo	n‐bromo	PUNCT
eurjchem-1307	50	25	succinimide	succinimide	ADJ
eurjchem-1307	50	26	,	,	PUNCT
eurjchem-1307	50	27	calcium	calcium	NOUN
eurjchem-1307	50	28	hypochlorite	hypochlorite	NOUN
eurjchem-1307	50	29	,	,	PUNCT
eurjchem-1307	50	30	anhydrous	anhydrous	ADJ
eurjchem-1307	50	31	dichloromethane	dichloromethane	NOUN
eurjchem-1307	50	32	,	,	PUNCT
eurjchem-1307	50	33	and	and	CCONJ
eurjchem-1307	50	34	anhydrous	anhydrous	ADJ
eurjchem-1307	50	35	acetonitrile	acetonitrile	NOUN
eurjchem-1307	50	36	were	be	AUX
eurjchem-1307	50	37	purchased	purchase	VERB
eurjchem-1307	50	38	from	from	ADP
eurjchem-1307	50	39	aldrich	aldrich	PROPN
eurjchem-1307	50	40	.	.	PUNCT
eurjchem-1307	51	1	(	(	PUNCT
eurjchem-1307	51	2	‐)‐α‐pinene	‐)‐α‐pinene	NOUN
eurjchem-1307	51	3	(	(	PUNCT
eurjchem-1307	51	4	98	98	NUM
eurjchem-1307	51	5	%	%	NOUN
eurjchem-1307	51	6	)	)	PUNCT
eurjchem-1307	51	7	was	be	AUX
eurjchem-1307	51	8	obtained	obtain	VERB
eurjchem-1307	51	9	from	from	ADP
eurjchem-1307	51	10	tci	tci	PROPN
eurjchem-1307	51	11	america	america	PROPN
eurjchem-1307	51	12	.	.	PUNCT
eurjchem-1307	52	1	dichloromethane	dichloromethane	NOUN
eurjchem-1307	52	2	was	be	AUX
eurjchem-1307	52	3	purchased	purchase	VERB
eurjchem-1307	52	4	from	from	ADP
eurjchem-1307	52	5	mallinckrodt	mallinckrodt	PROPN
eurjchem-1307	52	6	(	(	PUNCT
eurjchem-1307	52	7	hazelwood	hazelwood	PROPN
eurjchem-1307	52	8	,	,	PUNCT
eurjchem-1307	52	9	mo	mo	PROPN
eurjchem-1307	52	10	)	)	PUNCT
eurjchem-1307	52	11	.	.	PUNCT
eurjchem-1307	53	1	tlc	tlc	NOUN
eurjchem-1307	53	2	plates	plate	NOUN
eurjchem-1307	53	3	(	(	PUNCT
eurjchem-1307	53	4	silica	silica	NOUN
eurjchem-1307	53	5	gel	gel	NOUN
eurjchem-1307	53	6	gf	gf	NOUN
eurjchem-1307	53	7	,	,	PUNCT
eurjchem-1307	53	8	250	250	NUM
eurjchem-1307	53	9	micron	micron	NOUN
eurjchem-1307	53	10	,	,	PUNCT
eurjchem-1307	53	11	10	10	NUM
eurjchem-1307	53	12	×	×	NOUN
eurjchem-1307	53	13	20	20	NUM
eurjchem-1307	53	14	cm	cm	NOUN
eurjchem-1307	53	15	,	,	PUNCT
eurjchem-1307	53	16	catalog	catalog	NOUN
eurjchem-1307	53	17	no	no	NOUN
eurjchem-1307	53	18	.	.	NOUN
eurjchem-1307	53	19	21521	21521	NUM
eurjchem-1307	53	20	)	)	PUNCT
eurjchem-1307	53	21	were	be	AUX
eurjchem-1307	53	22	purchased	purchase	VERB
eurjchem-1307	53	23	from	from	ADP
eurjchem-1307	53	24	analtech	analtech	PROPN
eurjchem-1307	53	25	(	(	PUNCT
eurjchem-1307	53	26	newark	newark	PROPN
eurjchem-1307	53	27	,	,	PUNCT
eurjchem-1307	53	28	de	de	PROPN
eurjchem-1307	53	29	)	)	PUNCT
eurjchem-1307	53	30	.	.	PUNCT
eurjchem-1307	54	1	tlc	tlc	NOUN
eurjchem-1307	54	2	’s	’s	PART
eurjchem-1307	54	3	were	be	AUX
eurjchem-1307	54	4	visualized	visualize	VERB
eurjchem-1307	54	5	under	under	ADP
eurjchem-1307	54	6	short	short	ADJ
eurjchem-1307	54	7	wave	wave	NOUN
eurjchem-1307	54	8	uv	uv	NOUN
eurjchem-1307	54	9	,	,	PUNCT
eurjchem-1307	54	10	and	and	CCONJ
eurjchem-1307	54	11	then	then	ADV
eurjchem-1307	54	12	with	with	ADP
eurjchem-1307	54	13	i2	i2	PROPN
eurjchem-1307	54	14	and	and	CCONJ
eurjchem-1307	54	15	then	then	ADV
eurjchem-1307	54	16	by	by	ADP
eurjchem-1307	54	17	spraying	spray	VERB
eurjchem-1307	54	18	with	with	ADP
eurjchem-1307	54	19	ceric	ceric	ADJ
eurjchem-1307	54	20	ammonium	ammonium	NOUN
eurjchem-1307	54	21	nitrate	nitrate	NOUN
eurjchem-1307	54	22	/	/	SYM
eurjchem-1307	54	23	sulfuric	sulfuric	NOUN
eurjchem-1307	54	24	acid	acid	NOUN
eurjchem-1307	54	25	and	and	CCONJ
eurjchem-1307	54	26	heating	heating	NOUN
eurjchem-1307	54	27	.	.	PUNCT
eurjchem-1307	55	1	column	column	PROPN
eurjchem-1307	55	2	chromatography	chromatography	NOUN
eurjchem-1307	55	3	was	be	AUX
eurjchem-1307	55	4	carried	carry	VERB
eurjchem-1307	55	5	out	out	ADP
eurjchem-1307	55	6	using	use	VERB
eurjchem-1307	55	7	flash	flash	NOUN
eurjchem-1307	55	8	silica	silica	NOUN
eurjchem-1307	55	9	gel	gel	NOUN
eurjchem-1307	55	10	from	from	ADP
eurjchem-1307	55	11	aldrich	aldrich	PROPN
eurjchem-1307	55	12	(	(	PUNCT
eurjchem-1307	55	13	cat	cat	NOUN
eurjchem-1307	55	14	.	.	PUNCT
eurjchem-1307	56	1	no	no	INTJ
eurjchem-1307	56	2	.	.	NOUN
eurjchem-1307	56	3	60737	60737	NUM
eurjchem-1307	56	4	)	)	PUNCT
eurjchem-1307	56	5	.	.	PUNCT
eurjchem-1307	57	1	infrared	infrared	PROPN
eurjchem-1307	57	2	spectra	spectra	PROPN
eurjchem-1307	57	3	were	be	AUX
eurjchem-1307	57	4	run	run	VERB
eurjchem-1307	57	5	on	on	ADP
eurjchem-1307	57	6	a	a	DET
eurjchem-1307	57	7	mattson	mattson	NOUN
eurjchem-1307	57	8	galaxy	galaxy	PROPN
eurjchem-1307	57	9	ftir	ftir	PROPN
eurjchem-1307	57	10	series	series	PROPN
eurjchem-1307	57	11	3000	3000	NUM
eurjchem-1307	57	12	(	(	PUNCT
eurjchem-1307	57	13	penn	penn	PROPN
eurjchem-1307	57	14	state	state	PROPN
eurjchem-1307	57	15	schuylkill	schuylkill	PROPN
eurjchem-1307	57	16	)	)	PUNCT
eurjchem-1307	57	17	or	or	CCONJ
eurjchem-1307	57	18	a	a	DET
eurjchem-1307	57	19	perkin‐elmer	perkin‐elmer	NOUN
eurjchem-1307	57	20	spectrum	spectrum	NOUN
eurjchem-1307	57	21	one	one	NUM
eurjchem-1307	57	22	using	use	VERB
eurjchem-1307	57	23	a	a	DET
eurjchem-1307	57	24	diamond‐atr	diamond‐atr	ADJ
eurjchem-1307	57	25	attachment	attachment	NOUN
eurjchem-1307	57	26	for	for	ADP
eurjchem-1307	57	27	the	the	DET
eurjchem-1307	57	28	direct	direct	ADJ
eurjchem-1307	57	29	powder	powder	NOUN
eurjchem-1307	57	30	analysis	analysis	NOUN
eurjchem-1307	57	31	(	(	PUNCT
eurjchem-1307	57	32	villanova	villanova	PROPN
eurjchem-1307	57	33	university	university	NOUN
eurjchem-1307	57	34	)	)	PUNCT
eurjchem-1307	57	35	.	.	PUNCT
eurjchem-1307	58	1	spectra	spectra	PROPN
eurjchem-1307	58	2	were	be	AUX
eurjchem-1307	58	3	taken	take	VERB
eurjchem-1307	58	4	at	at	ADP
eurjchem-1307	58	5	a	a	DET
eurjchem-1307	58	6	resolution	resolution	NOUN
eurjchem-1307	58	7	4	4	NUM
eurjchem-1307	58	8	cm‐1	cm‐1	NOUN
eurjchem-1307	58	9	,	,	PUNCT
eurjchem-1307	58	10	16	16	NUM
eurjchem-1307	58	11	scans	scan	NOUN
eurjchem-1307	58	12	averaged	average	VERB
eurjchem-1307	58	13	(	(	PUNCT
eurjchem-1307	58	14	villanova	villanova	PROPN
eurjchem-1307	58	15	university	university	PROPN
eurjchem-1307	58	16	)	)	PUNCT
eurjchem-1307	58	17	.	.	PUNCT
eurjchem-1307	59	1	nmr	nmr	NOUN
eurjchem-1307	59	2	spectra	spectra	NOUN
eurjchem-1307	59	3	were	be	AUX
eurjchem-1307	59	4	obtained	obtain	VERB
eurjchem-1307	59	5	on	on	ADP
eurjchem-1307	59	6	a	a	DET
eurjchem-1307	59	7	bruker	bruker	NOUN
eurjchem-1307	59	8	400	400	NUM
eurjchem-1307	59	9	mhz	mhz	ADJ
eurjchem-1307	59	10	ultrashield	ultrashield	ADJ
eurjchem-1307	59	11	nmr	nmr	NOUN
eurjchem-1307	59	12	(	(	PUNCT
eurjchem-1307	59	13	muhlenberg	muhlenberg	PROPN
eurjchem-1307	59	14	college	college	PROPN
eurjchem-1307	59	15	)	)	PUNCT
eurjchem-1307	59	16	,	,	PUNCT
eurjchem-1307	59	17	or	or	CCONJ
eurjchem-1307	59	18	bruker	bruker	PROPN
eurjchem-1307	59	19	cdpx‐300	cdpx‐300	NOUN
eurjchem-1307	59	20	or	or	CCONJ
eurjchem-1307	59	21	drx‐400	drx‐400	PROPN
eurjchem-1307	59	22	instrument	instrument	NOUN
eurjchem-1307	59	23	(	(	PUNCT
eurjchem-1307	59	24	penn	penn	PROPN
eurjchem-1307	59	25	state	state	PROPN
eurjchem-1307	59	26	university	university	PROPN
eurjchem-1307	59	27	park	park	NOUN
eurjchem-1307	59	28	)	)	PUNCT
eurjchem-1307	59	29	.	.	PUNCT
eurjchem-1307	60	1	ultra‐	ultra‐	ADP
eurjchem-1307	60	2	violet	violet	ADJ
eurjchem-1307	60	3	/	/	SYM
eurjchem-1307	60	4	visible	visible	ADJ
eurjchem-1307	60	5	spectroscopy	spectroscopy	NOUN
eurjchem-1307	60	6	was	be	AUX
eurjchem-1307	60	7	performed	perform	VERB
eurjchem-1307	60	8	on	on	ADP
eurjchem-1307	60	9	a	a	DET
eurjchem-1307	60	10	thermo	thermo	NOUN
eurjchem-1307	60	11	electron	electron	PROPN
eurjchem-1307	60	12	corp	corp	PROPN
eurjchem-1307	60	13	.	.	PROPN
eurjchem-1307	60	14	genesys	genesys	PROPN
eurjchem-1307	60	15	10	10	NUM
eurjchem-1307	60	16	uv	uv	NOUN
eurjchem-1307	60	17	.	.	PUNCT
eurjchem-1307	61	1	optical	optical	ADJ
eurjchem-1307	61	2	rotation	rotation	NOUN
eurjchem-1307	61	3	was	be	AUX
eurjchem-1307	61	4	measured	measure	VERB
eurjchem-1307	61	5	using	use	VERB
eurjchem-1307	61	6	a	a	DET
eurjchem-1307	61	7	steeg	steeg	ADJ
eurjchem-1307	61	8	and	and	CCONJ
eurjchem-1307	61	9	reuter	reuter	PROPN
eurjchem-1307	61	10	sr6	sr6	PROPN
eurjchem-1307	61	11	polarimeter	polarimeter	NOUN
eurjchem-1307	61	12	(	(	PUNCT
eurjchem-1307	61	13	muhlenberg	muhlenberg	PROPN
eurjchem-1307	61	14	college	college	PROPN
eurjchem-1307	61	15	)	)	PUNCT
eurjchem-1307	61	16	or	or	CCONJ
eurjchem-1307	61	17	a	a	DET
eurjchem-1307	61	18	carl	carl	PROPN
eurjchem-1307	61	19	zeiss	zeiss	PROPN
eurjchem-1307	61	20	circle	circle	PROPN
eurjchem-1307	61	21	polarimeter	polarimeter	NOUN
eurjchem-1307	61	22	(	(	PUNCT
eurjchem-1307	61	23	penn	penn	PROPN
eurjchem-1307	61	24	state	state	PROPN
eurjchem-1307	61	25	schuylkill	schuylkill	PROPN
eurjchem-1307	61	26	)	)	PUNCT
eurjchem-1307	61	27	.	.	PUNCT
eurjchem-1307	62	1	elemental	elemental	ADJ
eurjchem-1307	62	2	analysis	analysis	NOUN
eurjchem-1307	62	3	was	be	AUX
eurjchem-1307	62	4	performed	perform	VERB
eurjchem-1307	62	5	by	by	ADP
eurjchem-1307	62	6	atlantic	atlantic	ADJ
eurjchem-1307	62	7	microlab	microlab	PROPN
eurjchem-1307	62	8	(	(	PUNCT
eurjchem-1307	62	9	norcross	norcross	PROPN
eurjchem-1307	62	10	,	,	PUNCT
eurjchem-1307	62	11	ga	ga	PROPN
eurjchem-1307	62	12	)	)	PUNCT
eurjchem-1307	62	13	.	.	PUNCT
eurjchem-1307	63	1	x‐ray	x‐ray	ADJ
eurjchem-1307	63	2	crystallography	crystallography	NOUN
eurjchem-1307	63	3	was	be	AUX
eurjchem-1307	63	4	performed	perform	VERB
eurjchem-1307	63	5	using	use	VERB
eurjchem-1307	63	6	a	a	DET
eurjchem-1307	63	7	bruker‐axs	bruker‐axs	PROPN
eurjchem-1307	63	8	smart‐apex	smart‐apex	X
eurjchem-1307	63	9	(	(	PUNCT
eurjchem-1307	63	10	penn	penn	PROPN
eurjchem-1307	63	11	state	state	PROPN
eurjchem-1307	63	12	university	university	PROPN
eurjchem-1307	63	13	park	park	NOUN
eurjchem-1307	63	14	)	)	PUNCT
eurjchem-1307	63	15	.	.	PUNCT
eurjchem-1307	64	1	an	an	DET
eurjchem-1307	64	2	applied	apply	VERB
eurjchem-1307	64	3	biosystems	biosystems	NOUN
eurjchem-1307	64	4	api	api	NOUN
eurjchem-1307	64	5	2000	2000	NUM
eurjchem-1307	64	6	triple	triple	ADJ
eurjchem-1307	64	7	quadrupole	quadrupole	PROPN
eurjchem-1307	64	8	mass	mass	NOUN
eurjchem-1307	64	9	spectrometer	spectrometer	NOUN
eurjchem-1307	64	10	was	be	AUX
eurjchem-1307	64	11	used	use	VERB
eurjchem-1307	64	12	to	to	PART
eurjchem-1307	64	13	determine	determine	VERB
eurjchem-1307	64	14	molecular	molecular	ADJ
eurjchem-1307	64	15	masses	masse	NOUN
eurjchem-1307	64	16	by	by	ADP
eurjchem-1307	64	17	electrospray	electrospray	ADJ
eurjchem-1307	64	18	ionization	ionization	NOUN
eurjchem-1307	64	19	(	(	PUNCT
eurjchem-1307	64	20	villanova	villanova	PROPN
eurjchem-1307	64	21	university	university	PROPN
eurjchem-1307	64	22	)	)	PUNCT
eurjchem-1307	64	23	.	.	PUNCT
eurjchem-1307	65	1	a	a	DET
eurjchem-1307	65	2	0.1	0.1	NUM
eurjchem-1307	65	3	%	%	NOUN
eurjchem-1307	65	4	formic	formic	ADJ
eurjchem-1307	65	5	acid	acid	NOUN
eurjchem-1307	65	6	:	:	PUNCT
eurjchem-1307	65	7	methanol	methanol	NOUN
eurjchem-1307	65	8	(	(	PUNCT
eurjchem-1307	65	9	v	v	NOUN
eurjchem-1307	65	10	:	:	PUNCT
eurjchem-1307	65	11	v	v	NOUN
eurjchem-1307	65	12	)	)	PUNCT
eurjchem-1307	65	13	mixture	mixture	NOUN
eurjchem-1307	65	14	containing	contain	VERB
eurjchem-1307	65	15	the	the	DET
eurjchem-1307	65	16	compound	compound	NOUN
eurjchem-1307	65	17	at	at	ADP
eurjchem-1307	65	18	100	100	NUM
eurjchem-1307	65	19	ppm	ppm	NOUN
eurjchem-1307	65	20	was	be	AUX
eurjchem-1307	65	21	infused	infuse	VERB
eurjchem-1307	65	22	at	at	ADP
eurjchem-1307	65	23	20	20	NUM
eurjchem-1307	65	24	μl	μl	NUM
eurjchem-1307	65	25	/	/	SYM
eurjchem-1307	65	26	min	min	NOUN
eurjchem-1307	65	27	into	into	ADP
eurjchem-1307	65	28	the	the	DET
eurjchem-1307	65	29	electrospray	electrospray	ADJ
eurjchem-1307	65	30	source	source	NOUN
eurjchem-1307	65	31	.	.	PUNCT
eurjchem-1307	66	1	source	source	NOUN
eurjchem-1307	66	2	and	and	CCONJ
eurjchem-1307	66	3	compound	compound	VERB
eurjchem-1307	66	4	dependent	dependent	ADJ
eurjchem-1307	66	5	parameters	parameter	NOUN
eurjchem-1307	66	6	for	for	ADP
eurjchem-1307	66	7	the	the	DET
eurjchem-1307	66	8	ms	ms	PROPN
eurjchem-1307	66	9	/	/	SYM
eurjchem-1307	66	10	ms	ms	PROPN
eurjchem-1307	66	11	product	product	NOUN
eurjchem-1307	66	12	ion	ion	NOUN
eurjchem-1307	66	13	analysis	analysis	NOUN
eurjchem-1307	66	14	were	be	AUX
eurjchem-1307	66	15	as	as	SCONJ
eurjchem-1307	66	16	follows	follow	VERB
eurjchem-1307	66	17	:	:	PUNCT
eurjchem-1307	67	1	curtain	curtain	NOUN
eurjchem-1307	67	2	gas	gas	NOUN
eurjchem-1307	67	3	(	(	PUNCT
eurjchem-1307	67	4	cur	cur	NOUN
eurjchem-1307	67	5	)	)	PUNCT
eurjchem-1307	67	6	=	=	SYM
eurjchem-1307	67	7	20	20	NUM
eurjchem-1307	67	8	;	;	PUNCT
eurjchem-1307	67	9	nebulizer	nebulizer	NOUN
eurjchem-1307	67	10	gas	gas	NOUN
eurjchem-1307	67	11	(	(	PUNCT
eurjchem-1307	67	12	gas1	gas1	NOUN
eurjchem-1307	67	13	)	)	PUNCT
eurjchem-1307	67	14	=	=	SYM
eurjchem-1307	67	15	15	15	NUM
eurjchem-1307	67	16	,	,	PUNCT
eurjchem-1307	67	17	heater	heater	NOUN
eurjchem-1307	67	18	gas	gas	NOUN
eurjchem-1307	67	19	(	(	PUNCT
eurjchem-1307	67	20	gas2	gas2	ADJ
eurjchem-1307	67	21	)	)	PUNCT
eurjchem-1307	67	22	=	=	SYM
eurjchem-1307	67	23	15	15	NUM
eurjchem-1307	67	24	,	,	PUNCT
eurjchem-1307	67	25	electrospray	electrospray	VERB
eurjchem-1307	67	26	voltage	voltage	NOUN
eurjchem-1307	67	27	(	(	PUNCT
eurjchem-1307	67	28	is	be	AUX
eurjchem-1307	67	29	)	)	PUNCT
eurjchem-1307	67	30	=	=	SYM
eurjchem-1307	67	31	5500	5500	NUM
eurjchem-1307	67	32	v	v	NOUN
eurjchem-1307	67	33	;	;	PUNCT
eurjchem-1307	67	34	source	source	NOUN
eurjchem-1307	67	35	temperature	temperature	NOUN
eurjchem-1307	67	36	(	(	PUNCT
eurjchem-1307	67	37	tem	tem	PROPN
eurjchem-1307	67	38	)	)	PUNCT
eurjchem-1307	67	39	=	=	SYM
eurjchem-1307	67	40	398	398	NUM
eurjchem-1307	67	41	k	k	NOUN
eurjchem-1307	67	42	;	;	PUNCT
eurjchem-1307	67	43	declustering	declustere	VERB
eurjchem-1307	67	44	potential	potential	ADJ
eurjchem-1307	67	45	(	(	PUNCT
eurjchem-1307	67	46	dp	dp	NOUN
eurjchem-1307	67	47	)	)	PUNCT
eurjchem-1307	67	48	=	=	SYM
eurjchem-1307	67	49	40	40	NUM
eurjchem-1307	67	50	v	v	NOUN
eurjchem-1307	67	51	;	;	PUNCT
eurjchem-1307	67	52	focusing	focus	VERB
eurjchem-1307	67	53	potential	potential	ADJ
eurjchem-1307	67	54	(	(	PUNCT
eurjchem-1307	67	55	fp	fp	X
eurjchem-1307	67	56	)	)	PUNCT
eurjchem-1307	67	57	=	=	SYM
eurjchem-1307	67	58	400	400	NUM
eurjchem-1307	67	59	v	v	NOUN
eurjchem-1307	67	60	;	;	PUNCT
eurjchem-1307	67	61	entrance	entrance	NOUN
eurjchem-1307	67	62	potential	potential	NOUN
eurjchem-1307	67	63	(	(	PUNCT
eurjchem-1307	67	64	ep	ep	PROPN
eurjchem-1307	67	65	)	)	PUNCT
eurjchem-1307	67	66	=	=	PUNCT
eurjchem-1307	67	67	10	10	NUM
eurjchem-1307	67	68	v	v	NOUN
eurjchem-1307	67	69	;	;	PUNCT
eurjchem-1307	67	70	collision	collision	NOUN
eurjchem-1307	67	71	energy	energy	NOUN
eurjchem-1307	67	72	(	(	PUNCT
eurjchem-1307	67	73	ce	ce	PROPN
eurjchem-1307	67	74	)	)	PUNCT
eurjchem-1307	67	75	=	=	PUNCT
eurjchem-1307	67	76	25	25	NUM
eurjchem-1307	67	77	v	v	NOUN
eurjchem-1307	67	78	;	;	PUNCT
eurjchem-1307	67	79	cell	cell	NOUN
eurjchem-1307	67	80	exit	exit	NOUN
eurjchem-1307	67	81	potential	potential	NOUN
eurjchem-1307	67	82	(	(	PUNCT
eurjchem-1307	67	83	cxp	cxp	X
eurjchem-1307	67	84	)	)	PUNCT
eurjchem-1307	67	85	=	=	SYM
eurjchem-1307	68	1	4	4	NUM
eurjchem-1307	68	2	v.	v.	ADP
eurjchem-1307	69	1	[	[	X
eurjchem-1307	69	2	m+h]+	m+h]+	NOUN
eurjchem-1307	69	3	ions	ion	NOUN
eurjchem-1307	69	4	were	be	AUX
eurjchem-1307	69	5	selected	select	VERB
eurjchem-1307	69	6	as	as	ADP
eurjchem-1307	69	7	precursor	precursor	NOUN
eurjchem-1307	69	8	ions	ion	NOUN
eurjchem-1307	69	9	in	in	ADP
eurjchem-1307	69	10	all	all	DET
eurjchem-1307	69	11	ms	ms	PROPN
eurjchem-1307	69	12	/	/	SYM
eurjchem-1307	69	13	ms	ms	NOUN
eurjchem-1307	69	14	experiments	experiment	NOUN
eurjchem-1307	69	15	.	.	PUNCT
eurjchem-1307	70	1	melting	melt	VERB
eurjchem-1307	70	2	points	point	NOUN
eurjchem-1307	70	3	were	be	AUX
eurjchem-1307	70	4	determined	determine	VERB
eurjchem-1307	70	5	on	on	ADP
eurjchem-1307	70	6	a	a	DET
eurjchem-1307	70	7	thomas	thomas	PROPN
eurjchem-1307	70	8	hoover	hoover	PROPN
eurjchem-1307	70	9	capillary	capillary	ADJ
eurjchem-1307	70	10	melting	melting	NOUN
eurjchem-1307	70	11	point	point	NOUN
eurjchem-1307	70	12	apparatus	apparatus	NOUN
eurjchem-1307	70	13	(	(	PUNCT
eurjchem-1307	70	14	arthur	arthur	PROPN
eurjchem-1307	70	15	h.	h.	PROPN
eurjchem-1307	70	16	thomas	thomas	PROPN
eurjchem-1307	70	17	co.	co.	PROPN
eurjchem-1307	70	18	,	,	PUNCT
eurjchem-1307	70	19	philadelphia	philadelphia	PROPN
eurjchem-1307	70	20	,	,	PUNCT
eurjchem-1307	70	21	pa	pa	PROPN
eurjchem-1307	70	22	)	)	PUNCT
eurjchem-1307	70	23	.	.	PUNCT
eurjchem-1307	71	1	2.2	2.2	NUM
eurjchem-1307	71	2	.	.	PUNCT
eurjchem-1307	71	3	synthesis	synthesis	NOUN
eurjchem-1307	71	4	2.2.1	2.2.1	NUM
eurjchem-1307	71	5	.	.	PUNCT
eurjchem-1307	72	1	synthesis	synthesis	NOUN
eurjchem-1307	72	2	of	of	ADP
eurjchem-1307	72	3	(	(	PUNCT
eurjchem-1307	72	4	4ar,8as)‐2,4,4,7‐tetramethyl‐1‐[(4‐	4ar,8as)‐2,4,4,7‐tetramethyl‐1‐[(4‐	PROPN
eurjchem-1307	72	5	methylphenyl)sulfonyl]‐1,4,4a,5,6,8a‐hexahydro	methylphenyl)sulfonyl]‐1,4,4a,5,6,8a‐hexahydro	NOUN
eurjchem-1307	73	1	quinazoline	quinazoline	NOUN
eurjchem-1307	73	2	(	(	PUNCT
eurjchem-1307	73	3	13	13	NUM
eurjchem-1307	73	4	)	)	PUNCT
eurjchem-1307	73	5	[	[	X
eurjchem-1307	73	6	16,17	16,17	NUM
eurjchem-1307	73	7	]	]	PUNCT
eurjchem-1307	73	8	a	a	DET
eurjchem-1307	73	9	50	50	NUM
eurjchem-1307	73	10	ml	ml	NOUN
eurjchem-1307	73	11	two‐necked	two‐necke	VERB
eurjchem-1307	73	12	round	round	ADJ
eurjchem-1307	73	13	bottom	bottom	ADJ
eurjchem-1307	73	14	flask	flask	NOUN
eurjchem-1307	73	15	was	be	AUX
eurjchem-1307	73	16	oven‐dried	oven‐drie	VERB
eurjchem-1307	73	17	,	,	PUNCT
eurjchem-1307	73	18	fitted	fit	VERB
eurjchem-1307	73	19	with	with	ADP
eurjchem-1307	73	20	septa	septum	NOUN
eurjchem-1307	73	21	,	,	PUNCT
eurjchem-1307	73	22	and	and	CCONJ
eurjchem-1307	73	23	cooled	cool	VERB
eurjchem-1307	73	24	under	under	ADP
eurjchem-1307	73	25	n2	n2	PROPN
eurjchem-1307	73	26	.	.	PUNCT
eurjchem-1307	74	1	a	a	DET
eurjchem-1307	74	2	stir	stir	NOUN
eurjchem-1307	74	3	bar	bar	NOUN
eurjchem-1307	74	4	,	,	PUNCT
eurjchem-1307	74	5	0.58	0.58	NUM
eurjchem-1307	74	6	ml	ml	NOUN
eurjchem-1307	74	7	(	(	PUNCT
eurjchem-1307	74	8	0.5	0.5	NUM
eurjchem-1307	74	9	g	g	NOUN
eurjchem-1307	74	10	,	,	PUNCT
eurjchem-1307	74	11	3.67	3.67	NUM
eurjchem-1307	74	12	mmol	mmol	NOUN
eurjchem-1307	74	13	)	)	PUNCT
eurjchem-1307	74	14	of	of	ADP
eurjchem-1307	74	15	(	(	PUNCT
eurjchem-1307	74	16	+	+	ADJ
eurjchem-1307	74	17	)	)	PUNCT
eurjchem-1307	74	18	‐2‐carene	‐2‐carene	NOUN
eurjchem-1307	74	19	(	(	PUNCT
eurjchem-1307	74	20	1	1	NUM
eurjchem-1307	74	21	)	)	PUNCT
eurjchem-1307	74	22	,	,	PUNCT
eurjchem-1307	74	23	1.1357	1.1357	NUM
eurjchem-1307	74	24	g	g	NOUN
eurjchem-1307	74	25	(	(	PUNCT
eurjchem-1307	74	26	4.04	4.04	NUM
eurjchem-1307	74	27	mmol	mmol	NOUN
eurjchem-1307	74	28	)	)	PUNCT
eurjchem-1307	74	29	of	of	ADP
eurjchem-1307	74	30	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	74	31	trihydrate	trihydrate	NOUN
eurjchem-1307	74	32	,	,	PUNCT
eurjchem-1307	74	33	and	and	CCONJ
eurjchem-1307	74	34	18.5	18.5	NUM
eurjchem-1307	74	35	ml	ml	NOUN
eurjchem-1307	74	36	(	(	PUNCT
eurjchem-1307	74	37	0.2	0.2	NUM
eurjchem-1307	74	38	m	m	NOUN
eurjchem-1307	74	39	with	with	ADP
eurjchem-1307	74	40	respect	respect	NOUN
eurjchem-1307	74	41	to	to	PART
eurjchem-1307	74	42	compound	compound	VERB
eurjchem-1307	74	43	1	1	NUM
eurjchem-1307	74	44	)	)	PUNCT
eurjchem-1307	74	45	of	of	ADP
eurjchem-1307	74	46	anhydrous	anhydrous	ADJ
eurjchem-1307	74	47	acetonitrile	acetonitrile	NOUN
eurjchem-1307	74	48	were	be	AUX
eurjchem-1307	74	49	added	add	VERB
eurjchem-1307	74	50	to	to	ADP
eurjchem-1307	74	51	the	the	DET
eurjchem-1307	74	52	flask	flask	NOUN
eurjchem-1307	74	53	and	and	CCONJ
eurjchem-1307	74	54	stirred	stir	VERB
eurjchem-1307	74	55	.	.	PUNCT
eurjchem-1307	75	1	finally	finally	ADV
eurjchem-1307	75	2	0.1405	0.1405	NUM
eurjchem-1307	75	3	g	g	NOUN
eurjchem-1307	75	4	(	(	PUNCT
eurjchem-1307	75	5	0.367	0.367	NUM
eurjchem-1307	75	6	mmol	mmol	NOUN
eurjchem-1307	75	7	)	)	PUNCT
eurjchem-1307	75	8	of	of	ADP
eurjchem-1307	75	9	phenyltrimethylammonium	phenyltrimethylammonium	NOUN
eurjchem-1307	75	10	tribromide	tribromide	NOUN
eurjchem-1307	75	11	was	be	AUX
eurjchem-1307	75	12	added	add	VERB
eurjchem-1307	75	13	to	to	ADP
eurjchem-1307	75	14	the	the	DET
eurjchem-1307	75	15	flask	flask	NOUN
eurjchem-1307	75	16	and	and	CCONJ
eurjchem-1307	75	17	left	leave	VERB
eurjchem-1307	75	18	to	to	PART
eurjchem-1307	75	19	stir	stir	VERB
eurjchem-1307	75	20	at	at	ADP
eurjchem-1307	75	21	room	room	NOUN
eurjchem-1307	75	22	temperature	temperature	NOUN
eurjchem-1307	75	23	(	(	PUNCT
eurjchem-1307	75	24	22	22	NUM
eurjchem-1307	75	25	°	°	NOUN
eurjchem-1307	75	26	c	c	NOUN
eurjchem-1307	75	27	)	)	PUNCT
eurjchem-1307	75	28	.	.	PUNCT
eurjchem-1307	76	1	the	the	DET
eurjchem-1307	76	2	solution	solution	NOUN
eurjchem-1307	76	3	was	be	AUX
eurjchem-1307	76	4	a	a	DET
eurjchem-1307	76	5	heterogeneous	heterogeneous	ADJ
eurjchem-1307	76	6	white	white	ADJ
eurjchem-1307	76	7	slurry	slurry	NOUN
eurjchem-1307	76	8	.	.	PUNCT
eurjchem-1307	77	1	tlc	tlc	NOUN
eurjchem-1307	77	2	(	(	PUNCT
eurjchem-1307	77	3	60	60	NUM
eurjchem-1307	77	4	%	%	NOUN
eurjchem-1307	77	5	ethyl	ethyl	PROPN
eurjchem-1307	77	6	acetate	acetate	NOUN
eurjchem-1307	77	7	:	:	PUNCT
eurjchem-1307	77	8	hexanes	hexane	NOUN
eurjchem-1307	77	9	,	,	PUNCT
eurjchem-1307	77	10	v	v	NOUN
eurjchem-1307	77	11	:	:	PUNCT
eurjchem-1307	77	12	v	v	NOUN
eurjchem-1307	77	13	)	)	PUNCT
eurjchem-1307	77	14	after	after	ADP
eurjchem-1307	77	15	30	30	NUM
eurjchem-1307	77	16	minutes	minute	NOUN
eurjchem-1307	77	17	showed	show	VERB
eurjchem-1307	77	18	a	a	DET
eurjchem-1307	77	19	complete	complete	ADJ
eurjchem-1307	77	20	reaction	reaction	NOUN
eurjchem-1307	77	21	.	.	PUNCT
eurjchem-1307	78	1	the	the	DET
eurjchem-1307	78	2	contents	content	NOUN
eurjchem-1307	78	3	of	of	ADP
eurjchem-1307	78	4	the	the	DET
eurjchem-1307	78	5	flask	flask	NOUN
eurjchem-1307	78	6	were	be	AUX
eurjchem-1307	78	7	gravity	gravity	NOUN
eurjchem-1307	78	8	filtered	filter	VERB
eurjchem-1307	78	9	to	to	PART
eurjchem-1307	78	10	remove	remove	VERB
eurjchem-1307	78	11	the	the	DET
eurjchem-1307	78	12	undissolved	undissolved	ADJ
eurjchem-1307	78	13	solids	solid	NOUN
eurjchem-1307	78	14	and	and	CCONJ
eurjchem-1307	78	15	the	the	DET
eurjchem-1307	78	16	liquid	liquid	NOUN
eurjchem-1307	78	17	was	be	AUX
eurjchem-1307	78	18	concentrated	concentrate	VERB
eurjchem-1307	78	19	in	in	ADP
eurjchem-1307	78	20	vacuo	vacuo	PROPN
eurjchem-1307	78	21	to	to	ADP
eurjchem-1307	78	22	a	a	DET
eurjchem-1307	78	23	yellow	yellow	ADJ
eurjchem-1307	78	24	solid	solid	NOUN
eurjchem-1307	78	25	.	.	PUNCT
eurjchem-1307	79	1	the	the	DET
eurjchem-1307	79	2	crude	crude	ADJ
eurjchem-1307	79	3	product	product	NOUN
eurjchem-1307	79	4	was	be	AUX
eurjchem-1307	79	5	chromatographed	chromatographe	VERB
eurjchem-1307	79	6	on	on	ADP
eurjchem-1307	79	7	flash	flash	NOUN
eurjchem-1307	79	8	silica	silica	NOUN
eurjchem-1307	79	9	gel	gel	NOUN
eurjchem-1307	79	10	with	with	ADP
eurjchem-1307	79	11	mixtures	mixture	NOUN
eurjchem-1307	79	12	of	of	ADP
eurjchem-1307	79	13	ethyl	ethyl	PROPN
eurjchem-1307	79	14	acetate	acetate	NOUN
eurjchem-1307	79	15	and	and	CCONJ
eurjchem-1307	79	16	hexanes	hexane	NOUN
eurjchem-1307	79	17	.	.	PUNCT
eurjchem-1307	80	1	fractions	fraction	NOUN
eurjchem-1307	80	2	containing	contain	VERB
eurjchem-1307	80	3	13	13	NUM
eurjchem-1307	80	4	were	be	AUX
eurjchem-1307	80	5	combined	combine	VERB
eurjchem-1307	80	6	and	and	CCONJ
eurjchem-1307	80	7	concentrated	concentrate	VERB
eurjchem-1307	80	8	to	to	ADP
eurjchem-1307	80	9	solid	solid	ADJ
eurjchem-1307	80	10	(	(	PUNCT
eurjchem-1307	80	11	0.6785	0.6785	NUM
eurjchem-1307	80	12	g	g	NOUN
eurjchem-1307	80	13	)	)	PUNCT
eurjchem-1307	80	14	.	.	PUNCT
eurjchem-1307	81	1	the	the	DET
eurjchem-1307	81	2	solid	solid	ADJ
eurjchem-1307	81	3	was	be	AUX
eurjchem-1307	81	4	dissolved	dissolve	VERB
eurjchem-1307	81	5	in	in	ADP
eurjchem-1307	81	6	a	a	DET
eurjchem-1307	81	7	small	small	ADJ
eurjchem-1307	81	8	amount	amount	NOUN
eurjchem-1307	81	9	of	of	ADP
eurjchem-1307	81	10	hot	hot	ADJ
eurjchem-1307	81	11	methyl	methyl	NOUN
eurjchem-1307	81	12	t‐butyl	t‐butyl	NOUN
eurjchem-1307	81	13	ether	ether	NOUN
eurjchem-1307	81	14	,	,	PUNCT
eurjchem-1307	81	15	hot‐filtered	hot‐filtere	VERB
eurjchem-1307	81	16	,	,	PUNCT
eurjchem-1307	81	17	and	and	CCONJ
eurjchem-1307	81	18	allowed	allow	VERB
eurjchem-1307	81	19	to	to	PART
eurjchem-1307	81	20	stand	stand	VERB
eurjchem-1307	81	21	at	at	ADP
eurjchem-1307	81	22	‐	‐	NOUN
eurjchem-1307	81	23	10	10	NUM
eurjchem-1307	81	24	°	°	ADP
eurjchem-1307	81	25	c	c	NOUN
eurjchem-1307	81	26	overnight	overnight	ADV
eurjchem-1307	81	27	.	.	PUNCT
eurjchem-1307	82	1	colorless	colorless	ADJ
eurjchem-1307	82	2	crystals	crystal	NOUN
eurjchem-1307	82	3	(	(	PUNCT
eurjchem-1307	82	4	0.2897	0.2897	NUM
eurjchem-1307	82	5	g	g	NOUN
eurjchem-1307	82	6	,	,	PUNCT
eurjchem-1307	82	7	22.8	22.8	NUM
eurjchem-1307	82	8	%	%	NOUN
eurjchem-1307	82	9	)	)	PUNCT
eurjchem-1307	82	10	were	be	AUX
eurjchem-1307	82	11	isolated	isolate	VERB
eurjchem-1307	82	12	and	and	CCONJ
eurjchem-1307	82	13	washed	wash	VERB
eurjchem-1307	82	14	twice	twice	ADV
eurjchem-1307	82	15	with	with	ADP
eurjchem-1307	82	16	cold	cold	ADJ
eurjchem-1307	82	17	mtbe	mtbe	NOUN
eurjchem-1307	82	18	.	.	PUNCT
eurjchem-1307	83	1	a	a	DET
eurjchem-1307	83	2	second	second	ADJ
eurjchem-1307	83	3	crop	crop	NOUN
eurjchem-1307	83	4	was	be	AUX
eurjchem-1307	83	5	obtained	obtain	VERB
eurjchem-1307	83	6	from	from	ADP
eurjchem-1307	83	7	the	the	DET
eurjchem-1307	83	8	mother	mother	NOUN
eurjchem-1307	83	9	liquor	liquor	NOUN
eurjchem-1307	83	10	(	(	PUNCT
eurjchem-1307	83	11	0.0240	0.0240	NUM
eurjchem-1307	83	12	g	g	NOUN
eurjchem-1307	83	13	,	,	PUNCT
eurjchem-1307	83	14	1.9	1.9	NUM
eurjchem-1307	83	15	%	%	NOUN
eurjchem-1307	83	16	)	)	PUNCT
eurjchem-1307	83	17	.	.	PUNCT
eurjchem-1307	84	1	crystals	crystal	NOUN
eurjchem-1307	84	2	for	for	ADP
eurjchem-1307	84	3	x‐ray	x‐ray	ADJ
eurjchem-1307	84	4	crystallography	crystallography	NOUN
eurjchem-1307	84	5	were	be	AUX
eurjchem-1307	84	6	grown	grow	VERB
eurjchem-1307	84	7	from	from	ADP
eurjchem-1307	84	8	toluene	toluene	NOUN
eurjchem-1307	84	9	by	by	ADP
eurjchem-1307	84	10	slow	slow	ADJ
eurjchem-1307	84	11	evaporation	evaporation	NOUN
eurjchem-1307	84	12	.	.	PUNCT
eurjchem-1307	85	1	(	(	PUNCT
eurjchem-1307	85	2	4ar	4ar	ADJ
eurjchem-1307	85	3	,	,	PUNCT
eurjchem-1307	85	4	8as)‐2	8as)‐2	NUM
eurjchem-1307	85	5	,	,	PUNCT
eurjchem-1307	85	6	4	4	NUM
eurjchem-1307	85	7	,	,	PUNCT
eurjchem-1307	85	8	4	4	NUM
eurjchem-1307	85	9	,	,	PUNCT
eurjchem-1307	85	10	7‐tetramethyl‐1‐[(4‐methylphenyl)sulfon	7‐tetramethyl‐1‐[(4‐methylphenyl)sulfon	NUM
eurjchem-1307	85	11	yl]‐1,4,4a,5,6,8a‐hexahydroquinazoline	yl]‐1,4,4a,5,6,8a‐hexahydroquinazoline	NOUN
eurjchem-1307	85	12	(	(	PUNCT
eurjchem-1307	85	13	13	13	NUM
eurjchem-1307	85	14	):	):	PUNCT
eurjchem-1307	85	15	rf	rf	ADJ
eurjchem-1307	85	16	(	(	PUNCT
eurjchem-1307	85	17	60	60	NUM
eurjchem-1307	85	18	%	%	NOUN
eurjchem-1307	85	19	ethyl	ethyl	PROPN
eurjchem-1307	85	20	acetate	acetate	NOUN
eurjchem-1307	85	21	:	:	PUNCT
eurjchem-1307	85	22	hexanes	hexane	NOUN
eurjchem-1307	85	23	):	):	PUNCT
eurjchem-1307	85	24	0.37	0.37	NUM
eurjchem-1307	85	25	.	.	PUNCT
eurjchem-1307	86	1	m.p	m.p	PROPN
eurjchem-1307	86	2	.	.	PROPN
eurjchem-1307	86	3	:	:	PUNCT
eurjchem-1307	87	1	163‐173	163‐173	PROPN
eurjchem-1307	87	2	°	°	PROPN
eurjchem-1307	87	3	c	c	PROPN
eurjchem-1307	87	4	(	(	PUNCT
eurjchem-1307	87	5	dec	dec	PROPN
eurjchem-1307	87	6	.	.	PROPN
eurjchem-1307	87	7	)	)	PUNCT
eurjchem-1307	87	8	(	(	PUNCT
eurjchem-1307	87	9	lit	light	VERB
eurjchem-1307	87	10	.	.	PUNCT
eurjchem-1307	88	1	163	163	NUM
eurjchem-1307	88	2	°	°	PRON
eurjchem-1307	88	3	c	c	NOUN
eurjchem-1307	88	4	[	[	X
eurjchem-1307	88	5	17	17	NUM
eurjchem-1307	88	6	]	]	NUM
eurjchem-1307	88	7	)	)	PUNCT
eurjchem-1307	88	8	.	.	PUNCT
eurjchem-1307	89	1	1h	1h	NUM
eurjchem-1307	89	2	nmr	nmr	NOUN
eurjchem-1307	89	3	(	(	PUNCT
eurjchem-1307	89	4	400	400	NUM
eurjchem-1307	89	5	mhz	mhz	NOUN
eurjchem-1307	89	6	,	,	PUNCT
eurjchem-1307	89	7	cdcl3	cdcl3	PROPN
eurjchem-1307	89	8	,	,	PUNCT
eurjchem-1307	89	9	δ	δ	PROPN
eurjchem-1307	89	10	,	,	PUNCT
eurjchem-1307	89	11	ppm	ppm	NUM
eurjchem-1307	89	12	):	):	PUNCT
eurjchem-1307	89	13	7.79	7.79	NUM
eurjchem-1307	89	14	(	(	PUNCT
eurjchem-1307	89	15	d	d	PROPN
eurjchem-1307	89	16	,	,	PUNCT
eurjchem-1307	89	17	2h	2h	NUM
eurjchem-1307	89	18	,	,	PUNCT
eurjchem-1307	89	19	ar‐h	ar‐h	NOUN
eurjchem-1307	89	20	)	)	PUNCT
eurjchem-1307	89	21	,	,	PUNCT
eurjchem-1307	89	22	7.31	7.31	NUM
eurjchem-1307	89	23	(	(	PUNCT
eurjchem-1307	89	24	d	d	NOUN
eurjchem-1307	89	25	,	,	PUNCT
eurjchem-1307	89	26	2h	2h	NUM
eurjchem-1307	89	27	,	,	PUNCT
eurjchem-1307	89	28	ar‐h	ar‐h	NOUN
eurjchem-1307	89	29	)	)	PUNCT
eurjchem-1307	89	30	,	,	PUNCT
eurjchem-1307	89	31	5.98	5.98	NUM
eurjchem-1307	89	32	(	(	PUNCT
eurjchem-1307	89	33	m	m	PROPN
eurjchem-1307	89	34	,	,	PUNCT
eurjchem-1307	89	35	1h	1h	NUM
eurjchem-1307	89	36	,	,	PUNCT
eurjchem-1307	89	37	hc	hc	PROPN
eurjchem-1307	89	38	=	=	NOUN
eurjchem-1307	89	39	c	c	NOUN
eurjchem-1307	89	40	)	)	PUNCT
eurjchem-1307	89	41	,	,	PUNCT
eurjchem-1307	89	42	4.69	4.69	NUM
eurjchem-1307	89	43	(	(	PUNCT
eurjchem-1307	89	44	t	t	PROPN
eurjchem-1307	89	45	,	,	PUNCT
eurjchem-1307	89	46	j	j	PROPN
eurjchem-1307	89	47	=	=	SYM
eurjchem-1307	89	48	5.2	5.2	NUM
eurjchem-1307	89	49	hz	hz	NOUN
eurjchem-1307	89	50	,	,	PUNCT
eurjchem-1307	89	51	1h	1h	NUM
eurjchem-1307	89	52	,	,	PUNCT
eurjchem-1307	89	53	hc‐n	hc‐n	PROPN
eurjchem-1307	89	54	)	)	PUNCT
eurjchem-1307	89	55	,	,	PUNCT
eurjchem-1307	89	56	2.43	2.43	NUM
eurjchem-1307	89	57	(	(	PUNCT
eurjchem-1307	89	58	s	s	PROPN
eurjchem-1307	89	59	,	,	PUNCT
eurjchem-1307	89	60	3h	3h	NUM
eurjchem-1307	89	61	,	,	PUNCT
eurjchem-1307	89	62	h3c‐ar	h3c‐ar	NUM
eurjchem-1307	89	63	)	)	PUNCT
eurjchem-1307	89	64	,	,	PUNCT
eurjchem-1307	89	65	2.05	2.05	NUM
eurjchem-1307	89	66	(	(	PUNCT
eurjchem-1307	89	67	s	s	PROPN
eurjchem-1307	89	68	,	,	PUNCT
eurjchem-1307	89	69	3h	3h	NUM
eurjchem-1307	89	70	,	,	PUNCT
eurjchem-1307	89	71	h3cc(n)=n	h3cc(n)=n	NOUN
eurjchem-1307	89	72	)	)	PUNCT
eurjchem-1307	89	73	,	,	PUNCT
eurjchem-1307	89	74	2.02‐1.72	2.02‐1.72	NUM
eurjchem-1307	89	75	(	(	PUNCT
eurjchem-1307	89	76	m	m	PROPN
eurjchem-1307	89	77	,	,	PUNCT
eurjchem-1307	89	78	4h	4h	NOUN
eurjchem-1307	89	79	,	,	PUNCT
eurjchem-1307	89	80	alkyl	alkyl	PROPN
eurjchem-1307	89	81	)	)	PUNCT
eurjchem-1307	89	82	,	,	PUNCT
eurjchem-1307	89	83	1.76	1.76	NUM
eurjchem-1307	89	84	(	(	PUNCT
eurjchem-1307	89	85	s	s	PROPN
eurjchem-1307	89	86	,	,	PUNCT
eurjchem-1307	89	87	3h	3h	NUM
eurjchem-1307	89	88	,	,	PUNCT
eurjchem-1307	89	89	h3c‐c	h3c‐c	VERB
eurjchem-1307	89	90	=	=	NOUN
eurjchem-1307	89	91	c	c	NOUN
eurjchem-1307	89	92	)	)	PUNCT
eurjchem-1307	89	93	,	,	PUNCT
eurjchem-1307	89	94	1.28	1.28	NUM
eurjchem-1307	89	95	(	(	PUNCT
eurjchem-1307	89	96	s	s	PROPN
eurjchem-1307	89	97	,	,	PUNCT
eurjchem-1307	89	98	3h	3h	NUM
eurjchem-1307	89	99	,	,	PUNCT
eurjchem-1307	89	100	ch3	ch3	PROPN
eurjchem-1307	89	101	)	)	PUNCT
eurjchem-1307	89	102	,	,	PUNCT
eurjchem-1307	89	103	1.2‐1.5	1.2‐1.5	NUM
eurjchem-1307	89	104	(	(	PUNCT
eurjchem-1307	89	105	m	m	PROPN
eurjchem-1307	89	106	,	,	PUNCT
eurjchem-1307	89	107	1h	1h	NUM
eurjchem-1307	89	108	,	,	PUNCT
eurjchem-1307	89	109	alkyl	alkyl	ADJ
eurjchem-1307	89	110	,	,	PUNCT
eurjchem-1307	89	111	1.13	1.13	NUM
eurjchem-1307	89	112	(	(	PUNCT
eurjchem-1307	89	113	s	s	PROPN
eurjchem-1307	89	114	,	,	PUNCT
eurjchem-1307	89	115	3h	3h	NUM
eurjchem-1307	89	116	,	,	PUNCT
eurjchem-1307	89	117	ch3	ch3	PROPN
eurjchem-1307	89	118	)	)	PUNCT
eurjchem-1307	89	119	.	.	PUNCT
eurjchem-1307	90	1	13c	13c	NOUN
eurjchem-1307	90	2	nmr	nmr	NOUN
eurjchem-1307	90	3	(	(	PUNCT
eurjchem-1307	90	4	100	100	NUM
eurjchem-1307	90	5	mhz	mhz	NOUN
eurjchem-1307	90	6	,	,	PUNCT
eurjchem-1307	90	7	cdcl3	cdcl3	PROPN
eurjchem-1307	90	8	,	,	PUNCT
eurjchem-1307	90	9	δ	δ	PROPN
eurjchem-1307	90	10	,	,	PUNCT
eurjchem-1307	90	11	ppm	ppm	NUM
eurjchem-1307	90	12	):	):	PUNCT
eurjchem-1307	90	13	148.2	148.2	NUM
eurjchem-1307	90	14	,	,	PUNCT
eurjchem-1307	90	15	143.7	143.7	NUM
eurjchem-1307	90	16	,	,	PUNCT
eurjchem-1307	90	17	140.0	140.0	NUM
eurjchem-1307	90	18	,	,	PUNCT
eurjchem-1307	90	19	139.1	139.1	NUM
eurjchem-1307	90	20	,	,	PUNCT
eurjchem-1307	90	21	129.7	129.7	NUM
eurjchem-1307	90	22	,	,	PUNCT
eurjchem-1307	90	23	127.1	127.1	NUM
eurjchem-1307	90	24	,	,	PUNCT
eurjchem-1307	90	25	121.0	121.0	NUM
eurjchem-1307	90	26	,	,	PUNCT
eurjchem-1307	90	27	52.9	52.9	NUM
eurjchem-1307	90	28	,	,	PUNCT
eurjchem-1307	90	29	52.3	52.3	NUM
eurjchem-1307	90	30	,	,	PUNCT
eurjchem-1307	90	31	42.8	42.8	NUM
eurjchem-1307	90	32	,	,	PUNCT
eurjchem-1307	90	33	29.9	29.9	NUM
eurjchem-1307	90	34	,	,	PUNCT
eurjchem-1307	90	35	28.9	28.9	NUM
eurjchem-1307	90	36	,	,	PUNCT
eurjchem-1307	90	37	25.7	25.7	NUM
eurjchem-1307	90	38	,	,	PUNCT
eurjchem-1307	90	39	25.0	25.0	NUM
eurjchem-1307	90	40	,	,	PUNCT
eurjchem-1307	90	41	23.5	23.5	NUM
eurjchem-1307	90	42	,	,	PUNCT
eurjchem-1307	90	43	21.5	21.5	NUM
eurjchem-1307	90	44	,	,	PUNCT
eurjchem-1307	90	45	19.7	19.7	NUM
eurjchem-1307	90	46	.	.	PUNCT
eurjchem-1307	91	1	ir	ir	PROPN
eurjchem-1307	91	2	(	(	PUNCT
eurjchem-1307	91	3	nujol	nujol	PROPN
eurjchem-1307	91	4	mull	mull	NOUN
eurjchem-1307	91	5	(	(	PUNCT
eurjchem-1307	91	6	psu	psu	NOUN
eurjchem-1307	91	7	)	)	PUNCT
eurjchem-1307	91	8	,	,	PUNCT
eurjchem-1307	91	9	ν	ν	NOUN
eurjchem-1307	91	10	,	,	PUNCT
eurjchem-1307	91	11	cm‐1	cm‐1	PROPN
eurjchem-1307	91	12	):	):	PUNCT
eurjchem-1307	91	13	2976‐2933	2976‐2933	NUM
eurjchem-1307	91	14	,	,	PUNCT
eurjchem-1307	91	15	1647	1647	NUM
eurjchem-1307	91	16	,	,	PUNCT
eurjchem-1307	91	17	1341	1341	NUM
eurjchem-1307	91	18	,	,	PUNCT
eurjchem-1307	91	19	1327	1327	NUM
eurjchem-1307	91	20	,	,	PUNCT
eurjchem-1307	91	21	1240	1240	NUM
eurjchem-1307	91	22	,	,	PUNCT
eurjchem-1307	91	23	1148	1148	NUM
eurjchem-1307	91	24	,	,	PUNCT
eurjchem-1307	91	25	1092	1092	NUM
eurjchem-1307	91	26	,	,	PUNCT
eurjchem-1307	91	27	970	970	NUM
eurjchem-1307	91	28	,	,	PUNCT
eurjchem-1307	91	29	822	822	NUM
eurjchem-1307	91	30	.	.	PUNCT
eurjchem-1307	92	1	[	[	X
eurjchem-1307	92	2	α]d20	α]d20	NOUN
eurjchem-1307	92	3	=	=	PUNCT
eurjchem-1307	92	4	+110	+110	PROPN
eurjchem-1307	92	5	(	(	PUNCT
eurjchem-1307	92	6	c	c	NOUN
eurjchem-1307	92	7	=	=	SYM
eurjchem-1307	92	8	1	1	NUM
eurjchem-1307	92	9	g	g	NOUN
eurjchem-1307	92	10	/	/	SYM
eurjchem-1307	92	11	100	100	NUM
eurjchem-1307	92	12	ml	ml	NOUN
eurjchem-1307	92	13	,	,	PUNCT
eurjchem-1307	92	14	meoh	meoh	PROPN
eurjchem-1307	92	15	)	)	PUNCT
eurjchem-1307	92	16	(	(	PUNCT
eurjchem-1307	92	17	lit	light	VERB
eurjchem-1307	92	18	.	.	PUNCT
eurjchem-1307	93	1	[	[	X
eurjchem-1307	93	2	α]d25	α]d25	NOUN
eurjchem-1307	93	3	=	=	SYM
eurjchem-1307	93	4	+93	+93	PROPN
eurjchem-1307	93	5	(	(	PUNCT
eurjchem-1307	93	6	c	c	NOUN
eurjchem-1307	93	7	=	=	SYM
eurjchem-1307	93	8	1	1	NUM
eurjchem-1307	93	9	,	,	PUNCT
eurjchem-1307	93	10	chcl3	chcl3	PROPN
eurjchem-1307	93	11	)	)	PUNCT
eurjchem-1307	94	1	[	[	X
eurjchem-1307	94	2	17	17	NUM
eurjchem-1307	94	3	]	]	PUNCT
eurjchem-1307	94	4	)	)	PUNCT
eurjchem-1307	94	5	.	.	PUNCT
eurjchem-1307	95	1	2.2.2	2.2.2	X
eurjchem-1307	95	2	.	.	X
eurjchem-1307	95	3	synthesis	synthesis	NOUN
eurjchem-1307	95	4	of	of	ADP
eurjchem-1307	95	5	(	(	PUNCT
eurjchem-1307	95	6	5ar,9as)‐5,5,8‐trimethyl‐1‐[(4‐methyl	5ar,9as)‐5,5,8‐trimethyl‐1‐[(4‐methyl	NUM
eurjchem-1307	95	7	phenyl)sulfonyl]‐2,5,5a,6,7,9a‐hexahydro‐1h‐1,4‐benzo	phenyl)sulfonyl]‐2,5,5a,6,7,9a‐hexahydro‐1h‐1,4‐benzo	NUM
eurjchem-1307	95	8	diazepine	diazepine	NOUN
eurjchem-1307	95	9	(	(	PUNCT
eurjchem-1307	95	10	14	14	NUM
eurjchem-1307	95	11	)	)	PUNCT
eurjchem-1307	95	12	a	a	DET
eurjchem-1307	95	13	100	100	NUM
eurjchem-1307	95	14	ml	ml	NOUN
eurjchem-1307	95	15	two‐necked	two‐necke	VERB
eurjchem-1307	95	16	round	round	ADJ
eurjchem-1307	95	17	bottom	bottom	ADJ
eurjchem-1307	95	18	flask	flask	NOUN
eurjchem-1307	95	19	was	be	AUX
eurjchem-1307	95	20	oven‐dried	oven‐drie	VERB
eurjchem-1307	95	21	,	,	PUNCT
eurjchem-1307	95	22	fitted	fit	VERB
eurjchem-1307	95	23	with	with	ADP
eurjchem-1307	95	24	septa	septum	NOUN
eurjchem-1307	95	25	,	,	PUNCT
eurjchem-1307	95	26	and	and	CCONJ
eurjchem-1307	95	27	cooled	cool	VERB
eurjchem-1307	95	28	under	under	ADP
eurjchem-1307	95	29	n2	n2	PROPN
eurjchem-1307	95	30	.	.	PUNCT
eurjchem-1307	96	1	a	a	DET
eurjchem-1307	96	2	stir	stir	NOUN
eurjchem-1307	96	3	bar	bar	NOUN
eurjchem-1307	96	4	,	,	PUNCT
eurjchem-1307	96	5	1.00	1.00	NUM
eurjchem-1307	96	6	ml	ml	NOUN
eurjchem-1307	96	7	(	(	PUNCT
eurjchem-1307	96	8	0.862	0.862	NUM
eurjchem-1307	96	9	g	g	NOUN
eurjchem-1307	96	10	,	,	PUNCT
eurjchem-1307	96	11	6.33	6.33	NUM
eurjchem-1307	96	12	mmol	mmol	NOUN
eurjchem-1307	96	13	)	)	PUNCT
eurjchem-1307	96	14	of	of	ADP
eurjchem-1307	96	15	(	(	PUNCT
eurjchem-1307	96	16	+	+	ADJ
eurjchem-1307	96	17	)	)	PUNCT
eurjchem-1307	96	18	‐2‐carene	‐2‐carene	NOUN
eurjchem-1307	96	19	(	(	PUNCT
eurjchem-1307	96	20	1	1	NUM
eurjchem-1307	96	21	)	)	PUNCT
eurjchem-1307	96	22	,	,	PUNCT
eurjchem-1307	96	23	1.961	1.961	NUM
eurjchem-1307	96	24	g	g	NOUN
eurjchem-1307	96	25	(	(	PUNCT
eurjchem-1307	96	26	1.1	1.1	NUM
eurjchem-1307	96	27	eq	eq	NOUN
eurjchem-1307	96	28	.	.	PROPN
eurjchem-1307	96	29	)	)	PUNCT
eurjchem-1307	96	30	of	of	ADP
eurjchem-1307	96	31	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	96	32	trihydrate	trihydrate	NOUN
eurjchem-1307	96	33	,	,	PUNCT
eurjchem-1307	96	34	and	and	CCONJ
eurjchem-1307	96	35	31.7	31.7	NUM
eurjchem-1307	96	36	ml	ml	NOUN
eurjchem-1307	96	37	(	(	PUNCT
eurjchem-1307	96	38	0.2	0.2	NUM
eurjchem-1307	96	39	m	m	NOUN
eurjchem-1307	96	40	with	with	ADP
eurjchem-1307	96	41	respect	respect	NOUN
eurjchem-1307	96	42	to	to	PART
eurjchem-1307	96	43	compound	compound	VERB
eurjchem-1307	96	44	1	1	NUM
eurjchem-1307	96	45	)	)	PUNCT
eurjchem-1307	96	46	of	of	ADP
eurjchem-1307	96	47	anhydrous	anhydrous	ADJ
eurjchem-1307	96	48	acetonitrile	acetonitrile	NOUN
eurjchem-1307	96	49	were	be	AUX
eurjchem-1307	96	50	added	add	VERB
eurjchem-1307	96	51	to	to	ADP
eurjchem-1307	96	52	the	the	DET
eurjchem-1307	96	53	flask	flask	NOUN
eurjchem-1307	96	54	and	and	CCONJ
eurjchem-1307	96	55	stirred	stir	VERB
eurjchem-1307	96	56	.	.	PUNCT
eurjchem-1307	97	1	finally	finally	ADV
eurjchem-1307	97	2	0.085	0.085	NUM
eurjchem-1307	97	3	g	g	NOUN
eurjchem-1307	97	4	(	(	PUNCT
eurjchem-1307	97	5	0.1	0.1	NUM
eurjchem-1307	97	6	eq	eq	NOUN
eurjchem-1307	97	7	.	.	PROPN
eurjchem-1307	97	8	)	)	PUNCT
eurjchem-1307	97	9	of	of	ADP
eurjchem-1307	97	10	n‐chloro	n‐chloro	PUNCT
eurjchem-1307	97	11	succinimide	succinimide	ADJ
eurjchem-1307	97	12	was	be	AUX
eurjchem-1307	97	13	added	add	VERB
eurjchem-1307	97	14	to	to	ADP
eurjchem-1307	97	15	the	the	DET
eurjchem-1307	97	16	flask	flask	NOUN
eurjchem-1307	97	17	and	and	CCONJ
eurjchem-1307	97	18	left	leave	VERB
eurjchem-1307	97	19	to	to	PART
eurjchem-1307	97	20	stir	stir	VERB
eurjchem-1307	97	21	at	at	ADP
eurjchem-1307	97	22	room	room	NOUN
eurjchem-1307	97	23	temperature	temperature	NOUN
eurjchem-1307	97	24	.	.	PUNCT
eurjchem-1307	98	1	the	the	DET
eurjchem-1307	98	2	solution	solution	NOUN
eurjchem-1307	98	3	was	be	AUX
eurjchem-1307	98	4	a	a	DET
eurjchem-1307	98	5	heterogeneous	heterogeneous	ADJ
eurjchem-1307	98	6	slurry	slurry	NOUN
eurjchem-1307	98	7	which	which	PRON
eurjchem-1307	98	8	slowly	slowly	ADV
eurjchem-1307	98	9	turned	turn	VERB
eurjchem-1307	98	10	yellow	yellow	ADJ
eurjchem-1307	98	11	.	.	PUNCT
eurjchem-1307	99	1	after	after	ADP
eurjchem-1307	99	2	four	four	NUM
eurjchem-1307	99	3	days	day	NOUN
eurjchem-1307	99	4	,	,	PUNCT
eurjchem-1307	99	5	water	water	NOUN
eurjchem-1307	99	6	was	be	AUX
eurjchem-1307	99	7	added	add	VERB
eurjchem-1307	99	8	and	and	CCONJ
eurjchem-1307	99	9	the	the	DET
eurjchem-1307	99	10	solid	solid	ADJ
eurjchem-1307	99	11	dissolved	dissolve	VERB
eurjchem-1307	99	12	.	.	PUNCT
eurjchem-1307	100	1	the	the	DET
eurjchem-1307	100	2	mixture	mixture	NOUN
eurjchem-1307	100	3	was	be	AUX
eurjchem-1307	100	4	extracted	extract	VERB
eurjchem-1307	100	5	three	three	NUM
eurjchem-1307	100	6	times	time	NOUN
eurjchem-1307	100	7	silverberg	silverberg	PROPN
eurjchem-1307	100	8	et	et	PROPN
eurjchem-1307	100	9	al	al	PROPN
eurjchem-1307	100	10	.	.	PUNCT
eurjchem-1307	100	11	/	/	SYM
eurjchem-1307	100	12	european	european	PROPN
eurjchem-1307	100	13	journal	journal	PROPN
eurjchem-1307	100	14	of	of	ADP
eurjchem-1307	100	15	chemistry	chemistry	NOUN
eurjchem-1307	100	16	6	6	NUM
eurjchem-1307	100	17	(	(	PUNCT
eurjchem-1307	100	18	4	4	NUM
eurjchem-1307	100	19	)	)	PUNCT
eurjchem-1307	100	20	(	(	PUNCT
eurjchem-1307	100	21	2015	2015	NUM
eurjchem-1307	100	22	)	)	PUNCT
eurjchem-1307	100	23	430‐443	430‐443	NOUN
eurjchem-1307	100	24	433	433	NUM
eurjchem-1307	100	25	with	with	ADP
eurjchem-1307	100	26	ethyl	ethyl	PROPN
eurjchem-1307	100	27	acetate	acetate	NOUN
eurjchem-1307	100	28	.	.	PUNCT
eurjchem-1307	101	1	the	the	DET
eurjchem-1307	101	2	organic	organic	ADJ
eurjchem-1307	101	3	layers	layer	NOUN
eurjchem-1307	101	4	were	be	AUX
eurjchem-1307	101	5	combined	combine	VERB
eurjchem-1307	101	6	and	and	CCONJ
eurjchem-1307	101	7	washed	wash	VERB
eurjchem-1307	101	8	with	with	ADP
eurjchem-1307	101	9	water	water	NOUN
eurjchem-1307	101	10	and	and	CCONJ
eurjchem-1307	101	11	then	then	ADV
eurjchem-1307	101	12	sat	sit	VERB
eurjchem-1307	101	13	.	.	PUNCT
eurjchem-1307	102	1	nacl	nacl	NOUN
eurjchem-1307	102	2	.	.	PUNCT
eurjchem-1307	103	1	the	the	DET
eurjchem-1307	103	2	organic	organic	NOUN
eurjchem-1307	103	3	was	be	AUX
eurjchem-1307	103	4	dried	dry	VERB
eurjchem-1307	103	5	over	over	ADP
eurjchem-1307	103	6	na2so4	na2so4	NOUN
eurjchem-1307	103	7	and	and	CCONJ
eurjchem-1307	103	8	concentrated	concentrate	VERB
eurjchem-1307	103	9	in	in	ADP
eurjchem-1307	103	10	vacuo	vacuo	PROPN
eurjchem-1307	103	11	.	.	PUNCT
eurjchem-1307	104	1	the	the	DET
eurjchem-1307	104	2	crude	crude	ADJ
eurjchem-1307	104	3	product	product	NOUN
eurjchem-1307	104	4	was	be	AUX
eurjchem-1307	104	5	chromatographed	chromatographe	VERB
eurjchem-1307	104	6	on	on	ADP
eurjchem-1307	104	7	5	5	NUM
eurjchem-1307	104	8	g	g	NOUN
eurjchem-1307	104	9	flash	flash	NOUN
eurjchem-1307	104	10	silica	silica	NOUN
eurjchem-1307	104	11	gel	gel	NOUN
eurjchem-1307	104	12	with	with	ADP
eurjchem-1307	104	13	mixtures	mixture	NOUN
eurjchem-1307	104	14	of	of	ADP
eurjchem-1307	104	15	ethyl	ethyl	PROPN
eurjchem-1307	104	16	acetate	acetate	NOUN
eurjchem-1307	104	17	and	and	CCONJ
eurjchem-1307	104	18	hexanes	hexane	NOUN
eurjchem-1307	104	19	.	.	PUNCT
eurjchem-1307	105	1	fractions	fraction	NOUN
eurjchem-1307	105	2	containing	contain	VERB
eurjchem-1307	105	3	compound	compound	NOUN
eurjchem-1307	105	4	14	14	NUM
eurjchem-1307	105	5	were	be	AUX
eurjchem-1307	105	6	combined	combine	VERB
eurjchem-1307	105	7	and	and	CCONJ
eurjchem-1307	105	8	concentrated	concentrate	VERB
eurjchem-1307	105	9	to	to	ADP
eurjchem-1307	105	10	an	an	DET
eurjchem-1307	105	11	oil	oil	NOUN
eurjchem-1307	105	12	,	,	PUNCT
eurjchem-1307	105	13	not	not	PART
eurjchem-1307	105	14	entirely	entirely	ADV
eurjchem-1307	105	15	pure	pure	ADJ
eurjchem-1307	105	16	(	(	PUNCT
eurjchem-1307	105	17	0.332	0.332	NUM
eurjchem-1307	105	18	g	g	NOUN
eurjchem-1307	105	19	)	)	PUNCT
eurjchem-1307	105	20	.	.	PUNCT
eurjchem-1307	106	1	fractions	fraction	NOUN
eurjchem-1307	106	2	containing	contain	VERB
eurjchem-1307	106	3	compound	compound	NOUN
eurjchem-1307	106	4	13	13	NUM
eurjchem-1307	106	5	were	be	AUX
eurjchem-1307	106	6	combined	combine	VERB
eurjchem-1307	106	7	and	and	CCONJ
eurjchem-1307	106	8	concentrated	concentrate	VERB
eurjchem-1307	106	9	to	to	PART
eurjchem-1307	106	10	solid	solid	ADJ
eurjchem-1307	106	11	.	.	PUNCT
eurjchem-1307	107	1	the	the	DET
eurjchem-1307	107	2	solid	solid	ADJ
eurjchem-1307	107	3	was	be	AUX
eurjchem-1307	107	4	dissolved	dissolve	VERB
eurjchem-1307	107	5	in	in	ADP
eurjchem-1307	107	6	a	a	DET
eurjchem-1307	107	7	small	small	ADJ
eurjchem-1307	107	8	amount	amount	NOUN
eurjchem-1307	107	9	of	of	ADP
eurjchem-1307	107	10	hot	hot	ADJ
eurjchem-1307	107	11	ethyl	ethyl	PROPN
eurjchem-1307	107	12	acetate	acetate	NOUN
eurjchem-1307	107	13	.	.	PUNCT
eurjchem-1307	108	1	hexanes	hexane	NOUN
eurjchem-1307	108	2	were	be	AUX
eurjchem-1307	108	3	added	add	VERB
eurjchem-1307	108	4	and	and	CCONJ
eurjchem-1307	108	5	the	the	DET
eurjchem-1307	108	6	solution	solution	NOUN
eurjchem-1307	108	7	was	be	AUX
eurjchem-1307	108	8	allowed	allow	VERB
eurjchem-1307	108	9	to	to	PART
eurjchem-1307	108	10	cool	cool	VERB
eurjchem-1307	108	11	.	.	PUNCT
eurjchem-1307	109	1	crystallization	crystallization	NOUN
eurjchem-1307	109	2	began	begin	VERB
eurjchem-1307	109	3	and	and	CCONJ
eurjchem-1307	109	4	the	the	DET
eurjchem-1307	109	5	flask	flask	NOUN
eurjchem-1307	109	6	was	be	AUX
eurjchem-1307	109	7	allowed	allow	VERB
eurjchem-1307	109	8	to	to	PART
eurjchem-1307	109	9	stand	stand	VERB
eurjchem-1307	109	10	in	in	ADP
eurjchem-1307	109	11	the	the	DET
eurjchem-1307	109	12	freezer	freezer	NOUN
eurjchem-1307	109	13	overnight	overnight	ADV
eurjchem-1307	109	14	.	.	PUNCT
eurjchem-1307	110	1	colorless	colorless	ADJ
eurjchem-1307	110	2	crystals	crystal	NOUN
eurjchem-1307	110	3	of	of	ADP
eurjchem-1307	110	4	compound	compound	NOUN
eurjchem-1307	110	5	13	13	NUM
eurjchem-1307	110	6	(	(	PUNCT
eurjchem-1307	110	7	0.453	0.453	NUM
eurjchem-1307	110	8	g	g	NOUN
eurjchem-1307	110	9	,	,	PUNCT
eurjchem-1307	110	10	20.7	20.7	NUM
eurjchem-1307	110	11	%	%	NOUN
eurjchem-1307	110	12	)	)	PUNCT
eurjchem-1307	110	13	were	be	AUX
eurjchem-1307	110	14	isolated	isolate	VERB
eurjchem-1307	110	15	and	and	CCONJ
eurjchem-1307	110	16	washed	wash	VERB
eurjchem-1307	110	17	twice	twice	ADV
eurjchem-1307	110	18	with	with	ADP
eurjchem-1307	110	19	cold	cold	ADJ
eurjchem-1307	110	20	30	30	NUM
eurjchem-1307	110	21	%	%	NOUN
eurjchem-1307	110	22	ethyl	ethyl	PROPN
eurjchem-1307	110	23	acetate	acetate	NOUN
eurjchem-1307	110	24	:	:	PUNCT
eurjchem-1307	110	25	hexanes	hexane	NOUN
eurjchem-1307	110	26	(	(	PUNCT
eurjchem-1307	110	27	v	v	NOUN
eurjchem-1307	110	28	:	:	PUNCT
eurjchem-1307	110	29	v	v	NOUN
eurjchem-1307	110	30	)	)	PUNCT
eurjchem-1307	110	31	.	.	PUNCT
eurjchem-1307	111	1	(	(	PUNCT
eurjchem-1307	111	2	5ar	5ar	NOUN
eurjchem-1307	111	3	,	,	PUNCT
eurjchem-1307	111	4	9as)‐5,5,8‐trimethyl‐1‐[(4‐methylphenyl)sulfonyl]‐2,5	9as)‐5,5,8‐trimethyl‐1‐[(4‐methylphenyl)sulfonyl]‐2,5	NUM
eurjchem-1307	111	5	,	,	PUNCT
eurjchem-1307	111	6	5a,6,7,9a‐hexahydro‐1h‐1,4‐benzodiazepine	5a,6,7,9a‐hexahydro‐1h‐1,4‐benzodiazepine	NUM
eurjchem-1307	111	7	(	(	PUNCT
eurjchem-1307	111	8	14	14	NUM
eurjchem-1307	111	9	):	):	PUNCT
eurjchem-1307	111	10	rf	rf	ADJ
eurjchem-1307	111	11	(	(	PUNCT
eurjchem-1307	111	12	30	30	NUM
eurjchem-1307	111	13	%	%	NOUN
eurjchem-1307	111	14	ethyl	ethyl	PROPN
eurjchem-1307	111	15	acetate	acetate	PROPN
eurjchem-1307	111	16	/	/	SYM
eurjchem-1307	111	17	hexanes	hexane	NOUN
eurjchem-1307	111	18	):	):	PUNCT
eurjchem-1307	111	19	0.62	0.62	NUM
eurjchem-1307	111	20	.	.	PUNCT
eurjchem-1307	112	1	1h	1h	NUM
eurjchem-1307	112	2	nmr	nmr	NOUN
eurjchem-1307	112	3	(	(	PUNCT
eurjchem-1307	112	4	300	300	NUM
eurjchem-1307	112	5	mhz	mhz	NOUN
eurjchem-1307	112	6	,	,	PUNCT
eurjchem-1307	112	7	cdcl3	cdcl3	PROPN
eurjchem-1307	112	8	,	,	PUNCT
eurjchem-1307	112	9	δ	δ	PROPN
eurjchem-1307	112	10	,	,	PUNCT
eurjchem-1307	112	11	ppm	ppm	NOUN
eurjchem-1307	112	12	):	):	PUNCT
eurjchem-1307	112	13	7.75	7.75	NUM
eurjchem-1307	112	14	(	(	PUNCT
eurjchem-1307	112	15	d	d	PROPN
eurjchem-1307	112	16	,	,	PUNCT
eurjchem-1307	112	17	2h	2h	NUM
eurjchem-1307	112	18	,	,	PUNCT
eurjchem-1307	112	19	ar‐h	ar‐h	NOUN
eurjchem-1307	112	20	)	)	PUNCT
eurjchem-1307	112	21	,	,	PUNCT
eurjchem-1307	112	22	7.63	7.63	NUM
eurjchem-1307	112	23	(	(	PUNCT
eurjchem-1307	112	24	1h	1h	NUM
eurjchem-1307	112	25	,	,	PUNCT
eurjchem-1307	112	26	hc	hc	PROPN
eurjchem-1307	112	27	=	=	NOUN
eurjchem-1307	112	28	n	n	CCONJ
eurjchem-1307	112	29	)	)	PUNCT
eurjchem-1307	112	30	,	,	PUNCT
eurjchem-1307	112	31	7.25	7.25	NUM
eurjchem-1307	112	32	(	(	PUNCT
eurjchem-1307	112	33	d	d	PROPN
eurjchem-1307	112	34	,	,	PUNCT
eurjchem-1307	112	35	2h	2h	NUM
eurjchem-1307	112	36	,	,	PUNCT
eurjchem-1307	112	37	ar‐h	ar‐h	NOUN
eurjchem-1307	112	38	)	)	PUNCT
eurjchem-1307	112	39	,	,	PUNCT
eurjchem-1307	112	40	5.75	5.75	NUM
eurjchem-1307	112	41	(	(	PUNCT
eurjchem-1307	112	42	s	s	PROPN
eurjchem-1307	112	43	,	,	PUNCT
eurjchem-1307	112	44	1h	1h	NUM
eurjchem-1307	112	45	,	,	PUNCT
eurjchem-1307	112	46	hc	hc	PROPN
eurjchem-1307	112	47	=	=	NOUN
eurjchem-1307	112	48	c	c	NOUN
eurjchem-1307	112	49	)	)	PUNCT
eurjchem-1307	112	50	,	,	PUNCT
eurjchem-1307	112	51	4.62	4.62	NUM
eurjchem-1307	112	52	(	(	PUNCT
eurjchem-1307	112	53	m	m	PROPN
eurjchem-1307	112	54	,	,	PUNCT
eurjchem-1307	112	55	1h	1h	NUM
eurjchem-1307	112	56	,	,	PUNCT
eurjchem-1307	112	57	h2c‐n	h2c‐n	NOUN
eurjchem-1307	112	58	)	)	PUNCT
eurjchem-1307	112	59	,	,	PUNCT
eurjchem-1307	112	60	4.42	4.42	NUM
eurjchem-1307	112	61	(	(	PUNCT
eurjchem-1307	112	62	d	d	NOUN
eurjchem-1307	112	63	,	,	PUNCT
eurjchem-1307	112	64	j	j	PROPN
eurjchem-1307	112	65	=	=	SYM
eurjchem-1307	112	66	13	13	NUM
eurjchem-1307	112	67	hz	hz	NOUN
eurjchem-1307	112	68	,	,	PUNCT
eurjchem-1307	112	69	1h	1h	NUM
eurjchem-1307	112	70	,	,	PUNCT
eurjchem-1307	112	71	n	n	CCONJ
eurjchem-1307	112	72	=	=	NOUN
eurjchem-1307	112	73	c‐	c‐	NOUN
eurjchem-1307	112	74	ch2‐n	ch2‐n	PROPN
eurjchem-1307	112	75	)	)	PUNCT
eurjchem-1307	112	76	,	,	PUNCT
eurjchem-1307	112	77	3.96	3.96	NUM
eurjchem-1307	112	78	(	(	PUNCT
eurjchem-1307	112	79	d	d	PROPN
eurjchem-1307	112	80	,	,	PUNCT
eurjchem-1307	112	81	1h	1h	NUM
eurjchem-1307	112	82	,	,	PUNCT
eurjchem-1307	112	83	j	j	PROPN
eurjchem-1307	112	84	=	=	SYM
eurjchem-1307	112	85	13	13	NUM
eurjchem-1307	112	86	hz	hz	VERB
eurjchem-1307	112	87	,	,	PUNCT
eurjchem-1307	112	88	n	n	CCONJ
eurjchem-1307	112	89	=	=	NOUN
eurjchem-1307	112	90	c‐ch2‐n	c‐ch2‐n	NOUN
eurjchem-1307	112	91	)	)	PUNCT
eurjchem-1307	112	92	,	,	PUNCT
eurjchem-1307	112	93	2.35	2.35	NUM
eurjchem-1307	112	94	(	(	PUNCT
eurjchem-1307	112	95	s	s	PROPN
eurjchem-1307	112	96	,	,	PUNCT
eurjchem-1307	112	97	3h	3h	NUM
eurjchem-1307	112	98	,	,	PUNCT
eurjchem-1307	112	99	h3c‐ar	h3c‐ar	NUM
eurjchem-1307	112	100	)	)	PUNCT
eurjchem-1307	112	101	,	,	PUNCT
eurjchem-1307	112	102	1.67	1.67	NUM
eurjchem-1307	112	103	(	(	PUNCT
eurjchem-1307	112	104	s	s	PROPN
eurjchem-1307	112	105	,	,	PUNCT
eurjchem-1307	112	106	3h	3h	NUM
eurjchem-1307	112	107	,	,	PUNCT
eurjchem-1307	112	108	h3c‐c	h3c‐c	VERB
eurjchem-1307	112	109	=	=	NOUN
eurjchem-1307	112	110	c	c	NOUN
eurjchem-1307	112	111	)	)	PUNCT
eurjchem-1307	112	112	,	,	PUNCT
eurjchem-1307	112	113	1.24	1.24	NUM
eurjchem-1307	112	114	(	(	PUNCT
eurjchem-1307	112	115	s	s	PROPN
eurjchem-1307	112	116	,	,	PUNCT
eurjchem-1307	112	117	3h	3h	NUM
eurjchem-1307	112	118	,	,	PUNCT
eurjchem-1307	112	119	ch3	ch3	PROPN
eurjchem-1307	112	120	,	,	PUNCT
eurjchem-1307	112	121	1.03	1.03	NUM
eurjchem-1307	112	122	(	(	PUNCT
eurjchem-1307	112	123	s	s	PROPN
eurjchem-1307	112	124	,	,	PUNCT
eurjchem-1307	112	125	3h	3h	NUM
eurjchem-1307	112	126	,	,	PUNCT
eurjchem-1307	112	127	ch3	ch3	PROPN
eurjchem-1307	112	128	)	)	PUNCT
eurjchem-1307	112	129	,	,	PUNCT
eurjchem-1307	112	130	remaining	remain	VERB
eurjchem-1307	112	131	5	5	NUM
eurjchem-1307	112	132	alkyl	alkyl	NOUN
eurjchem-1307	112	133	protons	proton	NOUN
eurjchem-1307	112	134	hard	hard	ADJ
eurjchem-1307	112	135	to	to	PART
eurjchem-1307	112	136	distinguish	distinguish	VERB
eurjchem-1307	112	137	in	in	ADP
eurjchem-1307	112	138	the	the	DET
eurjchem-1307	112	139	impure	impure	NOUN
eurjchem-1307	112	140	sample	sample	NOUN
eurjchem-1307	112	141	.	.	PUNCT
eurjchem-1307	113	1	13c	13c	NOUN
eurjchem-1307	113	2	nmr	nmr	NOUN
eurjchem-1307	113	3	(	(	PUNCT
eurjchem-1307	113	4	75	75	NUM
eurjchem-1307	113	5	mhz	mhz	NOUN
eurjchem-1307	113	6	,	,	PUNCT
eurjchem-1307	113	7	cdcl3	cdcl3	PROPN
eurjchem-1307	113	8	,	,	PUNCT
eurjchem-1307	113	9	δ	δ	PROPN
eurjchem-1307	113	10	,	,	PUNCT
eurjchem-1307	113	11	ppm	ppm	NOUN
eurjchem-1307	113	12	):	):	PUNCT
eurjchem-1307	113	13	146.9	146.9	NUM
eurjchem-1307	113	14	,	,	PUNCT
eurjchem-1307	113	15	143.2	143.2	NUM
eurjchem-1307	113	16	,	,	PUNCT
eurjchem-1307	113	17	139.5	139.5	NUM
eurjchem-1307	113	18	,	,	PUNCT
eurjchem-1307	113	19	136.8	136.8	NUM
eurjchem-1307	113	20	,	,	PUNCT
eurjchem-1307	113	21	128.7	128.7	NUM
eurjchem-1307	113	22	,	,	PUNCT
eurjchem-1307	113	23	126.2	126.2	NUM
eurjchem-1307	113	24	,	,	PUNCT
eurjchem-1307	113	25	118.7	118.7	NUM
eurjchem-1307	113	26	,	,	PUNCT
eurjchem-1307	113	27	52.9	52.9	NUM
eurjchem-1307	113	28	,	,	PUNCT
eurjchem-1307	113	29	51.2	51.2	NUM
eurjchem-1307	113	30	,	,	PUNCT
eurjchem-1307	113	31	44.9	44.9	NUM
eurjchem-1307	113	32	,	,	PUNCT
eurjchem-1307	113	33	42.2	42.2	NUM
eurjchem-1307	113	34	,	,	PUNCT
eurjchem-1307	113	35	28.9	28.9	NUM
eurjchem-1307	113	36	,	,	PUNCT
eurjchem-1307	113	37	27.6	27.6	NUM
eurjchem-1307	113	38	,	,	PUNCT
eurjchem-1307	113	39	24.5	24.5	NUM
eurjchem-1307	113	40	,	,	PUNCT
eurjchem-1307	113	41	22.5	22.5	NUM
eurjchem-1307	113	42	,	,	PUNCT
eurjchem-1307	113	43	20.6	20.6	NUM
eurjchem-1307	113	44	,	,	PUNCT
eurjchem-1307	113	45	18.0	18.0	NUM
eurjchem-1307	113	46	.	.	PUNCT
eurjchem-1307	114	1	ir	ir	PROPN
eurjchem-1307	114	2	(	(	PUNCT
eurjchem-1307	114	3	atr	atr	PROPN
eurjchem-1307	114	4	,	,	PUNCT
eurjchem-1307	114	5	ν	ν	PROPN
eurjchem-1307	114	6	,	,	PUNCT
eurjchem-1307	114	7	cm‐1	cm‐1	PROPN
eurjchem-1307	114	8	):	):	PUNCT
eurjchem-1307	114	9	3268	3268	NUM
eurjchem-1307	114	10	,	,	PUNCT
eurjchem-1307	114	11	2969	2969	NUM
eurjchem-1307	114	12	,	,	PUNCT
eurjchem-1307	114	13	2928	2928	NUM
eurjchem-1307	114	14	,	,	PUNCT
eurjchem-1307	114	15	1662	1662	NUM
eurjchem-1307	114	16	,	,	PUNCT
eurjchem-1307	114	17	1597	1597	NUM
eurjchem-1307	114	18	,	,	PUNCT
eurjchem-1307	114	19	1538	1538	NUM
eurjchem-1307	114	20	,	,	PUNCT
eurjchem-1307	114	21	1494	1494	NUM
eurjchem-1307	114	22	,	,	PUNCT
eurjchem-1307	114	23	1432	1432	NUM
eurjchem-1307	114	24	,	,	PUNCT
eurjchem-1307	114	25	1387	1387	NUM
eurjchem-1307	114	26	,	,	PUNCT
eurjchem-1307	114	27	1366	1366	NUM
eurjchem-1307	114	28	,	,	PUNCT
eurjchem-1307	114	29	1329	1329	NUM
eurjchem-1307	114	30	,	,	PUNCT
eurjchem-1307	114	31	1304	1304	NUM
eurjchem-1307	114	32	,	,	PUNCT
eurjchem-1307	114	33	1288	1288	NUM
eurjchem-1307	114	34	,	,	PUNCT
eurjchem-1307	114	35	1153	1153	NUM
eurjchem-1307	114	36	,	,	PUNCT
eurjchem-1307	114	37	1120	1120	NUM
eurjchem-1307	114	38	,	,	PUNCT
eurjchem-1307	114	39	1091	1091	NUM
eurjchem-1307	114	40	,	,	PUNCT
eurjchem-1307	114	41	1033	1033	NUM
eurjchem-1307	114	42	,	,	PUNCT
eurjchem-1307	114	43	1019	1019	NUM
eurjchem-1307	114	44	,	,	PUNCT
eurjchem-1307	114	45	977	977	NUM
eurjchem-1307	114	46	,	,	PUNCT
eurjchem-1307	114	47	912	912	NUM
eurjchem-1307	114	48	,	,	PUNCT
eurjchem-1307	114	49	814	814	NUM
eurjchem-1307	114	50	,	,	PUNCT
eurjchem-1307	114	51	768	768	NUM
eurjchem-1307	114	52	,	,	PUNCT
eurjchem-1307	114	53	722	722	NUM
eurjchem-1307	114	54	,	,	PUNCT
eurjchem-1307	114	55	706	706	NUM
eurjchem-1307	114	56	,	,	PUNCT
eurjchem-1307	114	57	680	680	NUM
eurjchem-1307	114	58	,	,	PUNCT
eurjchem-1307	114	59	664	664	NUM
eurjchem-1307	114	60	.	.	PUNCT
eurjchem-1307	115	1	ms	ms	PROPN
eurjchem-1307	115	2	/	/	SYM
eurjchem-1307	115	3	ms	ms	PROPN
eurjchem-1307	115	4	(	(	PUNCT
eurjchem-1307	115	5	m	m	PROPN
eurjchem-1307	115	6	/	/	SYM
eurjchem-1307	115	7	z	z	NOUN
eurjchem-1307	115	8	):	):	PUNCT
eurjchem-1307	115	9	347.2	347.2	NUM
eurjchem-1307	115	10	,	,	PUNCT
eurjchem-1307	115	11	253.2	253.2	NUM
eurjchem-1307	115	12	,	,	PUNCT
eurjchem-1307	115	13	213.2	213.2	NUM
eurjchem-1307	115	14	,	,	PUNCT
eurjchem-1307	115	15	155.1	155.1	NUM
eurjchem-1307	115	16	,	,	PUNCT
eurjchem-1307	115	17	135.2	135.2	NUM
eurjchem-1307	115	18	,	,	PUNCT
eurjchem-1307	115	19	107.1	107.1	NUM
eurjchem-1307	115	20	,	,	PUNCT
eurjchem-1307	115	21	93.1	93.1	NUM
eurjchem-1307	115	22	,	,	PUNCT
eurjchem-1307	115	23	90.9	90.9	NUM
eurjchem-1307	115	24	.	.	PUNCT
eurjchem-1307	116	1	[	[	X
eurjchem-1307	116	2	m+1	m+1	X
eurjchem-1307	116	3	]	]	PUNCT
eurjchem-1307	116	4	of	of	ADP
eurjchem-1307	116	5	347.2	347.2	NUM
eurjchem-1307	116	6	is	be	AUX
eurjchem-1307	116	7	consistent	consistent	ADJ
eurjchem-1307	116	8	with	with	ADP
eurjchem-1307	116	9	calculated	calculate	VERB
eurjchem-1307	116	10	[	[	PUNCT
eurjchem-1307	116	11	m+h]+	m+h]+	NOUN
eurjchem-1307	116	12	of	of	ADP
eurjchem-1307	116	13	347.2	347.2	NUM
eurjchem-1307	116	14	.	.	PUNCT
eurjchem-1307	117	1	2.2.3	2.2.3	NUM
eurjchem-1307	117	2	.	.	PUNCT
eurjchem-1307	117	3	general	general	ADJ
eurjchem-1307	117	4	procedure	procedure	NOUN
eurjchem-1307	117	5	for	for	ADP
eurjchem-1307	117	6	reactions	reaction	NOUN
eurjchem-1307	117	7	of	of	ADP
eurjchem-1307	117	8	pinenes	pinene	NOUN
eurjchem-1307	117	9	with	with	ADP
eurjchem-1307	117	10	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	117	11	trihydrate	trihydrate	NOUN
eurjchem-1307	117	12	and	and	CCONJ
eurjchem-1307	117	13	phenyltrimethylammonium	phenyltrimethylammonium	NOUN
eurjchem-1307	117	14	tribromide	tribromide	NOUN
eurjchem-1307	117	15	in	in	ADP
eurjchem-1307	117	16	methylene	methylene	NOUN
eurjchem-1307	117	17	chloride	chloride	NOUN
eurjchem-1307	117	18	a	a	DET
eurjchem-1307	117	19	500	500	NUM
eurjchem-1307	117	20	ml	ml	NOUN
eurjchem-1307	117	21	three‐necked	three‐necke	VERB
eurjchem-1307	117	22	round	round	ADJ
eurjchem-1307	117	23	bottom	bottom	ADJ
eurjchem-1307	117	24	flask	flask	NOUN
eurjchem-1307	117	25	was	be	AUX
eurjchem-1307	117	26	oven‐	oven‐	NOUN
eurjchem-1307	117	27	dried	dry	VERB
eurjchem-1307	117	28	,	,	PUNCT
eurjchem-1307	117	29	fitted	fit	VERB
eurjchem-1307	117	30	with	with	ADP
eurjchem-1307	117	31	septa	septum	NOUN
eurjchem-1307	117	32	,	,	PUNCT
eurjchem-1307	117	33	and	and	CCONJ
eurjchem-1307	117	34	cooled	cool	VERB
eurjchem-1307	117	35	under	under	ADP
eurjchem-1307	117	36	n2	n2	PROPN
eurjchem-1307	117	37	.	.	PUNCT
eurjchem-1307	118	1	a	a	DET
eurjchem-1307	118	2	stir	stir	NOUN
eurjchem-1307	118	3	bar	bar	NOUN
eurjchem-1307	118	4	,	,	PUNCT
eurjchem-1307	118	5	36.7	36.7	NUM
eurjchem-1307	118	6	mmol	mmol	NOUN
eurjchem-1307	118	7	of	of	ADP
eurjchem-1307	118	8	the	the	DET
eurjchem-1307	118	9	pinene	pinene	NOUN
eurjchem-1307	118	10	(	(	PUNCT
eurjchem-1307	118	11	7	7	NUM
eurjchem-1307	118	12	,	,	PUNCT
eurjchem-1307	118	13	11	11	NUM
eurjchem-1307	118	14	or	or	CCONJ
eurjchem-1307	118	15	12	12	NUM
eurjchem-1307	118	16	)	)	PUNCT
eurjchem-1307	118	17	,	,	PUNCT
eurjchem-1307	118	18	11.37	11.37	NUM
eurjchem-1307	118	19	g	g	NOUN
eurjchem-1307	118	20	(	(	PUNCT
eurjchem-1307	118	21	1.1	1.1	NUM
eurjchem-1307	118	22	eq	eq	NOUN
eurjchem-1307	118	23	.	.	PROPN
eurjchem-1307	118	24	)	)	PUNCT
eurjchem-1307	118	25	of	of	ADP
eurjchem-1307	118	26	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	118	27	trihydrate	trihydrate	NOUN
eurjchem-1307	118	28	,	,	PUNCT
eurjchem-1307	118	29	and	and	CCONJ
eurjchem-1307	118	30	184	184	NUM
eurjchem-1307	118	31	ml	ml	NOUN
eurjchem-1307	118	32	(	(	PUNCT
eurjchem-1307	118	33	0.2	0.2	NUM
eurjchem-1307	118	34	m	m	NOUN
eurjchem-1307	118	35	with	with	ADP
eurjchem-1307	118	36	respect	respect	NOUN
eurjchem-1307	118	37	to	to	ADP
eurjchem-1307	118	38	the	the	DET
eurjchem-1307	118	39	pinene	pinene	NOUN
eurjchem-1307	118	40	)	)	PUNCT
eurjchem-1307	118	41	of	of	ADP
eurjchem-1307	118	42	methylene	methylene	NOUN
eurjchem-1307	118	43	chloride	chloride	NOUN
eurjchem-1307	118	44	(	(	PUNCT
eurjchem-1307	118	45	mallinckrodt	mallinckrodt	PROPN
eurjchem-1307	118	46	)	)	PUNCT
eurjchem-1307	118	47	were	be	AUX
eurjchem-1307	118	48	added	add	VERB
eurjchem-1307	118	49	to	to	ADP
eurjchem-1307	118	50	the	the	DET
eurjchem-1307	118	51	flask	flask	NOUN
eurjchem-1307	118	52	and	and	CCONJ
eurjchem-1307	118	53	stirred	stir	VERB
eurjchem-1307	118	54	.	.	PUNCT
eurjchem-1307	119	1	finally	finally	ADV
eurjchem-1307	119	2	1.38	1.38	NUM
eurjchem-1307	119	3	g	g	NOUN
eurjchem-1307	119	4	(	(	PUNCT
eurjchem-1307	119	5	0.1	0.1	NUM
eurjchem-1307	119	6	eq	eq	NOUN
eurjchem-1307	119	7	.	.	PROPN
eurjchem-1307	119	8	)	)	PUNCT
eurjchem-1307	119	9	of	of	ADP
eurjchem-1307	119	10	phenyltrimethylammonium	phenyltrimethylammonium	NOUN
eurjchem-1307	119	11	tribromide	tribromide	NOUN
eurjchem-1307	119	12	was	be	AUX
eurjchem-1307	119	13	added	add	VERB
eurjchem-1307	119	14	to	to	ADP
eurjchem-1307	119	15	the	the	DET
eurjchem-1307	119	16	flask	flask	NOUN
eurjchem-1307	119	17	and	and	CCONJ
eurjchem-1307	119	18	left	leave	VERB
eurjchem-1307	119	19	to	to	PART
eurjchem-1307	119	20	stir	stir	VERB
eurjchem-1307	119	21	at	at	ADP
eurjchem-1307	119	22	room	room	NOUN
eurjchem-1307	119	23	temperature	temperature	NOUN
eurjchem-1307	119	24	.	.	PUNCT
eurjchem-1307	120	1	after	after	ADP
eurjchem-1307	120	2	3‐5	3‐5	NUM
eurjchem-1307	120	3	days	day	NOUN
eurjchem-1307	120	4	,	,	PUNCT
eurjchem-1307	120	5	as	as	SCONJ
eurjchem-1307	120	6	determined	determine	VERB
eurjchem-1307	120	7	by	by	ADP
eurjchem-1307	120	8	tlc	tlc	NOUN
eurjchem-1307	120	9	,	,	PUNCT
eurjchem-1307	120	10	1	1	NUM
eurjchem-1307	120	11	m	m	NOUN
eurjchem-1307	120	12	naoh	naoh	NOUN
eurjchem-1307	120	13	was	be	AUX
eurjchem-1307	120	14	added	add	VERB
eurjchem-1307	120	15	and	and	CCONJ
eurjchem-1307	120	16	the	the	DET
eurjchem-1307	120	17	solid	solid	ADJ
eurjchem-1307	120	18	dissolved	dissolve	VERB
eurjchem-1307	120	19	.	.	PUNCT
eurjchem-1307	121	1	the	the	DET
eurjchem-1307	121	2	mixture	mixture	NOUN
eurjchem-1307	121	3	was	be	AUX
eurjchem-1307	121	4	extracted	extract	VERB
eurjchem-1307	121	5	three	three	NUM
eurjchem-1307	121	6	times	time	NOUN
eurjchem-1307	121	7	with	with	ADP
eurjchem-1307	121	8	methylene	methylene	NOUN
eurjchem-1307	121	9	chloride	chloride	NOUN
eurjchem-1307	121	10	.	.	PUNCT
eurjchem-1307	122	1	the	the	DET
eurjchem-1307	122	2	organic	organic	ADJ
eurjchem-1307	122	3	layers	layer	NOUN
eurjchem-1307	122	4	were	be	AUX
eurjchem-1307	122	5	combined	combine	VERB
eurjchem-1307	122	6	and	and	CCONJ
eurjchem-1307	122	7	washed	wash	VERB
eurjchem-1307	122	8	with	with	ADP
eurjchem-1307	122	9	water	water	NOUN
eurjchem-1307	122	10	and	and	CCONJ
eurjchem-1307	122	11	then	then	ADV
eurjchem-1307	122	12	sat	sit	VERB
eurjchem-1307	122	13	.	.	PUNCT
eurjchem-1307	123	1	nacl	nacl	NOUN
eurjchem-1307	123	2	.	.	PUNCT
eurjchem-1307	124	1	the	the	DET
eurjchem-1307	124	2	organic	organic	NOUN
eurjchem-1307	124	3	was	be	AUX
eurjchem-1307	124	4	dried	dry	VERB
eurjchem-1307	124	5	over	over	ADP
eurjchem-1307	124	6	na2so4	na2so4	NOUN
eurjchem-1307	124	7	and	and	CCONJ
eurjchem-1307	124	8	concentrated	concentrate	VERB
eurjchem-1307	124	9	in	in	ADP
eurjchem-1307	124	10	vacuo	vacuo	PROPN
eurjchem-1307	124	11	.	.	PUNCT
eurjchem-1307	125	1	the	the	DET
eurjchem-1307	125	2	crude	crude	ADJ
eurjchem-1307	125	3	product	product	NOUN
eurjchem-1307	125	4	was	be	AUX
eurjchem-1307	125	5	chromatographed	chromatographe	VERB
eurjchem-1307	125	6	on	on	ADP
eurjchem-1307	125	7	flash	flash	NOUN
eurjchem-1307	125	8	silica	silica	NOUN
eurjchem-1307	125	9	gel	gel	NOUN
eurjchem-1307	125	10	with	with	ADP
eurjchem-1307	125	11	mixtures	mixture	NOUN
eurjchem-1307	125	12	of	of	ADP
eurjchem-1307	125	13	ethyl	ethyl	PROPN
eurjchem-1307	125	14	acetate	acetate	NOUN
eurjchem-1307	125	15	and	and	CCONJ
eurjchem-1307	125	16	hexanes	hexane	NOUN
eurjchem-1307	125	17	and	and	CCONJ
eurjchem-1307	125	18	then	then	ADV
eurjchem-1307	125	19	recrystallized	recrystallize	VERB
eurjchem-1307	125	20	as	as	SCONJ
eurjchem-1307	125	21	indicated	indicate	VERB
eurjchem-1307	125	22	below	below	ADV
eurjchem-1307	125	23	.	.	PUNCT
eurjchem-1307	126	1	4‐methyl‐n‐{[(4s)‐4‐(prop‐1‐en‐2‐yl)cyclohex‐1‐en‐1‐yl	4‐methyl‐n‐{[(4s)‐4‐(prop‐1‐en‐2‐yl)cyclohex‐1‐en‐1‐yl	NUM
eurjchem-1307	126	2	]	]	X
eurjchem-1307	127	1	methyl}benzenesulfonamide	methyl}benzenesulfonamide	NUM
eurjchem-1307	127	2	(	(	PUNCT
eurjchem-1307	127	3	22	22	NUM
eurjchem-1307	127	4	):	):	PUNCT
eurjchem-1307	127	5	color	color	NOUN
eurjchem-1307	127	6	:	:	PUNCT
eurjchem-1307	127	7	off‐white	off‐white	ADJ
eurjchem-1307	127	8	crystals	crystal	NOUN
eurjchem-1307	127	9	.	.	PUNCT
eurjchem-1307	128	1	yield	yield	NOUN
eurjchem-1307	128	2	:	:	PUNCT
eurjchem-1307	128	3	1.3074	1.3074	NUM
eurjchem-1307	128	4	g	g	NOUN
eurjchem-1307	128	5	(	(	PUNCT
eurjchem-1307	128	6	29.2	29.2	NUM
eurjchem-1307	128	7	%	%	NOUN
eurjchem-1307	128	8	)	)	PUNCT
eurjchem-1307	128	9	after	after	ADP
eurjchem-1307	128	10	chromatography	chromatography	NOUN
eurjchem-1307	128	11	and	and	CCONJ
eurjchem-1307	128	12	recrystal‐	recrystal‐	NOUN
eurjchem-1307	128	13	lization	lization	NOUN
eurjchem-1307	128	14	from	from	ADP
eurjchem-1307	128	15	ethyl	ethyl	PROPN
eurjchem-1307	128	16	acetate	acetate	NOUN
eurjchem-1307	128	17	:	:	PUNCT
eurjchem-1307	128	18	hexanes	hexane	NOUN
eurjchem-1307	128	19	.	.	PUNCT
eurjchem-1307	129	1	m.p	m.p	PROPN
eurjchem-1307	129	2	.	.	PROPN
eurjchem-1307	129	3	:	:	PUNCT
eurjchem-1307	129	4	68‐69	68‐69	NUM
eurjchem-1307	130	1	°	°	ADP
eurjchem-1307	130	2	c	c	NOUN
eurjchem-1307	130	3	.	.	PUNCT
eurjchem-1307	131	1	rf	rf	PRON
eurjchem-1307	131	2	(	(	PUNCT
eurjchem-1307	131	3	30	30	NUM
eurjchem-1307	131	4	%	%	NOUN
eurjchem-1307	131	5	ethyl	ethyl	PROPN
eurjchem-1307	131	6	acetate	acetate	PROPN
eurjchem-1307	131	7	/	/	SYM
eurjchem-1307	131	8	hexanes	hexane	NOUN
eurjchem-1307	131	9	):	):	PUNCT
eurjchem-1307	131	10	0.51	0.51	NUM
eurjchem-1307	131	11	.	.	PUNCT
eurjchem-1307	132	1	1h	1h	NUM
eurjchem-1307	132	2	nmr	nmr	NOUN
eurjchem-1307	132	3	(	(	PUNCT
eurjchem-1307	132	4	400	400	NUM
eurjchem-1307	132	5	mhz	mhz	NOUN
eurjchem-1307	132	6	,	,	PUNCT
eurjchem-1307	132	7	cdcl3	cdcl3	PROPN
eurjchem-1307	132	8	,	,	PUNCT
eurjchem-1307	132	9	δ	δ	PROPN
eurjchem-1307	132	10	,	,	PUNCT
eurjchem-1307	132	11	ppm	ppm	NUM
eurjchem-1307	132	12	):	):	PUNCT
eurjchem-1307	132	13	7.74	7.74	NUM
eurjchem-1307	132	14	(	(	PUNCT
eurjchem-1307	132	15	d	d	PROPN
eurjchem-1307	132	16	,	,	PUNCT
eurjchem-1307	132	17	2h	2h	NUM
eurjchem-1307	132	18	,	,	PUNCT
eurjchem-1307	132	19	ar‐h	ar‐h	NOUN
eurjchem-1307	132	20	)	)	PUNCT
eurjchem-1307	132	21	,	,	PUNCT
eurjchem-1307	132	22	7.29	7.29	NUM
eurjchem-1307	132	23	(	(	PUNCT
eurjchem-1307	132	24	d	d	NOUN
eurjchem-1307	132	25	,	,	PUNCT
eurjchem-1307	132	26	2h	2h	NUM
eurjchem-1307	132	27	,	,	PUNCT
eurjchem-1307	132	28	ar‐h	ar‐h	NOUN
eurjchem-1307	132	29	)	)	PUNCT
eurjchem-1307	132	30	,	,	PUNCT
eurjchem-1307	132	31	5.55	5.55	NUM
eurjchem-1307	132	32	(	(	PUNCT
eurjchem-1307	132	33	s	s	PROPN
eurjchem-1307	132	34	,	,	PUNCT
eurjchem-1307	132	35	1h	1h	NUM
eurjchem-1307	132	36	,	,	PUNCT
eurjchem-1307	132	37	hc	hc	PROPN
eurjchem-1307	132	38	=	=	NOUN
eurjchem-1307	132	39	c	c	NOUN
eurjchem-1307	132	40	)	)	PUNCT
eurjchem-1307	132	41	,	,	PUNCT
eurjchem-1307	132	42	4.72	4.72	NUM
eurjchem-1307	132	43	(	(	PUNCT
eurjchem-1307	132	44	m	m	PROPN
eurjchem-1307	132	45	,	,	PUNCT
eurjchem-1307	132	46	1h	1h	NUM
eurjchem-1307	132	47	,	,	PUNCT
eurjchem-1307	132	48	nh	nh	PROPN
eurjchem-1307	132	49	)	)	PUNCT
eurjchem-1307	132	50	,	,	PUNCT
eurjchem-1307	132	51	4.70	4.70	NUM
eurjchem-1307	132	52	(	(	PUNCT
eurjchem-1307	132	53	d	d	PROPN
eurjchem-1307	132	54	,	,	PUNCT
eurjchem-1307	132	55	2h	2h	NUM
eurjchem-1307	132	56	,	,	PUNCT
eurjchem-1307	132	57	h2c	h2c	PROPN
eurjchem-1307	132	58	=	=	SYM
eurjchem-1307	132	59	c	c	NOUN
eurjchem-1307	132	60	)	)	PUNCT
eurjchem-1307	132	61	,	,	PUNCT
eurjchem-1307	132	62	3.45	3.45	NUM
eurjchem-1307	132	63	(	(	PUNCT
eurjchem-1307	132	64	d	d	PROPN
eurjchem-1307	132	65	,	,	PUNCT
eurjchem-1307	132	66	2h	2h	NUM
eurjchem-1307	132	67	,	,	PUNCT
eurjchem-1307	132	68	c	c	NOUN
eurjchem-1307	132	69	=	=	NOUN
eurjchem-1307	132	70	c‐	c‐	NOUN
eurjchem-1307	132	71	ch2‐n	ch2‐n	PROPN
eurjchem-1307	132	72	)	)	PUNCT
eurjchem-1307	132	73	,	,	PUNCT
eurjchem-1307	132	74	2.41	2.41	NUM
eurjchem-1307	132	75	(	(	PUNCT
eurjchem-1307	132	76	s	s	PROPN
eurjchem-1307	132	77	,	,	PUNCT
eurjchem-1307	132	78	3h	3h	NUM
eurjchem-1307	132	79	,	,	PUNCT
eurjchem-1307	132	80	h3c‐ar	h3c‐ar	ADJ
eurjchem-1307	132	81	)	)	PUNCT
eurjchem-1307	132	82	,	,	PUNCT
eurjchem-1307	132	83	2.04‐1.93	2.04‐1.93	NUM
eurjchem-1307	132	84	(	(	PUNCT
eurjchem-1307	132	85	m	m	PROPN
eurjchem-1307	132	86	,	,	PUNCT
eurjchem-1307	132	87	4h	4h	NOUN
eurjchem-1307	132	88	,	,	PUNCT
eurjchem-1307	132	89	alkyl	alkyl	PROPN
eurjchem-1307	132	90	)	)	PUNCT
eurjchem-1307	132	91	,	,	PUNCT
eurjchem-1307	132	92	1.77	1.77	NUM
eurjchem-1307	132	93	(	(	PUNCT
eurjchem-1307	132	94	m	m	PROPN
eurjchem-1307	132	95	,	,	PUNCT
eurjchem-1307	132	96	1h	1h	NUM
eurjchem-1307	132	97	,	,	PUNCT
eurjchem-1307	132	98	alkyl	alkyl	PROPN
eurjchem-1307	132	99	)	)	PUNCT
eurjchem-1307	132	100	,	,	PUNCT
eurjchem-1307	132	101	1.73	1.73	NUM
eurjchem-1307	132	102	(	(	PUNCT
eurjchem-1307	132	103	m	m	PROPN
eurjchem-1307	132	104	,	,	PUNCT
eurjchem-1307	132	105	1h	1h	NUM
eurjchem-1307	132	106	,	,	PUNCT
eurjchem-1307	132	107	alkyl	alkyl	PROPN
eurjchem-1307	132	108	)	)	PUNCT
eurjchem-1307	132	109	,	,	PUNCT
eurjchem-1307	132	110	1.67	1.67	NUM
eurjchem-1307	132	111	(	(	PUNCT
eurjchem-1307	132	112	s	s	PROPN
eurjchem-1307	132	113	,	,	PUNCT
eurjchem-1307	132	114	3h	3h	NUM
eurjchem-1307	132	115	,	,	PUNCT
eurjchem-1307	132	116	h3c‐c	h3c‐c	VERB
eurjchem-1307	132	117	=	=	NOUN
eurjchem-1307	132	118	c	c	NOUN
eurjchem-1307	132	119	)	)	PUNCT
eurjchem-1307	132	120	,	,	PUNCT
eurjchem-1307	132	121	1.27	1.27	NUM
eurjchem-1307	132	122	(	(	PUNCT
eurjchem-1307	132	123	m	m	PROPN
eurjchem-1307	132	124	,	,	PUNCT
eurjchem-1307	132	125	1h	1h	NUM
eurjchem-1307	132	126	,	,	PUNCT
eurjchem-1307	132	127	alkyl	alkyl	PROPN
eurjchem-1307	132	128	)	)	PUNCT
eurjchem-1307	132	129	.	.	PUNCT
eurjchem-1307	133	1	13c	13c	NOUN
eurjchem-1307	133	2	nmr	nmr	NOUN
eurjchem-1307	133	3	(	(	PUNCT
eurjchem-1307	133	4	100	100	NUM
eurjchem-1307	133	5	mhz	mhz	NOUN
eurjchem-1307	133	6	,	,	PUNCT
eurjchem-1307	133	7	cdcl3	cdcl3	PROPN
eurjchem-1307	133	8	,	,	PUNCT
eurjchem-1307	133	9	δ	δ	PROPN
eurjchem-1307	133	10	,	,	PUNCT
eurjchem-1307	133	11	ppm	ppm	NUM
eurjchem-1307	133	12	):	):	PUNCT
eurjchem-1307	133	13	149.6	149.6	NUM
eurjchem-1307	133	14	,	,	PUNCT
eurjchem-1307	133	15	143.4	143.4	NUM
eurjchem-1307	133	16	,	,	PUNCT
eurjchem-1307	133	17	137.4	137.4	NUM
eurjchem-1307	133	18	,	,	PUNCT
eurjchem-1307	133	19	132.6	132.6	NUM
eurjchem-1307	133	20	,	,	PUNCT
eurjchem-1307	133	21	129.7	129.7	NUM
eurjchem-1307	133	22	,	,	PUNCT
eurjchem-1307	133	23	127.3	127.3	NUM
eurjchem-1307	133	24	,	,	PUNCT
eurjchem-1307	133	25	125.0	125.0	NUM
eurjchem-1307	133	26	,	,	PUNCT
eurjchem-1307	133	27	108.8	108.8	NUM
eurjchem-1307	133	28	,	,	PUNCT
eurjchem-1307	133	29	49.4	49.4	NUM
eurjchem-1307	133	30	,	,	PUNCT
eurjchem-1307	133	31	40.8	40.8	NUM
eurjchem-1307	133	32	,	,	PUNCT
eurjchem-1307	133	33	30.5	30.5	NUM
eurjchem-1307	133	34	,	,	PUNCT
eurjchem-1307	133	35	27.3	27.3	NUM
eurjchem-1307	133	36	,	,	PUNCT
eurjchem-1307	133	37	26.7	26.7	NUM
eurjchem-1307	133	38	,	,	PUNCT
eurjchem-1307	133	39	21.6	21.6	NUM
eurjchem-1307	133	40	,	,	PUNCT
eurjchem-1307	133	41	20.8	20.8	NUM
eurjchem-1307	133	42	.	.	PUNCT
eurjchem-1307	134	1	ir	ir	PROPN
eurjchem-1307	134	2	(	(	PUNCT
eurjchem-1307	134	3	atr	atr	PROPN
eurjchem-1307	134	4	,	,	PUNCT
eurjchem-1307	134	5	ν	ν	NOUN
eurjchem-1307	134	6	,	,	PUNCT
eurjchem-1307	134	7	cm‐1	cm‐1	PROPN
eurjchem-1307	134	8	):	):	PUNCT
eurjchem-1307	134	9	3260	3260	NUM
eurjchem-1307	134	10	,	,	PUNCT
eurjchem-1307	134	11	2910	2910	NUM
eurjchem-1307	134	12	,	,	PUNCT
eurjchem-1307	134	13	1643	1643	NUM
eurjchem-1307	134	14	,	,	PUNCT
eurjchem-1307	134	15	1596	1596	NUM
eurjchem-1307	134	16	,	,	PUNCT
eurjchem-1307	134	17	1432	1432	NUM
eurjchem-1307	134	18	,	,	PUNCT
eurjchem-1307	134	19	1318	1318	NUM
eurjchem-1307	134	20	,	,	PUNCT
eurjchem-1307	134	21	1156	1156	NUM
eurjchem-1307	134	22	,	,	PUNCT
eurjchem-1307	134	23	1090	1090	NUM
eurjchem-1307	134	24	,	,	PUNCT
eurjchem-1307	134	25	1058	1058	NUM
eurjchem-1307	134	26	,	,	PUNCT
eurjchem-1307	134	27	1040	1040	NUM
eurjchem-1307	134	28	,	,	PUNCT
eurjchem-1307	134	29	889	889	NUM
eurjchem-1307	134	30	,	,	PUNCT
eurjchem-1307	134	31	846	846	NUM
eurjchem-1307	134	32	,	,	PUNCT
eurjchem-1307	134	33	808	808	NUM
eurjchem-1307	134	34	,	,	PUNCT
eurjchem-1307	134	35	664	664	NUM
eurjchem-1307	134	36	,	,	PUNCT
eurjchem-1307	134	37	614	614	NUM
eurjchem-1307	134	38	,	,	PUNCT
eurjchem-1307	134	39	539	539	NUM
eurjchem-1307	134	40	.	.	PUNCT
eurjchem-1307	135	1	[	[	X
eurjchem-1307	135	2	α]d25	α]d25	NOUN
eurjchem-1307	135	3	=	=	SYM
eurjchem-1307	135	4	‐48	‐48	X
eurjchem-1307	135	5	(	(	PUNCT
eurjchem-1307	135	6	c	c	NOUN
eurjchem-1307	135	7	=	=	SYM
eurjchem-1307	135	8	10	10	NUM
eurjchem-1307	135	9	g	g	NOUN
eurjchem-1307	135	10	/	/	SYM
eurjchem-1307	135	11	100	100	NUM
eurjchem-1307	135	12	ml	ml	NOUN
eurjchem-1307	135	13	,	,	PUNCT
eurjchem-1307	135	14	meoh	meoh	PROPN
eurjchem-1307	135	15	)	)	PUNCT
eurjchem-1307	135	16	.	.	PUNCT
eurjchem-1307	136	1	ms	ms	PROPN
eurjchem-1307	136	2	/	/	SYM
eurjchem-1307	136	3	ms	ms	PROPN
eurjchem-1307	136	4	(	(	PUNCT
eurjchem-1307	136	5	m	m	PROPN
eurjchem-1307	136	6	/	/	SYM
eurjchem-1307	136	7	z	z	NOUN
eurjchem-1307	136	8	):	):	PUNCT
eurjchem-1307	136	9	306.2	306.2	NUM
eurjchem-1307	136	10	,	,	PUNCT
eurjchem-1307	136	11	184.2	184.2	NUM
eurjchem-1307	136	12	,	,	PUNCT
eurjchem-1307	136	13	155.1	155.1	NUM
eurjchem-1307	136	14	,	,	PUNCT
eurjchem-1307	136	15	135.2	135.2	NUM
eurjchem-1307	136	16	,	,	PUNCT
eurjchem-1307	136	17	107.2	107.2	NUM
eurjchem-1307	136	18	,	,	PUNCT
eurjchem-1307	136	19	93.1	93.1	NUM
eurjchem-1307	136	20	,	,	PUNCT
eurjchem-1307	136	21	91.1	91.1	NUM
eurjchem-1307	136	22	,	,	PUNCT
eurjchem-1307	136	23	79.1	79.1	NUM
eurjchem-1307	136	24	.	.	PUNCT
eurjchem-1307	137	1	[	[	X
eurjchem-1307	137	2	m+1	m+1	X
eurjchem-1307	137	3	]	]	PUNCT
eurjchem-1307	137	4	of	of	ADP
eurjchem-1307	137	5	306.2	306.2	NUM
eurjchem-1307	137	6	is	be	AUX
eurjchem-1307	137	7	consistent	consistent	ADJ
eurjchem-1307	137	8	with	with	ADP
eurjchem-1307	137	9	calculated	calculate	VERB
eurjchem-1307	137	10	[	[	PUNCT
eurjchem-1307	137	11	m+h]+	m+h]+	NOUN
eurjchem-1307	137	12	of	of	ADP
eurjchem-1307	137	13	306.2	306.2	NUM
eurjchem-1307	137	14	.	.	PUNCT
eurjchem-1307	138	1	4‐methyl‐n‐[(1r	4‐methyl‐n‐[(1r	NUM
eurjchem-1307	138	2	,	,	PUNCT
eurjchem-1307	138	3	5r)‐2‐methyl‐5‐(prop‐1‐en‐2‐yl)cyclohex‐	5r)‐2‐methyl‐5‐(prop‐1‐en‐2‐yl)cyclohex‐	NUM
eurjchem-1307	138	4	2‐en‐1‐yl]benzenesulfonamide	2‐en‐1‐yl]benzenesulfonamide	NOUN
eurjchem-1307	138	5	(	(	PUNCT
eurjchem-1307	138	6	16b	16b	X
eurjchem-1307	138	7	)	)	PUNCT
eurjchem-1307	139	1	[	[	X
eurjchem-1307	139	2	17,18	17,18	NUM
eurjchem-1307	139	3	]	]	X
eurjchem-1307	139	4	:	:	PUNCT
eurjchem-1307	139	5	color	color	NOUN
eurjchem-1307	139	6	:	:	PUNCT
eurjchem-1307	139	7	colorless	colorless	ADJ
eurjchem-1307	139	8	crystals	crystal	NOUN
eurjchem-1307	139	9	.	.	PUNCT
eurjchem-1307	140	1	crystals	crystal	NOUN
eurjchem-1307	140	2	for	for	ADP
eurjchem-1307	140	3	x‐ray	x‐ray	ADJ
eurjchem-1307	140	4	crystallography	crystallography	NOUN
eurjchem-1307	140	5	were	be	AUX
eurjchem-1307	140	6	grown	grow	VERB
eurjchem-1307	140	7	from	from	ADP
eurjchem-1307	140	8	ethanol	ethanol	NOUN
eurjchem-1307	140	9	by	by	ADP
eurjchem-1307	140	10	slow	slow	ADJ
eurjchem-1307	140	11	evaporation	evaporation	NOUN
eurjchem-1307	140	12	.	.	PUNCT
eurjchem-1307	141	1	yield	yield	NOUN
eurjchem-1307	141	2	:	:	PUNCT
eurjchem-1307	141	3	2.9579	2.9579	NUM
eurjchem-1307	141	4	g	g	NOUN
eurjchem-1307	141	5	(	(	PUNCT
eurjchem-1307	141	6	26.4	26.4	NUM
eurjchem-1307	141	7	%	%	NOUN
eurjchem-1307	141	8	)	)	PUNCT
eurjchem-1307	141	9	after	after	ADP
eurjchem-1307	141	10	chromatography	chromatography	NOUN
eurjchem-1307	141	11	and	and	CCONJ
eurjchem-1307	141	12	recrystallization	recrystallization	NOUN
eurjchem-1307	141	13	from	from	ADP
eurjchem-1307	141	14	ethyl	ethyl	PROPN
eurjchem-1307	141	15	acetate/	acetate/	PROPN
eurjchem-1307	141	16	hexanes	hexane	VERB
eurjchem-1307	141	17	.	.	PUNCT
eurjchem-1307	142	1	a	a	DET
eurjchem-1307	142	2	second	second	ADJ
eurjchem-1307	142	3	crop	crop	NOUN
eurjchem-1307	142	4	of	of	ADP
eurjchem-1307	142	5	0.6173	0.6173	NUM
eurjchem-1307	142	6	g	g	NOUN
eurjchem-1307	142	7	(	(	PUNCT
eurjchem-1307	142	8	5.5	5.5	NUM
eurjchem-1307	142	9	%	%	NOUN
eurjchem-1307	142	10	)	)	PUNCT
eurjchem-1307	142	11	was	be	AUX
eurjchem-1307	142	12	obtained	obtain	VERB
eurjchem-1307	142	13	.	.	PUNCT
eurjchem-1307	143	1	m.p	m.p	PROPN
eurjchem-1307	143	2	.	.	PROPN
eurjchem-1307	143	3	:	:	PUNCT
eurjchem-1307	144	1	100‐102	100‐102	NUM
eurjchem-1307	144	2	°	°	ADP
eurjchem-1307	144	3	c	c	X
eurjchem-1307	144	4	(	(	PUNCT
eurjchem-1307	144	5	lit	lit	ADJ
eurjchem-1307	144	6	.	.	PUNCT
eurjchem-1307	145	1	108‐110	108‐110	NUM
eurjchem-1307	145	2	°	°	NOUN
eurjchem-1307	145	3	c	c	NOUN
eurjchem-1307	145	4	)	)	PUNCT
eurjchem-1307	146	1	[	[	X
eurjchem-1307	146	2	18	18	NUM
eurjchem-1307	146	3	]	]	PUNCT
eurjchem-1307	146	4	.	.	PUNCT
eurjchem-1307	147	1	rf	rf	PRON
eurjchem-1307	147	2	(	(	PUNCT
eurjchem-1307	147	3	30	30	NUM
eurjchem-1307	147	4	%	%	NOUN
eurjchem-1307	147	5	ethyl	ethyl	PROPN
eurjchem-1307	147	6	acetate/	acetate/	PROPN
eurjchem-1307	147	7	hexanes	hexane	VERB
eurjchem-1307	147	8	):	):	PUNCT
eurjchem-1307	147	9	0.56	0.56	NUM
eurjchem-1307	147	10	.	.	PUNCT
eurjchem-1307	148	1	1h	1h	NUM
eurjchem-1307	148	2	nmr	nmr	NOUN
eurjchem-1307	148	3	(	(	PUNCT
eurjchem-1307	148	4	400	400	NUM
eurjchem-1307	148	5	mhz	mhz	NOUN
eurjchem-1307	148	6	,	,	PUNCT
eurjchem-1307	148	7	cdcl3	cdcl3	PROPN
eurjchem-1307	148	8	,	,	PUNCT
eurjchem-1307	148	9	δ	δ	PROPN
eurjchem-1307	148	10	,	,	PUNCT
eurjchem-1307	148	11	ppm	ppm	NUM
eurjchem-1307	148	12	):	):	PUNCT
eurjchem-1307	148	13	7.77	7.77	NUM
eurjchem-1307	148	14	(	(	PUNCT
eurjchem-1307	148	15	d	d	PROPN
eurjchem-1307	148	16	,	,	PUNCT
eurjchem-1307	148	17	2h	2h	NUM
eurjchem-1307	148	18	,	,	PUNCT
eurjchem-1307	148	19	ar‐h	ar‐h	NOUN
eurjchem-1307	148	20	)	)	PUNCT
eurjchem-1307	148	21	,	,	PUNCT
eurjchem-1307	148	22	7.29	7.29	NUM
eurjchem-1307	148	23	(	(	PUNCT
eurjchem-1307	148	24	d	d	NOUN
eurjchem-1307	148	25	,	,	PUNCT
eurjchem-1307	148	26	2h	2h	NUM
eurjchem-1307	148	27	,	,	PUNCT
eurjchem-1307	148	28	ar‐h	ar‐h	NOUN
eurjchem-1307	148	29	)	)	PUNCT
eurjchem-1307	148	30	,	,	PUNCT
eurjchem-1307	148	31	5.52	5.52	NUM
eurjchem-1307	148	32	(	(	PUNCT
eurjchem-1307	148	33	s	s	PROPN
eurjchem-1307	148	34	,	,	PUNCT
eurjchem-1307	148	35	1h	1h	NUM
eurjchem-1307	148	36	,	,	PUNCT
eurjchem-1307	148	37	hc	hc	PROPN
eurjchem-1307	148	38	=	=	NOUN
eurjchem-1307	148	39	c	c	NOUN
eurjchem-1307	148	40	)	)	PUNCT
eurjchem-1307	148	41	,	,	PUNCT
eurjchem-1307	148	42	4.65	4.65	NUM
eurjchem-1307	148	43	(	(	PUNCT
eurjchem-1307	148	44	d	d	PROPN
eurjchem-1307	148	45	,	,	PUNCT
eurjchem-1307	148	46	2h	2h	NUM
eurjchem-1307	148	47	,	,	PUNCT
eurjchem-1307	148	48	h2c	h2c	PROPN
eurjchem-1307	148	49	=	=	SYM
eurjchem-1307	148	50	c	c	NOUN
eurjchem-1307	148	51	)	)	PUNCT
eurjchem-1307	148	52	,	,	PUNCT
eurjchem-1307	148	53	4.51	4.51	NUM
eurjchem-1307	148	54	(	(	PUNCT
eurjchem-1307	148	55	d	d	PROPN
eurjchem-1307	148	56	,	,	PUNCT
eurjchem-1307	148	57	1h	1h	NUM
eurjchem-1307	148	58	,	,	PUNCT
eurjchem-1307	148	59	hc‐n	hc‐n	PROPN
eurjchem-1307	148	60	)	)	PUNCT
eurjchem-1307	148	61	,	,	PUNCT
eurjchem-1307	148	62	3.85	3.85	NUM
eurjchem-1307	148	63	(	(	PUNCT
eurjchem-1307	148	64	br	br	PROPN
eurjchem-1307	148	65	s	s	PROPN
eurjchem-1307	148	66	,	,	PUNCT
eurjchem-1307	148	67	1h	1h	NUM
eurjchem-1307	148	68	,	,	PUNCT
eurjchem-1307	148	69	nh	nh	PROPN
eurjchem-1307	148	70	)	)	PUNCT
eurjchem-1307	148	71	,	,	PUNCT
eurjchem-1307	148	72	2.42	2.42	NUM
eurjchem-1307	148	73	(	(	PUNCT
eurjchem-1307	148	74	s	s	PROPN
eurjchem-1307	148	75	,	,	PUNCT
eurjchem-1307	148	76	3h	3h	NUM
eurjchem-1307	148	77	,	,	PUNCT
eurjchem-1307	148	78	h3c‐ar	h3c‐ar	NUM
eurjchem-1307	148	79	)	)	PUNCT
eurjchem-1307	148	80	,	,	PUNCT
eurjchem-1307	148	81	2.15	2.15	NUM
eurjchem-1307	148	82	(	(	PUNCT
eurjchem-1307	148	83	m	m	PROPN
eurjchem-1307	148	84	,	,	PUNCT
eurjchem-1307	148	85	1h	1h	NUM
eurjchem-1307	148	86	,	,	PUNCT
eurjchem-1307	148	87	alkyl	alkyl	PROPN
eurjchem-1307	148	88	)	)	PUNCT
eurjchem-1307	148	89	,	,	PUNCT
eurjchem-1307	148	90	2.05	2.05	NUM
eurjchem-1307	148	91	(	(	PUNCT
eurjchem-1307	148	92	m	m	PROPN
eurjchem-1307	148	93	,	,	PUNCT
eurjchem-1307	148	94	1h	1h	NUM
eurjchem-1307	148	95	,	,	PUNCT
eurjchem-1307	148	96	alkyl	alkyl	PROPN
eurjchem-1307	148	97	)	)	PUNCT
eurjchem-1307	148	98	,	,	PUNCT
eurjchem-1307	148	99	2.01	2.01	NUM
eurjchem-1307	148	100	(	(	PUNCT
eurjchem-1307	148	101	m	m	PROPN
eurjchem-1307	148	102	,	,	PUNCT
eurjchem-1307	148	103	2h	2h	NUM
eurjchem-1307	148	104	,	,	PUNCT
eurjchem-1307	148	105	alkyl	alkyl	NOUN
eurjchem-1307	148	106	)	)	PUNCT
eurjchem-1307	148	107	,	,	PUNCT
eurjchem-1307	148	108	1.63	1.63	NUM
eurjchem-1307	148	109	(	(	PUNCT
eurjchem-1307	148	110	s	s	PROPN
eurjchem-1307	148	111	,	,	PUNCT
eurjchem-1307	148	112	3h	3h	NUM
eurjchem-1307	148	113	,	,	PUNCT
eurjchem-1307	148	114	ch3	ch3	PROPN
eurjchem-1307	148	115	)	)	PUNCT
eurjchem-1307	148	116	,	,	PUNCT
eurjchem-1307	148	117	1.52	1.52	NUM
eurjchem-1307	148	118	(	(	PUNCT
eurjchem-1307	148	119	s	s	PROPN
eurjchem-1307	148	120	,	,	PUNCT
eurjchem-1307	148	121	3h	3h	NUM
eurjchem-1307	148	122	,	,	PUNCT
eurjchem-1307	148	123	ch3	ch3	PROPN
eurjchem-1307	148	124	)	)	PUNCT
eurjchem-1307	148	125	,	,	PUNCT
eurjchem-1307	148	126	1.36	1.36	NUM
eurjchem-1307	148	127	(	(	PUNCT
eurjchem-1307	148	128	m	m	PROPN
eurjchem-1307	148	129	,	,	PUNCT
eurjchem-1307	148	130	1h	1h	NUM
eurjchem-1307	148	131	,	,	PUNCT
eurjchem-1307	148	132	alkyl	alkyl	PROPN
eurjchem-1307	148	133	)	)	PUNCT
eurjchem-1307	148	134	.	.	PUNCT
eurjchem-1307	149	1	13c	13c	NOUN
eurjchem-1307	149	2	nmr	nmr	NOUN
eurjchem-1307	149	3	(	(	PUNCT
eurjchem-1307	149	4	100	100	NUM
eurjchem-1307	149	5	mhz	mhz	NOUN
eurjchem-1307	149	6	,	,	PUNCT
eurjchem-1307	149	7	cdcl3	cdcl3	PROPN
eurjchem-1307	149	8	,	,	PUNCT
eurjchem-1307	149	9	δ	δ	PROPN
eurjchem-1307	149	10	,	,	PUNCT
eurjchem-1307	149	11	ppm	ppm	NUM
eurjchem-1307	149	12	):	):	PUNCT
eurjchem-1307	149	13	148.5	148.5	NUM
eurjchem-1307	149	14	,	,	PUNCT
eurjchem-1307	149	15	143.3	143.3	NUM
eurjchem-1307	149	16	,	,	PUNCT
eurjchem-1307	149	17	138.6	138.6	NUM
eurjchem-1307	149	18	,	,	PUNCT
eurjchem-1307	149	19	133.0	133.0	NUM
eurjchem-1307	149	20	,	,	PUNCT
eurjchem-1307	149	21	129.7	129.7	NUM
eurjchem-1307	149	22	,	,	PUNCT
eurjchem-1307	149	23	127.1	127.1	NUM
eurjchem-1307	149	24	,	,	PUNCT
eurjchem-1307	149	25	125.8	125.8	NUM
eurjchem-1307	149	26	,	,	PUNCT
eurjchem-1307	149	27	109.5	109.5	NUM
eurjchem-1307	149	28	,	,	PUNCT
eurjchem-1307	149	29	54.5	54.5	NUM
eurjchem-1307	149	30	,	,	PUNCT
eurjchem-1307	149	31	40.3	40.3	NUM
eurjchem-1307	149	32	,	,	PUNCT
eurjchem-1307	149	33	36.6	36.6	NUM
eurjchem-1307	149	34	,	,	PUNCT
eurjchem-1307	149	35	30.5	30.5	NUM
eurjchem-1307	149	36	,	,	PUNCT
eurjchem-1307	149	37	21.6	21.6	NUM
eurjchem-1307	149	38	,	,	PUNCT
eurjchem-1307	149	39	20.8	20.8	NUM
eurjchem-1307	149	40	,	,	PUNCT
eurjchem-1307	149	41	20.1	20.1	NUM
eurjchem-1307	149	42	.	.	PUNCT
eurjchem-1307	150	1	[	[	X
eurjchem-1307	150	2	α]d25	α]d25	NOUN
eurjchem-1307	150	3	=	=	SYM
eurjchem-1307	150	4	‐33	‐33	NOUN
eurjchem-1307	150	5	(	(	PUNCT
eurjchem-1307	150	6	c	c	NOUN
eurjchem-1307	150	7	=	=	SYM
eurjchem-1307	150	8	10	10	NUM
eurjchem-1307	150	9	g	g	NOUN
eurjchem-1307	150	10	/	/	SYM
eurjchem-1307	150	11	100	100	NUM
eurjchem-1307	150	12	ml	ml	NOUN
eurjchem-1307	150	13	,	,	PUNCT
eurjchem-1307	150	14	meoh	meoh	PROPN
eurjchem-1307	150	15	)	)	PUNCT
eurjchem-1307	150	16	(	(	PUNCT
eurjchem-1307	150	17	lit	light	VERB
eurjchem-1307	150	18	:	:	PUNCT
eurjchem-1307	151	1	[	[	X
eurjchem-1307	151	2	α]d25	α]d25	NOUN
eurjchem-1307	151	3	=	=	SYM
eurjchem-1307	151	4	‐50.1	‐50.1	X
eurjchem-1307	151	5	(	(	PUNCT
eurjchem-1307	151	6	c	c	NOUN
eurjchem-1307	151	7	=	=	SYM
eurjchem-1307	151	8	1	1	NUM
eurjchem-1307	151	9	,	,	PUNCT
eurjchem-1307	151	10	chcl3	chcl3	PROPN
eurjchem-1307	151	11	)	)	PUNCT
eurjchem-1307	152	1	[	[	X
eurjchem-1307	152	2	17	17	NUM
eurjchem-1307	152	3	]	]	PUNCT
eurjchem-1307	152	4	;	;	PUNCT
eurjchem-1307	153	1	[	[	X
eurjchem-1307	153	2	α]d20	α]d20	NOUN
eurjchem-1307	153	3	=	=	PUNCT
eurjchem-1307	153	4	‐3.7	‐3.7	NOUN
eurjchem-1307	153	5	(	(	PUNCT
eurjchem-1307	153	6	c	c	NOUN
eurjchem-1307	153	7	=	=	SYM
eurjchem-1307	153	8	25.2	25.2	NUM
eurjchem-1307	153	9	,	,	PUNCT
eurjchem-1307	153	10	thf	thf	NOUN
eurjchem-1307	153	11	)	)	PUNCT
eurjchem-1307	153	12	[	[	X
eurjchem-1307	153	13	18	18	NUM
eurjchem-1307	153	14	]	]	PUNCT
eurjchem-1307	153	15	)	)	PUNCT
eurjchem-1307	153	16	.	.	PUNCT
eurjchem-1307	154	1	ir	ir	PROPN
eurjchem-1307	154	2	(	(	PUNCT
eurjchem-1307	154	3	atr	atr	PROPN
eurjchem-1307	154	4	,	,	PUNCT
eurjchem-1307	154	5	ν	ν	NOUN
eurjchem-1307	154	6	,	,	PUNCT
eurjchem-1307	154	7	cm‐1	cm‐1	PROPN
eurjchem-1307	154	8	):	):	PUNCT
eurjchem-1307	154	9	3298	3298	NUM
eurjchem-1307	154	10	,	,	PUNCT
eurjchem-1307	154	11	2918	2918	NUM
eurjchem-1307	154	12	,	,	PUNCT
eurjchem-1307	154	13	1648	1648	NUM
eurjchem-1307	154	14	,	,	PUNCT
eurjchem-1307	154	15	1597	1597	NUM
eurjchem-1307	154	16	,	,	PUNCT
eurjchem-1307	154	17	1495	1495	NUM
eurjchem-1307	154	18	,	,	PUNCT
eurjchem-1307	154	19	1435	1435	NUM
eurjchem-1307	154	20	,	,	PUNCT
eurjchem-1307	154	21	1382	1382	NUM
eurjchem-1307	154	22	,	,	PUNCT
eurjchem-1307	154	23	1327	1327	NUM
eurjchem-1307	154	24	,	,	PUNCT
eurjchem-1307	154	25	1296	1296	NUM
eurjchem-1307	154	26	,	,	PUNCT
eurjchem-1307	154	27	1265	1265	NUM
eurjchem-1307	154	28	,	,	PUNCT
eurjchem-1307	154	29	1153	1153	NUM
eurjchem-1307	154	30	,	,	PUNCT
eurjchem-1307	154	31	1092	1092	NUM
eurjchem-1307	154	32	,	,	PUNCT
eurjchem-1307	154	33	1062	1062	NUM
eurjchem-1307	154	34	,	,	PUNCT
eurjchem-1307	154	35	1046	1046	NUM
eurjchem-1307	154	36	,	,	PUNCT
eurjchem-1307	154	37	978	978	NUM
eurjchem-1307	154	38	,	,	PUNCT
eurjchem-1307	154	39	922	922	NUM
eurjchem-1307	154	40	,	,	PUNCT
eurjchem-1307	154	41	896	896	NUM
eurjchem-1307	154	42	,	,	PUNCT
eurjchem-1307	154	43	850	850	NUM
eurjchem-1307	154	44	,	,	PUNCT
eurjchem-1307	154	45	764	764	NUM
eurjchem-1307	154	46	,	,	PUNCT
eurjchem-1307	154	47	705	705	NUM
eurjchem-1307	154	48	,	,	PUNCT
eurjchem-1307	154	49	666	666	NUM
eurjchem-1307	154	50	.	.	PUNCT
eurjchem-1307	155	1	ms	ms	PROPN
eurjchem-1307	155	2	/	/	SYM
eurjchem-1307	155	3	ms	ms	PROPN
eurjchem-1307	155	4	(	(	PUNCT
eurjchem-1307	155	5	m	m	PROPN
eurjchem-1307	155	6	/	/	SYM
eurjchem-1307	155	7	z	z	NOUN
eurjchem-1307	155	8	):	):	PUNCT
eurjchem-1307	155	9	306.3	306.3	NUM
eurjchem-1307	155	10	,	,	PUNCT
eurjchem-1307	155	11	212.2	212.2	NUM
eurjchem-1307	155	12	,	,	PUNCT
eurjchem-1307	155	13	172.1	172.1	NUM
eurjchem-1307	155	14	,	,	PUNCT
eurjchem-1307	155	15	155.2	155.2	NUM
eurjchem-1307	155	16	,	,	PUNCT
eurjchem-1307	155	17	135.2	135.2	NUM
eurjchem-1307	155	18	,	,	PUNCT
eurjchem-1307	155	19	107.1	107.1	NUM
eurjchem-1307	155	20	,	,	PUNCT
eurjchem-1307	155	21	93.1	93.1	NUM
eurjchem-1307	155	22	,	,	PUNCT
eurjchem-1307	155	23	91.0	91.0	NUM
eurjchem-1307	155	24	.	.	PUNCT
eurjchem-1307	156	1	[	[	X
eurjchem-1307	156	2	m+1	m+1	X
eurjchem-1307	156	3	]	]	PUNCT
eurjchem-1307	156	4	of	of	ADP
eurjchem-1307	156	5	306.3	306.3	NUM
eurjchem-1307	156	6	is	be	AUX
eurjchem-1307	156	7	consistent	consistent	ADJ
eurjchem-1307	156	8	with	with	ADP
eurjchem-1307	156	9	calculated	calculate	VERB
eurjchem-1307	156	10	[	[	PUNCT
eurjchem-1307	156	11	m+h]+	m+h]+	NOUN
eurjchem-1307	156	12	of	of	ADP
eurjchem-1307	156	13	306.2	306.2	NUM
eurjchem-1307	156	14	.	.	PUNCT
eurjchem-1307	157	1	n‐[(1r	n‐[(1r	PROPN
eurjchem-1307	157	2	,	,	PUNCT
eurjchem-1307	157	3	5r)‐2‐(2‐hydroxyethyl)‐5‐(prop‐1‐en‐2‐yl)cyclohex‐	5r)‐2‐(2‐hydroxyethyl)‐5‐(prop‐1‐en‐2‐yl)cyclohex‐	NUM
eurjchem-1307	157	4	2‐en‐1‐yl]‐4‐methylbenzenesulfonamide	2‐en‐1‐yl]‐4‐methylbenzenesulfonamide	NOUN
eurjchem-1307	157	5	(	(	PUNCT
eurjchem-1307	157	6	24	24	NUM
eurjchem-1307	157	7	):	):	PUNCT
eurjchem-1307	157	8	color	color	NOUN
eurjchem-1307	157	9	:	:	PUNCT
eurjchem-1307	157	10	colorless	colorless	ADJ
eurjchem-1307	157	11	crystals	crystal	NOUN
eurjchem-1307	157	12	.	.	PUNCT
eurjchem-1307	158	1	yield	yield	VERB
eurjchem-1307	158	2	on	on	ADP
eurjchem-1307	158	3	3.67	3.67	NUM
eurjchem-1307	158	4	mmol	mmol	NOUN
eurjchem-1307	158	5	scale	scale	NOUN
eurjchem-1307	158	6	was	be	AUX
eurjchem-1307	158	7	0.1725	0.1725	NUM
eurjchem-1307	158	8	g	g	NOUN
eurjchem-1307	158	9	(	(	PUNCT
eurjchem-1307	158	10	14.0	14.0	NUM
eurjchem-1307	158	11	%	%	NOUN
eurjchem-1307	158	12	)	)	PUNCT
eurjchem-1307	158	13	after	after	ADP
eurjchem-1307	158	14	chromatography	chromatography	NOUN
eurjchem-1307	158	15	and	and	CCONJ
eurjchem-1307	158	16	recrystallization	recrystallization	NOUN
eurjchem-1307	158	17	from	from	ADP
eurjchem-1307	158	18	ethyl	ethyl	PROPN
eurjchem-1307	158	19	acetate	acetate	NOUN
eurjchem-1307	158	20	and	and	CCONJ
eurjchem-1307	158	21	hexanes	hexane	NOUN
eurjchem-1307	158	22	.	.	PUNCT
eurjchem-1307	159	1	yield	yield	NOUN
eurjchem-1307	159	2	on	on	ADP
eurjchem-1307	159	3	36.7	36.7	NUM
eurjchem-1307	159	4	mmol	mmol	NOUN
eurjchem-1307	159	5	scale	scale	NOUN
eurjchem-1307	159	6	was	be	AUX
eurjchem-1307	159	7	1.1013	1.1013	NUM
eurjchem-1307	159	8	(	(	PUNCT
eurjchem-1307	159	9	8.9	8.9	NUM
eurjchem-1307	159	10	%	%	NOUN
eurjchem-1307	159	11	)	)	PUNCT
eurjchem-1307	159	12	total	total	NOUN
eurjchem-1307	159	13	after	after	ADP
eurjchem-1307	159	14	chromatography	chromatography	NOUN
eurjchem-1307	159	15	and	and	CCONJ
eurjchem-1307	159	16	recrystallization	recrystallization	NOUN
eurjchem-1307	159	17	in	in	ADP
eurjchem-1307	159	18	three	three	NUM
eurjchem-1307	159	19	crops	crop	NOUN
eurjchem-1307	159	20	.	.	PUNCT
eurjchem-1307	160	1	another	another	DET
eurjchem-1307	160	2	3.6323	3.6323	NUM
eurjchem-1307	160	3	g	g	NOUN
eurjchem-1307	160	4	of	of	ADP
eurjchem-1307	160	5	oil	oil	NOUN
eurjchem-1307	160	6	that	that	PRON
eurjchem-1307	160	7	was	be	AUX
eurjchem-1307	160	8	still	still	ADV
eurjchem-1307	160	9	predominantly	predominantly	ADV
eurjchem-1307	160	10	24	24	NUM
eurjchem-1307	160	11	remained	remain	VERB
eurjchem-1307	160	12	in	in	ADP
eurjchem-1307	160	13	the	the	DET
eurjchem-1307	160	14	mother	mother	NOUN
eurjchem-1307	160	15	liquor	liquor	NOUN
eurjchem-1307	160	16	.	.	PUNCT
eurjchem-1307	161	1	m.p	m.p	PROPN
eurjchem-1307	161	2	.	.	PROPN
eurjchem-1307	161	3	:	:	PUNCT
eurjchem-1307	162	1	122‐124	122‐124	NUM
eurjchem-1307	162	2	°	°	SYM
eurjchem-1307	162	3	c	c	VERB
eurjchem-1307	162	4	.	.	PUNCT
eurjchem-1307	163	1	rf	rf	PRON
eurjchem-1307	163	2	(	(	PUNCT
eurjchem-1307	163	3	60	60	NUM
eurjchem-1307	163	4	%	%	NOUN
eurjchem-1307	163	5	ethyl	ethyl	PROPN
eurjchem-1307	163	6	acetate	acetate	NOUN
eurjchem-1307	163	7	:	:	PUNCT
eurjchem-1307	163	8	hexanes	hexane	NOUN
eurjchem-1307	163	9	):	):	PUNCT
eurjchem-1307	163	10	0.54	0.54	NUM
eurjchem-1307	163	11	.	.	PUNCT
eurjchem-1307	164	1	1h	1h	NUM
eurjchem-1307	164	2	nmr	nmr	NOUN
eurjchem-1307	164	3	(	(	PUNCT
eurjchem-1307	164	4	300	300	NUM
eurjchem-1307	164	5	mhz	mhz	NOUN
eurjchem-1307	164	6	,	,	PUNCT
eurjchem-1307	164	7	cdcl3	cdcl3	PROPN
eurjchem-1307	164	8	,	,	PUNCT
eurjchem-1307	164	9	δ	δ	PROPN
eurjchem-1307	164	10	,	,	PUNCT
eurjchem-1307	164	11	ppm	ppm	NUM
eurjchem-1307	164	12	):	):	PUNCT
eurjchem-1307	164	13	7.79	7.79	NUM
eurjchem-1307	164	14	(	(	PUNCT
eurjchem-1307	164	15	d	d	PROPN
eurjchem-1307	164	16	,	,	PUNCT
eurjchem-1307	164	17	2h	2h	NUM
eurjchem-1307	164	18	,	,	PUNCT
eurjchem-1307	164	19	ar‐h	ar‐h	NOUN
eurjchem-1307	164	20	)	)	PUNCT
eurjchem-1307	164	21	,	,	PUNCT
eurjchem-1307	164	22	7.29	7.29	NUM
eurjchem-1307	164	23	(	(	PUNCT
eurjchem-1307	164	24	d	d	NOUN
eurjchem-1307	164	25	,	,	PUNCT
eurjchem-1307	164	26	2h	2h	NUM
eurjchem-1307	164	27	,	,	PUNCT
eurjchem-1307	164	28	ar‐h	ar‐h	NOUN
eurjchem-1307	164	29	)	)	PUNCT
eurjchem-1307	164	30	,	,	PUNCT
eurjchem-1307	164	31	5.65	5.65	NUM
eurjchem-1307	164	32	(	(	PUNCT
eurjchem-1307	164	33	s	s	PROPN
eurjchem-1307	164	34	,	,	PUNCT
eurjchem-1307	164	35	1h	1h	NUM
eurjchem-1307	164	36	,	,	PUNCT
eurjchem-1307	164	37	hc	hc	PROPN
eurjchem-1307	164	38	=	=	NOUN
eurjchem-1307	164	39	c	c	NOUN
eurjchem-1307	164	40	)	)	PUNCT
eurjchem-1307	164	41	,	,	PUNCT
eurjchem-1307	164	42	5.31	5.31	NUM
eurjchem-1307	164	43	(	(	PUNCT
eurjchem-1307	164	44	d	d	PROPN
eurjchem-1307	164	45	,	,	PUNCT
eurjchem-1307	164	46	1h	1h	NUM
eurjchem-1307	164	47	,	,	PUNCT
eurjchem-1307	164	48	hc‐n	hc‐n	PROPN
eurjchem-1307	164	49	)	)	PUNCT
eurjchem-1307	164	50	,	,	PUNCT
eurjchem-1307	164	51	4.65	4.65	NUM
eurjchem-1307	164	52	(	(	PUNCT
eurjchem-1307	164	53	d	d	PROPN
eurjchem-1307	164	54	,	,	PUNCT
eurjchem-1307	164	55	2h	2h	NUM
eurjchem-1307	164	56	,	,	PUNCT
eurjchem-1307	164	57	h2c	h2c	PROPN
eurjchem-1307	164	58	=	=	SYM
eurjchem-1307	164	59	c	c	NOUN
eurjchem-1307	164	60	)	)	PUNCT
eurjchem-1307	164	61	,	,	PUNCT
eurjchem-1307	164	62	3.90	3.90	NUM
eurjchem-1307	164	63	(	(	PUNCT
eurjchem-1307	164	64	bs	bs	NOUN
eurjchem-1307	164	65	,	,	PUNCT
eurjchem-1307	164	66	1h	1h	NUM
eurjchem-1307	164	67	,	,	PUNCT
eurjchem-1307	164	68	nh	nh	PROPN
eurjchem-1307	164	69	)	)	PUNCT
eurjchem-1307	164	70	,	,	PUNCT
eurjchem-1307	164	71	3.58	3.58	NUM
eurjchem-1307	164	72	(	(	PUNCT
eurjchem-1307	164	73	m	m	PROPN
eurjchem-1307	164	74	,	,	PUNCT
eurjchem-1307	164	75	2h	2h	NUM
eurjchem-1307	164	76	,	,	PUNCT
eurjchem-1307	164	77	h2c‐o	h2c‐o	PROPN
eurjchem-1307	164	78	)	)	PUNCT
eurjchem-1307	164	79	,	,	PUNCT
eurjchem-1307	164	80	2.42	2.42	NUM
eurjchem-1307	164	81	(	(	PUNCT
eurjchem-1307	164	82	s	s	PROPN
eurjchem-1307	164	83	,	,	PUNCT
eurjchem-1307	164	84	3h	3h	NUM
eurjchem-1307	164	85	,	,	PUNCT
eurjchem-1307	164	86	h3c‐ar	h3c‐ar	ADJ
eurjchem-1307	164	87	)	)	PUNCT
eurjchem-1307	164	88	,	,	PUNCT
eurjchem-1307	164	89	2.31‐1.81	2.31‐1.81	NUM
eurjchem-1307	164	90	(	(	PUNCT
eurjchem-1307	164	91	m	m	PROPN
eurjchem-1307	164	92	,	,	PUNCT
eurjchem-1307	164	93	6h	6h	NUM
eurjchem-1307	164	94	,	,	PUNCT
eurjchem-1307	164	95	alkyl	alkyl	PROPN
eurjchem-1307	164	96	)	)	PUNCT
eurjchem-1307	164	97	,	,	PUNCT
eurjchem-1307	164	98	1.62	1.62	NUM
eurjchem-1307	164	99	(	(	PUNCT
eurjchem-1307	164	100	s	s	PROPN
eurjchem-1307	164	101	,	,	PUNCT
eurjchem-1307	164	102	3h	3h	NUM
eurjchem-1307	164	103	,	,	PUNCT
eurjchem-1307	164	104	ch3	ch3	PROPN
eurjchem-1307	164	105	)	)	PUNCT
eurjchem-1307	164	106	,	,	PUNCT
eurjchem-1307	164	107	1.38	1.38	NUM
eurjchem-1307	164	108	(	(	PUNCT
eurjchem-1307	164	109	q	q	NOUN
eurjchem-1307	164	110	,	,	PUNCT
eurjchem-1307	164	111	1h	1h	NUM
eurjchem-1307	164	112	,	,	PUNCT
eurjchem-1307	164	113	alkyl	alkyl	PROPN
eurjchem-1307	164	114	)	)	PUNCT
eurjchem-1307	164	115	.	.	PUNCT
eurjchem-1307	165	1	13c	13c	NOUN
eurjchem-1307	165	2	nmr	nmr	NOUN
eurjchem-1307	165	3	(	(	PUNCT
eurjchem-1307	165	4	75	75	NUM
eurjchem-1307	165	5	mhz	mhz	NOUN
eurjchem-1307	165	6	,	,	PUNCT
eurjchem-1307	165	7	cdcl3	cdcl3	PROPN
eurjchem-1307	165	8	,	,	PUNCT
eurjchem-1307	165	9	δ	δ	PROPN
eurjchem-1307	165	10	,	,	PUNCT
eurjchem-1307	165	11	ppm	ppm	NOUN
eurjchem-1307	165	12	):	):	PUNCT
eurjchem-1307	165	13	148.3	148.3	NUM
eurjchem-1307	165	14	,	,	PUNCT
eurjchem-1307	165	15	143.4	143.4	NUM
eurjchem-1307	165	16	,	,	PUNCT
eurjchem-1307	165	17	138.4	138.4	NUM
eurjchem-1307	165	18	,	,	PUNCT
eurjchem-1307	165	19	134.6	134.6	NUM
eurjchem-1307	165	20	,	,	PUNCT
eurjchem-1307	165	21	129.8	129.8	NUM
eurjchem-1307	165	22	,	,	PUNCT
eurjchem-1307	165	23	128.1	128.1	NUM
eurjchem-1307	165	24	,	,	PUNCT
eurjchem-1307	165	25	127.2	127.2	NUM
eurjchem-1307	165	26	,	,	PUNCT
eurjchem-1307	165	27	109.7	109.7	NUM
eurjchem-1307	165	28	,	,	PUNCT
eurjchem-1307	165	29	62.3	62.3	NUM
eurjchem-1307	165	30	,	,	PUNCT
eurjchem-1307	165	31	53.2	53.2	NUM
eurjchem-1307	165	32	,	,	PUNCT
eurjchem-1307	165	33	40.1	40.1	NUM
eurjchem-1307	165	34	,	,	PUNCT
eurjchem-1307	165	35	36.6	36.6	NUM
eurjchem-1307	165	36	,	,	PUNCT
eurjchem-1307	165	37	35.5	35.5	NUM
eurjchem-1307	165	38	,	,	PUNCT
eurjchem-1307	165	39	30.5	30.5	NUM
eurjchem-1307	165	40	,	,	PUNCT
eurjchem-1307	165	41	21.7	21.7	NUM
eurjchem-1307	165	42	,	,	PUNCT
eurjchem-1307	165	43	20.8	20.8	NUM
eurjchem-1307	165	44	.	.	PUNCT
eurjchem-1307	166	1	[	[	X
eurjchem-1307	166	2	α]d24	α]d24	X
eurjchem-1307	166	3	=	=	SYM
eurjchem-1307	166	4	‐40	‐40	X
eurjchem-1307	166	5	(	(	PUNCT
eurjchem-1307	166	6	c	c	NOUN
eurjchem-1307	166	7	=	=	SYM
eurjchem-1307	166	8	8.81	8.81	NUM
eurjchem-1307	166	9	g	g	NOUN
eurjchem-1307	166	10	/	/	SYM
eurjchem-1307	166	11	100	100	NUM
eurjchem-1307	166	12	ml	ml	NOUN
eurjchem-1307	166	13	,	,	PUNCT
eurjchem-1307	166	14	meoh	meoh	PROPN
eurjchem-1307	166	15	)	)	PUNCT
eurjchem-1307	166	16	.	.	PUNCT
eurjchem-1307	167	1	ir	ir	PROPN
eurjchem-1307	167	2	(	(	PUNCT
eurjchem-1307	167	3	atr	atr	PROPN
eurjchem-1307	167	4	,	,	PUNCT
eurjchem-1307	167	5	ν	ν	NOUN
eurjchem-1307	167	6	,	,	PUNCT
eurjchem-1307	167	7	cm‐1	cm‐1	PROPN
eurjchem-1307	167	8	):	):	PUNCT
eurjchem-1307	167	9	3353	3353	NUM
eurjchem-1307	167	10	,	,	PUNCT
eurjchem-1307	167	11	3259	3259	NUM
eurjchem-1307	167	12	,	,	PUNCT
eurjchem-1307	167	13	2969	2969	NUM
eurjchem-1307	167	14	,	,	PUNCT
eurjchem-1307	167	15	2918	2918	NUM
eurjchem-1307	167	16	,	,	PUNCT
eurjchem-1307	167	17	2878	2878	NUM
eurjchem-1307	167	18	,	,	PUNCT
eurjchem-1307	167	19	1645	1645	NUM
eurjchem-1307	167	20	,	,	PUNCT
eurjchem-1307	167	21	1597	1597	NUM
eurjchem-1307	167	22	,	,	PUNCT
eurjchem-1307	167	23	1527	1527	NUM
eurjchem-1307	167	24	,	,	PUNCT
eurjchem-1307	167	25	1495	1495	NUM
eurjchem-1307	167	26	,	,	PUNCT
eurjchem-1307	167	27	1436	1436	NUM
eurjchem-1307	167	28	,	,	PUNCT
eurjchem-1307	167	29	1387	1387	NUM
eurjchem-1307	167	30	,	,	PUNCT
eurjchem-1307	167	31	1326	1326	NUM
eurjchem-1307	167	32	,	,	PUNCT
eurjchem-1307	167	33	1289	1289	NUM
eurjchem-1307	167	34	,	,	PUNCT
eurjchem-1307	167	35	1152	1152	NUM
eurjchem-1307	167	36	,	,	PUNCT
eurjchem-1307	167	37	1091	1091	NUM
eurjchem-1307	167	38	,	,	PUNCT
eurjchem-1307	167	39	1067	1067	NUM
eurjchem-1307	167	40	,	,	PUNCT
eurjchem-1307	167	41	1054	1054	NUM
eurjchem-1307	167	42	,	,	PUNCT
eurjchem-1307	167	43	1041	1041	NUM
eurjchem-1307	167	44	,	,	PUNCT
eurjchem-1307	167	45	1018	1018	NUM
eurjchem-1307	167	46	,	,	PUNCT
eurjchem-1307	167	47	925	925	NUM
eurjchem-1307	167	48	,	,	PUNCT
eurjchem-1307	167	49	887	887	NUM
eurjchem-1307	167	50	,	,	PUNCT
eurjchem-1307	167	51	815	815	NUM
eurjchem-1307	167	52	,	,	PUNCT
eurjchem-1307	167	53	705	705	NUM
eurjchem-1307	167	54	,	,	PUNCT
eurjchem-1307	167	55	666	666	NUM
eurjchem-1307	167	56	.	.	PUNCT
eurjchem-1307	168	1	ms	ms	PROPN
eurjchem-1307	168	2	/	/	SYM
eurjchem-1307	168	3	ms	ms	PROPN
eurjchem-1307	168	4	(	(	PUNCT
eurjchem-1307	168	5	m	m	PROPN
eurjchem-1307	168	6	/	/	SYM
eurjchem-1307	168	7	z	z	NOUN
eurjchem-1307	168	8	):	):	PUNCT
eurjchem-1307	168	9	336.2	336.2	NUM
eurjchem-1307	168	10	,	,	PUNCT
eurjchem-1307	168	11	212.1	212.1	NUM
eurjchem-1307	168	12	,	,	PUNCT
eurjchem-1307	168	13	172.2	172.2	NUM
eurjchem-1307	168	14	,	,	PUNCT
eurjchem-1307	168	15	165.1	165.1	NUM
eurjchem-1307	168	16	,	,	PUNCT
eurjchem-1307	168	17	155.0	155.0	NUM
eurjchem-1307	168	18	,	,	PUNCT
eurjchem-1307	168	19	147.2	147.2	NUM
eurjchem-1307	168	20	,	,	PUNCT
eurjchem-1307	168	21	121.2	121.2	NUM
eurjchem-1307	168	22	,	,	PUNCT
eurjchem-1307	168	23	119.2	119.2	NUM
eurjchem-1307	168	24	,	,	PUNCT
eurjchem-1307	168	25	105.2	105.2	NUM
eurjchem-1307	168	26	.	.	PUNCT
eurjchem-1307	169	1	[	[	X
eurjchem-1307	169	2	m+1	m+1	X
eurjchem-1307	169	3	]	]	PUNCT
eurjchem-1307	169	4	of	of	ADP
eurjchem-1307	169	5	336.2	336.2	NUM
eurjchem-1307	169	6	is	be	AUX
eurjchem-1307	169	7	consistent	consistent	ADJ
eurjchem-1307	169	8	with	with	ADP
eurjchem-1307	169	9	calculated	calculate	VERB
eurjchem-1307	169	10	[	[	PUNCT
eurjchem-1307	169	11	m+h]+	m+h]+	NOUN
eurjchem-1307	169	12	of	of	ADP
eurjchem-1307	169	13	336.2	336.2	NUM
eurjchem-1307	169	14	.	.	PUNCT
eurjchem-1307	170	1	3	3	NUM
eurjchem-1307	170	2	.	.	NOUN
eurjchem-1307	170	3	results	result	NOUN
eurjchem-1307	170	4	and	and	CCONJ
eurjchem-1307	170	5	discussion	discussion	NOUN
eurjchem-1307	170	6	3.1	3.1	NUM
eurjchem-1307	170	7	.	.	PUNCT
eurjchem-1307	171	1	2‐carene	2‐carene	NUM
eurjchem-1307	171	2	and	and	CCONJ
eurjchem-1307	171	3	oxygen	oxygen	NOUN
eurjchem-1307	171	4	nucleophiles	nucleophile	NOUN
eurjchem-1307	172	1	our	our	PRON
eurjchem-1307	172	2	initial	initial	ADJ
eurjchem-1307	172	3	attempts	attempt	NOUN
eurjchem-1307	172	4	with	with	ADP
eurjchem-1307	172	5	compound	compound	NOUN
eurjchem-1307	172	6	1	1	NUM
eurjchem-1307	172	7	were	be	AUX
eurjchem-1307	172	8	standard	standard	ADJ
eurjchem-1307	172	9	electrophilic	electrophilic	ADJ
eurjchem-1307	172	10	additions	addition	NOUN
eurjchem-1307	172	11	of	of	ADP
eurjchem-1307	172	12	halogen	halogen	NOUN
eurjchem-1307	172	13	electrophiles	electrophile	NOUN
eurjchem-1307	172	14	to	to	ADP
eurjchem-1307	172	15	alkenes	alkene	NOUN
eurjchem-1307	172	16	[	[	X
eurjchem-1307	172	17	19	19	NUM
eurjchem-1307	172	18	]	]	PUNCT
eurjchem-1307	172	19	.	.	PUNCT
eurjchem-1307	173	1	reaction	reaction	NOUN
eurjchem-1307	173	2	with	with	ADP
eurjchem-1307	173	3	br2	br2	PROPN
eurjchem-1307	173	4	in	in	ADP
eurjchem-1307	173	5	methyl	methyl	NOUN
eurjchem-1307	173	6	t‐butyl	t‐butyl	SYM
eurjchem-1307	173	7	ether	ether	NOUN
eurjchem-1307	173	8	(	(	PUNCT
eurjchem-1307	173	9	mtbe	mtbe	NOUN
eurjchem-1307	173	10	)	)	PUNCT
eurjchem-1307	173	11	gave	give	VERB
eurjchem-1307	173	12	an	an	DET
eurjchem-1307	173	13	extremely	extremely	ADV
eurjchem-1307	173	14	rapid	rapid	ADJ
eurjchem-1307	173	15	reaction	reaction	NOUN
eurjchem-1307	173	16	,	,	PUNCT
eurjchem-1307	173	17	but	but	CCONJ
eurjchem-1307	173	18	the	the	DET
eurjchem-1307	173	19	presumed	presume	VERB
eurjchem-1307	173	20	allylic	allylic	ADJ
eurjchem-1307	173	21	bromide	bromide	NOUN
eurjchem-1307	173	22	formed	form	VERB
eurjchem-1307	173	23	appeared	appear	VERB
eurjchem-1307	173	24	by	by	ADP
eurjchem-1307	173	25	nmr	nmr	NOUN
eurjchem-1307	173	26	of	of	ADP
eurjchem-1307	173	27	the	the	DET
eurjchem-1307	173	28	product	product	NOUN
eurjchem-1307	173	29	to	to	PART
eurjchem-1307	173	30	have	have	AUX
eurjchem-1307	173	31	also	also	ADV
eurjchem-1307	173	32	rapidly	rapidly	ADV
eurjchem-1307	173	33	eliminated	eliminate	VERB
eurjchem-1307	173	34	.	.	PUNCT
eurjchem-1307	174	1	to	to	PART
eurjchem-1307	174	2	try	try	VERB
eurjchem-1307	174	3	to	to	PART
eurjchem-1307	174	4	obviate	obviate	VERB
eurjchem-1307	174	5	this	this	DET
eurjchem-1307	174	6	problem	problem	NOUN
eurjchem-1307	174	7	,	,	PUNCT
eurjchem-1307	174	8	halohydrin	halohydrin	NOUN
eurjchem-1307	174	9	formation	formation	NOUN
eurjchem-1307	174	10	was	be	AUX
eurjchem-1307	174	11	attempted	attempt	VERB
eurjchem-1307	174	12	with	with	ADP
eurjchem-1307	174	13	n‐chlorosuccinimide	n‐chlorosuccinimide	X
eurjchem-1307	174	14	(	(	PUNCT
eurjchem-1307	174	15	ncs	ncs	NOUN
eurjchem-1307	174	16	)	)	PUNCT
eurjchem-1307	174	17	and	and	CCONJ
eurjchem-1307	174	18	water	water	NOUN
eurjchem-1307	174	19	in	in	ADP
eurjchem-1307	174	20	tetrahydrofuran	tetrahydrofuran	NOUN
eurjchem-1307	174	21	(	(	PUNCT
eurjchem-1307	174	22	thf	thf	NOUN
eurjchem-1307	174	23	)	)	PUNCT
eurjchem-1307	174	24	.	.	PUNCT
eurjchem-1307	175	1	again	again	ADV
eurjchem-1307	175	2	,	,	PUNCT
eurjchem-1307	175	3	volatile	volatile	ADJ
eurjchem-1307	175	4	products	product	NOUN
eurjchem-1307	175	5	resulting	result	VERB
eurjchem-1307	175	6	from	from	ADP
eurjchem-1307	175	7	elimination	elimination	NOUN
eurjchem-1307	175	8	of	of	ADP
eurjchem-1307	175	9	the	the	DET
eurjchem-1307	175	10	tertiary	tertiary	ADJ
eurjchem-1307	175	11	allylic	allylic	ADJ
eurjchem-1307	175	12	halide	halide	NOUN
eurjchem-1307	175	13	were	be	AUX
eurjchem-1307	175	14	obtained	obtain	VERB
eurjchem-1307	175	15	,	,	PUNCT
eurjchem-1307	175	16	but	but	CCONJ
eurjchem-1307	175	17	encouragingly	encouragingly	ADV
eurjchem-1307	175	18	,	,	PUNCT
eurjchem-1307	175	19	in	in	ADP
eurjchem-1307	175	20	each	each	DET
eurjchem-1307	175	21	case	case	NOUN
eurjchem-1307	175	22	there	there	PRON
eurjchem-1307	175	23	was	be	VERB
eurjchem-1307	175	24	evidence	evidence	NOUN
eurjchem-1307	175	25	by	by	ADP
eurjchem-1307	175	26	nmr	nmr	NOUN
eurjchem-1307	175	27	that	that	SCONJ
eurjchem-1307	175	28	the	the	DET
eurjchem-1307	175	29	presumed	presume	VERB
eurjchem-1307	175	30	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	175	31	halonium	halonium	NOUN
eurjchem-1307	175	32	ion	ion	NOUN
eurjchem-1307	175	33	was	be	AUX
eurjchem-1307	175	34	in	in	ADP
eurjchem-1307	175	35	fact	fact	NOUN
eurjchem-1307	175	36	very	very	ADV
eurjchem-1307	175	37	reactive	reactive	ADJ
eurjchem-1307	175	38	and	and	CCONJ
eurjchem-1307	175	39	the	the	DET
eurjchem-1307	175	40	cyclopropane	cyclopropane	NOUN
eurjchem-1307	175	41	was	be	AUX
eurjchem-1307	175	42	being	be	AUX
eurjchem-1307	175	43	opened	open	VERB
eurjchem-1307	175	44	.	.	PUNCT
eurjchem-1307	176	1	it	it	PRON
eurjchem-1307	176	2	appeared	appear	VERB
eurjchem-1307	176	3	,	,	PUNCT
eurjchem-1307	176	4	however	however	ADV
eurjchem-1307	176	5	,	,	PUNCT
eurjchem-1307	176	6	that	that	SCONJ
eurjchem-1307	176	7	either	either	CCONJ
eurjchem-1307	176	8	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	176	9	halonium	halonium	NOUN
eurjchem-1307	176	10	ion	ion	NOUN
eurjchem-1307	176	11	would	would	AUX
eurjchem-1307	176	12	need	need	VERB
eurjchem-1307	176	13	to	to	PART
eurjchem-1307	176	14	be	be	AUX
eurjchem-1307	176	15	surrounded	surround	VERB
eurjchem-1307	176	16	by	by	ADP
eurjchem-1307	176	17	a	a	DET
eurjchem-1307	176	18	nucleophilic	nucleophilic	ADJ
eurjchem-1307	176	19	solvent	solvent	NOUN
eurjchem-1307	176	20	in	in	ADP
eurjchem-1307	176	21	order	order	NOUN
eurjchem-1307	176	22	to	to	PART
eurjchem-1307	176	23	be	be	AUX
eurjchem-1307	176	24	captured	capture	VERB
eurjchem-1307	176	25	before	before	SCONJ
eurjchem-1307	176	26	eliminations	elimination	NOUN
eurjchem-1307	176	27	to	to	ADP
eurjchem-1307	176	28	volatile	volatile	ADJ
eurjchem-1307	176	29	products	product	NOUN
eurjchem-1307	176	30	occur	occur	VERB
eurjchem-1307	176	31	,	,	PUNCT
eurjchem-1307	176	32	analogous	analogous	ADJ
eurjchem-1307	176	33	to	to	ADP
eurjchem-1307	176	34	what	what	PRON
eurjchem-1307	176	35	occurred	occur	VERB
eurjchem-1307	176	36	with	with	ADP
eurjchem-1307	176	37	acid‐catalysed	acid‐catalyse	VERB
eurjchem-1307	176	38	reactions	reaction	NOUN
eurjchem-1307	176	39	of	of	ADP
eurjchem-1307	176	40	compound	compound	NOUN
eurjchem-1307	176	41	2	2	NUM
eurjchem-1307	177	1	[	[	X
eurjchem-1307	177	2	20‐22	20‐22	NUM
eurjchem-1307	177	3	]	]	PUNCT
eurjchem-1307	177	4	.	.	PUNCT
eurjchem-1307	178	1	reaction	reaction	NOUN
eurjchem-1307	178	2	of	of	ADP
eurjchem-1307	178	3	compound	compound	NOUN
eurjchem-1307	178	4	1	1	NUM
eurjchem-1307	178	5	with	with	ADP
eurjchem-1307	178	6	n‐bromosuccinimide	n‐bromosuccinimide	NUM
eurjchem-1307	178	7	(	(	PUNCT
eurjchem-1307	178	8	nbs	nbs	PROPN
eurjchem-1307	178	9	)	)	PUNCT
eurjchem-1307	178	10	in	in	ADP
eurjchem-1307	178	11	methanol	methanol	NOUN
eurjchem-1307	178	12	gave	give	VERB
eurjchem-1307	178	13	two	two	NUM
eurjchem-1307	178	14	fractions	fraction	NOUN
eurjchem-1307	178	15	that	that	PRON
eurjchem-1307	178	16	were	be	AUX
eurjchem-1307	178	17	isolated	isolate	VERB
eurjchem-1307	178	18	by	by	ADP
eurjchem-1307	178	19	chromatography	chromatography	NOUN
eurjchem-1307	178	20	.	.	PUNCT
eurjchem-1307	179	1	each	each	PRON
eurjchem-1307	179	2	was	be	AUX
eurjchem-1307	179	3	a	a	DET
eurjchem-1307	179	4	mixture	mixture	NOUN
eurjchem-1307	179	5	,	,	PUNCT
eurjchem-1307	179	6	but	but	CCONJ
eurjchem-1307	179	7	they	they	PRON
eurjchem-1307	179	8	did	do	AUX
eurjchem-1307	179	9	appear	appear	VERB
eurjchem-1307	179	10	by	by	ADP
eurjchem-1307	179	11	nmr	nmr	NOUN
eurjchem-1307	179	12	to	to	PART
eurjchem-1307	179	13	contain	contain	VERB
eurjchem-1307	179	14	a	a	DET
eurjchem-1307	179	15	methoxy	methoxy	ADJ
eurjchem-1307	179	16	group	group	NOUN
eurjchem-1307	179	17	.	.	PUNCT
eurjchem-1307	180	1	attempts	attempt	NOUN
eurjchem-1307	180	2	were	be	AUX
eurjchem-1307	180	3	then	then	ADV
eurjchem-1307	180	4	made	make	VERB
eurjchem-1307	180	5	to	to	PART
eurjchem-1307	180	6	prevent	prevent	VERB
eurjchem-1307	180	7	elimination	elimination	NOUN
eurjchem-1307	180	8	by	by	ADP
eurjchem-1307	180	9	neutralizing	neutralize	VERB
eurjchem-1307	180	10	the	the	DET
eurjchem-1307	180	11	hbr	hbr	PROPN
eurjchem-1307	180	12	produced	produce	VERB
eurjchem-1307	180	13	with	with	ADP
eurjchem-1307	180	14	an	an	DET
eurjchem-1307	180	15	added	add	VERB
eurjchem-1307	180	16	base	base	NOUN
eurjchem-1307	180	17	.	.	PUNCT
eurjchem-1307	181	1	reaction	reaction	NOUN
eurjchem-1307	181	2	of	of	ADP
eurjchem-1307	181	3	compound	compound	NOUN
eurjchem-1307	181	4	1	1	NUM
eurjchem-1307	181	5	with	with	ADP
eurjchem-1307	181	6	nbs	nbs	PROPN
eurjchem-1307	181	7	,	,	PUNCT
eurjchem-1307	181	8	methanol	methanol	NOUN
eurjchem-1307	181	9	,	,	PUNCT
eurjchem-1307	181	10	and	and	CCONJ
eurjchem-1307	181	11	pyridine	pyridine	NOUN
eurjchem-1307	181	12	followed	follow	VERB
eurjchem-1307	181	13	by	by	ADP
eurjchem-1307	181	14	chromatography	chromatography	NOUN
eurjchem-1307	181	15	gave	give	VERB
eurjchem-1307	181	16	an	an	DET
eurjchem-1307	181	17	impure	impure	NOUN
eurjchem-1307	181	18	product	product	NOUN
eurjchem-1307	181	19	whose	whose	DET
eurjchem-1307	181	20	1h	1h	NUM
eurjchem-1307	181	21	nmr	nmr	NOUN
eurjchem-1307	181	22	spectrum	spectrum	NOUN
eurjchem-1307	181	23	showed	show	VERB
eurjchem-1307	181	24	one	one	NUM
eurjchem-1307	181	25	methoxy	methoxy	ADJ
eurjchem-1307	181	26	group	group	NOUN
eurjchem-1307	181	27	had	have	AUX
eurjchem-1307	181	28	been	be	AUX
eurjchem-1307	181	29	incorporated	incorporate	VERB
eurjchem-1307	181	30	,	,	PUNCT
eurjchem-1307	181	31	but	but	CCONJ
eurjchem-1307	181	32	also	also	ADV
eurjchem-1307	181	33	showed	show	VERB
eurjchem-1307	181	34	it	it	PRON
eurjchem-1307	181	35	was	be	AUX
eurjchem-1307	181	36	a	a	DET
eurjchem-1307	181	37	p‐disubstituted	p‐disubstitute	VERB
eurjchem-1307	181	38	aromatic	aromatic	ADJ
eurjchem-1307	181	39	ring	ring	NOUN
eurjchem-1307	181	40	.	.	PUNCT
eurjchem-1307	182	1	similarly	similarly	ADV
eurjchem-1307	182	2	,	,	PUNCT
eurjchem-1307	182	3	reaction	reaction	NOUN
eurjchem-1307	182	4	with	with	ADP
eurjchem-1307	182	5	nbs	nbs	PROPN
eurjchem-1307	182	6	,	,	PUNCT
eurjchem-1307	182	7	ethanol	ethanol	NOUN
eurjchem-1307	182	8	,	,	PUNCT
eurjchem-1307	182	9	and	and	CCONJ
eurjchem-1307	182	10	pyridine	pyridine	NOUN
eurjchem-1307	182	11	showed	show	VERB
eurjchem-1307	182	12	a	a	DET
eurjchem-1307	182	13	mixture	mixture	NOUN
eurjchem-1307	182	14	that	that	PRON
eurjchem-1307	182	15	appeared	appear	VERB
eurjchem-1307	182	16	to	to	PART
eurjchem-1307	182	17	contain	contain	VERB
eurjchem-1307	182	18	one	one	NUM
eurjchem-1307	182	19	ethoxy	ethoxy	NOUN
eurjchem-1307	182	20	group	group	NOUN
eurjchem-1307	182	21	.	.	PUNCT
eurjchem-1307	183	1	434	434	NUM
eurjchem-1307	183	2	silverberg	silverberg	PROPN
eurjchem-1307	183	3	et	et	PROPN
eurjchem-1307	183	4	al	al	PROPN
eurjchem-1307	183	5	.	.	PUNCT
eurjchem-1307	183	6	/	/	SYM
eurjchem-1307	183	7	european	european	PROPN
eurjchem-1307	183	8	journal	journal	PROPN
eurjchem-1307	183	9	of	of	ADP
eurjchem-1307	183	10	chemistry	chemistry	NOUN
eurjchem-1307	183	11	6	6	NUM
eurjchem-1307	183	12	(	(	PUNCT
eurjchem-1307	183	13	4	4	NUM
eurjchem-1307	183	14	)	)	PUNCT
eurjchem-1307	183	15	(	(	PUNCT
eurjchem-1307	183	16	2015	2015	NUM
eurjchem-1307	183	17	)	)	PUNCT
eurjchem-1307	183	18	430‐443	430‐443	PROPN
eurjchem-1307	183	19	scheme	scheme	NOUN
eurjchem-1307	183	20	6	6	NUM
eurjchem-1307	184	1	[	[	SYM
eurjchem-1307	184	2	27	27	NUM
eurjchem-1307	184	3	]	]	PUNCT
eurjchem-1307	184	4	attempts	attempt	NOUN
eurjchem-1307	184	5	were	be	AUX
eurjchem-1307	184	6	also	also	ADV
eurjchem-1307	184	7	made	make	VERB
eurjchem-1307	184	8	to	to	PART
eurjchem-1307	184	9	put	put	VERB
eurjchem-1307	184	10	on	on	ADP
eurjchem-1307	184	11	acetate	acetate	NOUN
eurjchem-1307	184	12	groups	group	NOUN
eurjchem-1307	184	13	by	by	ADP
eurjchem-1307	184	14	reaction	reaction	NOUN
eurjchem-1307	184	15	of	of	ADP
eurjchem-1307	184	16	compound	compound	NOUN
eurjchem-1307	184	17	1	1	NUM
eurjchem-1307	184	18	with	with	ADP
eurjchem-1307	184	19	nbs	nbs	PROPN
eurjchem-1307	184	20	and	and	CCONJ
eurjchem-1307	184	21	acetate	acetate	PROPN
eurjchem-1307	184	22	ion	ion	NOUN
eurjchem-1307	184	23	[	[	X
eurjchem-1307	184	24	23	23	NUM
eurjchem-1307	184	25	]	]	PUNCT
eurjchem-1307	184	26	.	.	PUNCT
eurjchem-1307	185	1	sodium	sodium	NOUN
eurjchem-1307	185	2	acetate	acetate	NOUN
eurjchem-1307	185	3	in	in	ADP
eurjchem-1307	185	4	acetic	acetic	ADJ
eurjchem-1307	185	5	acid	acid	NOUN
eurjchem-1307	185	6	gave	give	VERB
eurjchem-1307	185	7	very	very	ADV
eurjchem-1307	185	8	little	little	ADJ
eurjchem-1307	185	9	product	product	NOUN
eurjchem-1307	185	10	of	of	ADP
eurjchem-1307	185	11	any	any	DET
eurjchem-1307	185	12	sort	sort	NOUN
eurjchem-1307	185	13	,	,	PUNCT
eurjchem-1307	185	14	as	as	SCONJ
eurjchem-1307	185	15	did	do	VERB
eurjchem-1307	185	16	sodium	sodium	NOUN
eurjchem-1307	185	17	acetate	acetate	NOUN
eurjchem-1307	185	18	in	in	ADP
eurjchem-1307	185	19	water	water	NOUN
eurjchem-1307	185	20	.	.	PUNCT
eurjchem-1307	186	1	3.2	3.2	NUM
eurjchem-1307	186	2	.	.	X
eurjchem-1307	187	1	2‐carene	2‐carene	NUM
eurjchem-1307	187	2	and	and	CCONJ
eurjchem-1307	187	3	nitrogen	nitrogen	NOUN
eurjchem-1307	187	4	nucleophiles	nucleophile	NOUN
eurjchem-1307	187	5	we	we	PRON
eurjchem-1307	187	6	next	next	ADV
eurjchem-1307	187	7	turned	turn	VERB
eurjchem-1307	187	8	to	to	ADP
eurjchem-1307	187	9	nitrogen	nitrogen	NOUN
eurjchem-1307	187	10	nucleophiles	nucleophile	NOUN
eurjchem-1307	188	1	[	[	X
eurjchem-1307	188	2	16,17,24,25	16,17,24,25	NUM
eurjchem-1307	188	3	]	]	PUNCT
eurjchem-1307	188	4	.	.	PUNCT
eurjchem-1307	189	1	one	one	NUM
eurjchem-1307	189	2	of	of	ADP
eurjchem-1307	189	3	the	the	DET
eurjchem-1307	189	4	better	well	ADJ
eurjchem-1307	189	5	general	general	ADJ
eurjchem-1307	189	6	methods	method	NOUN
eurjchem-1307	189	7	for	for	ADP
eurjchem-1307	189	8	accomplishing	accomplish	VERB
eurjchem-1307	189	9	the	the	DET
eurjchem-1307	189	10	aziridination	aziridination	NOUN
eurjchem-1307	189	11	of	of	ADP
eurjchem-1307	189	12	alkenes	alkene	NOUN
eurjchem-1307	189	13	is	be	AUX
eurjchem-1307	189	14	sharpless	sharpless	NOUN
eurjchem-1307	189	15	’	'	PUNCT
eurjchem-1307	189	16	reaction	reaction	NOUN
eurjchem-1307	189	17	,	,	PUNCT
eurjchem-1307	189	18	in	in	ADP
eurjchem-1307	189	19	which	which	PRON
eurjchem-1307	189	20	a	a	DET
eurjchem-1307	189	21	source	source	NOUN
eurjchem-1307	189	22	of	of	ADP
eurjchem-1307	189	23	br+	br+	NOUN
eurjchem-1307	189	24	(	(	PUNCT
eurjchem-1307	189	25	phenyltrimethylammonium	phenyltrimethylammonium	NOUN
eurjchem-1307	189	26	tribromide	tribromide	NOUN
eurjchem-1307	189	27	,	,	PUNCT
eurjchem-1307	189	28	ptab	ptab	NOUN
eurjchem-1307	189	29	)	)	PUNCT
eurjchem-1307	189	30	catalyses	catalyse	VERB
eurjchem-1307	189	31	a	a	DET
eurjchem-1307	189	32	process	process	NOUN
eurjchem-1307	189	33	using	use	VERB
eurjchem-1307	189	34	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	189	35	(	(	PUNCT
eurjchem-1307	189	36	tsnnacl	tsnnacl	PROPN
eurjchem-1307	189	37	)	)	PUNCT
eurjchem-1307	189	38	as	as	ADP
eurjchem-1307	189	39	the	the	DET
eurjchem-1307	189	40	nitrogen	nitrogen	NOUN
eurjchem-1307	189	41	source	source	NOUN
eurjchem-1307	189	42	[	[	X
eurjchem-1307	189	43	26	26	NUM
eurjchem-1307	189	44	]	]	PUNCT
eurjchem-1307	189	45	.	.	PUNCT
eurjchem-1307	190	1	the	the	DET
eurjchem-1307	190	2	reaction	reaction	NOUN
eurjchem-1307	190	3	is	be	AUX
eurjchem-1307	190	4	believed	believe	VERB
eurjchem-1307	190	5	to	to	PART
eurjchem-1307	190	6	proceed	proceed	VERB
eurjchem-1307	190	7	through	through	ADP
eurjchem-1307	190	8	a	a	DET
eurjchem-1307	190	9	bromonium	bromonium	NOUN
eurjchem-1307	190	10	ion	ion	NOUN
eurjchem-1307	190	11	[	[	X
eurjchem-1307	190	12	26	26	NUM
eurjchem-1307	190	13	]	]	PUNCT
eurjchem-1307	190	14	,	,	PUNCT
eurjchem-1307	190	15	and	and	CCONJ
eurjchem-1307	190	16	has	have	AUX
eurjchem-1307	190	17	been	be	AUX
eurjchem-1307	190	18	successfully	successfully	ADV
eurjchem-1307	190	19	used	use	VERB
eurjchem-1307	190	20	by	by	ADP
eurjchem-1307	190	21	chandrasekaran	chandrasekaran	VERB
eurjchem-1307	190	22	for	for	ADP
eurjchem-1307	190	23	the	the	DET
eurjchem-1307	190	24	preparation	preparation	NOUN
eurjchem-1307	190	25	of	of	ADP
eurjchem-1307	190	26	tosyl	tosyl	PROPN
eurjchem-1307	190	27	aziridine	aziridine	PROPN
eurjchem-1307	190	28	6	6	NUM
eurjchem-1307	190	29	of	of	ADP
eurjchem-1307	190	30	(	(	PUNCT
eurjchem-1307	190	31	+	+	ADJ
eurjchem-1307	190	32	)	)	PUNCT
eurjchem-1307	190	33	‐3‐carene	‐3‐carene	NOUN
eurjchem-1307	190	34	3	3	NUM
eurjchem-1307	190	35	(	(	PUNCT
eurjchem-1307	190	36	scheme	scheme	NOUN
eurjchem-1307	190	37	6	6	NUM
eurjchem-1307	190	38	)	)	PUNCT
eurjchem-1307	191	1	[	[	X
eurjchem-1307	191	2	27	27	NUM
eurjchem-1307	191	3	]	]	PUNCT
eurjchem-1307	191	4	.	.	PUNCT
eurjchem-1307	192	1	the	the	DET
eurjchem-1307	192	2	intermediate	intermediate	ADJ
eurjchem-1307	192	3	bromonium	bromonium	NOUN
eurjchem-1307	192	4	ion	ion	NOUN
eurjchem-1307	192	5	in	in	ADP
eurjchem-1307	192	6	that	that	DET
eurjchem-1307	192	7	case	case	NOUN
eurjchem-1307	192	8	was	be	AUX
eurjchem-1307	192	9	not	not	PART
eurjchem-1307	192	10	adjacent	adjacent	ADJ
eurjchem-1307	192	11	to	to	ADP
eurjchem-1307	192	12	the	the	DET
eurjchem-1307	192	13	cyclopropane	cyclopropane	NOUN
eurjchem-1307	192	14	ring	ring	NOUN
eurjchem-1307	192	15	,	,	PUNCT
eurjchem-1307	192	16	and	and	CCONJ
eurjchem-1307	192	17	the	the	DET
eurjchem-1307	192	18	cyclopropane	cyclopropane	NOUN
eurjchem-1307	192	19	ring	ring	NOUN
eurjchem-1307	192	20	remained	remain	VERB
eurjchem-1307	192	21	unaffected	unaffected	ADJ
eurjchem-1307	192	22	[	[	X
eurjchem-1307	192	23	27	27	NUM
eurjchem-1307	192	24	]	]	PUNCT
eurjchem-1307	192	25	.	.	PUNCT
eurjchem-1307	193	1	we	we	PRON
eurjchem-1307	193	2	performed	perform	VERB
eurjchem-1307	193	3	the	the	DET
eurjchem-1307	193	4	reaction	reaction	NOUN
eurjchem-1307	193	5	of	of	ADP
eurjchem-1307	193	6	compound	compound	NOUN
eurjchem-1307	193	7	1	1	NUM
eurjchem-1307	193	8	according	accord	VERB
eurjchem-1307	193	9	to	to	ADP
eurjchem-1307	193	10	the	the	DET
eurjchem-1307	193	11	procedure	procedure	NOUN
eurjchem-1307	193	12	of	of	ADP
eurjchem-1307	193	13	sharpless	sharpless	NOUN
eurjchem-1307	193	14	[	[	X
eurjchem-1307	193	15	26,27	26,27	NUM
eurjchem-1307	193	16	]	]	PUNCT
eurjchem-1307	193	17	.	.	PUNCT
eurjchem-1307	194	1	the	the	DET
eurjchem-1307	194	2	major	major	ADJ
eurjchem-1307	194	3	product	product	NOUN
eurjchem-1307	194	4	13	13	NUM
eurjchem-1307	194	5	was	be	AUX
eurjchem-1307	194	6	a	a	DET
eurjchem-1307	194	7	solid	solid	NOUN
eurjchem-1307	194	8	.	.	PUNCT
eurjchem-1307	195	1	the	the	DET
eurjchem-1307	195	2	1h	1h	NUM
eurjchem-1307	195	3	nmr	nmr	NOUN
eurjchem-1307	195	4	spectrum	spectrum	NOUN
eurjchem-1307	195	5	showed	show	VERB
eurjchem-1307	195	6	a	a	DET
eurjchem-1307	195	7	vinyl	vinyl	NOUN
eurjchem-1307	195	8	proton	proton	NOUN
eurjchem-1307	195	9	with	with	ADP
eurjchem-1307	195	10	fine	fine	ADJ
eurjchem-1307	195	11	splitting	splitting	NOUN
eurjchem-1307	195	12	at	at	ADP
eurjchem-1307	195	13	5.98	5.98	NUM
eurjchem-1307	195	14	ppm	ppm	NOUN
eurjchem-1307	195	15	,	,	PUNCT
eurjchem-1307	195	16	and	and	CCONJ
eurjchem-1307	195	17	a	a	DET
eurjchem-1307	195	18	ring	ring	NOUN
eurjchem-1307	195	19	junction	junction	NOUN
eurjchem-1307	195	20	proton	proton	NOUN
eurjchem-1307	195	21	adjacent	adjacent	ADJ
eurjchem-1307	195	22	to	to	ADP
eurjchem-1307	195	23	a	a	DET
eurjchem-1307	195	24	nitrogen	nitrogen	NOUN
eurjchem-1307	195	25	as	as	ADP
eurjchem-1307	195	26	a	a	DET
eurjchem-1307	195	27	triplet	triplet	NOUN
eurjchem-1307	195	28	at	at	ADP
eurjchem-1307	195	29	4.69	4.69	NUM
eurjchem-1307	195	30	ppm	ppm	NOUN
eurjchem-1307	195	31	.	.	PUNCT
eurjchem-1307	196	1	however	however	ADV
eurjchem-1307	196	2	,	,	PUNCT
eurjchem-1307	196	3	the	the	DET
eurjchem-1307	196	4	13c	13c	NOUN
eurjchem-1307	196	5	nmr	nmr	NOUN
eurjchem-1307	196	6	spectrum	spectrum	NOUN
eurjchem-1307	196	7	showed	show	VERB
eurjchem-1307	196	8	19	19	NUM
eurjchem-1307	196	9	carbons	carbon	NOUN
eurjchem-1307	196	10	(	(	PUNCT
eurjchem-1307	196	11	17	17	NUM
eurjchem-1307	196	12	signals	signal	NOUN
eurjchem-1307	196	13	)	)	PUNCT
eurjchem-1307	196	14	instead	instead	ADV
eurjchem-1307	196	15	of	of	ADP
eurjchem-1307	196	16	the	the	DET
eurjchem-1307	196	17	17	17	NUM
eurjchem-1307	196	18	expected	expect	VERB
eurjchem-1307	196	19	if	if	SCONJ
eurjchem-1307	196	20	only	only	ADV
eurjchem-1307	196	21	the	the	DET
eurjchem-1307	196	22	nts	nts	PROPN
eurjchem-1307	196	23	group	group	NOUN
eurjchem-1307	196	24	was	be	AUX
eurjchem-1307	196	25	added	add	VERB
eurjchem-1307	196	26	,	,	PUNCT
eurjchem-1307	196	27	and	and	CCONJ
eurjchem-1307	196	28	the	the	DET
eurjchem-1307	196	29	1h	1h	NUM
eurjchem-1307	196	30	nmr	nmr	NOUN
eurjchem-1307	196	31	spectrum	spectrum	NOUN
eurjchem-1307	196	32	showed	show	VERB
eurjchem-1307	196	33	an	an	DET
eurjchem-1307	196	34	extra	extra	ADJ
eurjchem-1307	196	35	methyl	methyl	NOUN
eurjchem-1307	196	36	singlet	singlet	NOUN
eurjchem-1307	196	37	at	at	ADP
eurjchem-1307	196	38	2.06	2.06	NUM
eurjchem-1307	196	39	ppm	ppm	NOUN
eurjchem-1307	196	40	.	.	PUNCT
eurjchem-1307	197	1	we	we	PRON
eurjchem-1307	197	2	concluded	conclude	VERB
eurjchem-1307	197	3	that	that	SCONJ
eurjchem-1307	197	4	a	a	PRON
eurjchem-1307	197	5	2‐carbon	2‐carbon	NUM
eurjchem-1307	197	6	,	,	PUNCT
eurjchem-1307	197	7	1‐nitrogen	1‐nitrogen	NUM
eurjchem-1307	197	8	unit	unit	NOUN
eurjchem-1307	197	9	from	from	ADP
eurjchem-1307	197	10	acetonitrile	acetonitrile	NOUN
eurjchem-1307	197	11	must	must	AUX
eurjchem-1307	197	12	have	have	AUX
eurjchem-1307	197	13	been	be	AUX
eurjchem-1307	197	14	incorporated	incorporate	VERB
eurjchem-1307	197	15	into	into	ADP
eurjchem-1307	197	16	the	the	DET
eurjchem-1307	197	17	structure	structure	NOUN
eurjchem-1307	197	18	(	(	PUNCT
eurjchem-1307	197	19	scheme	scheme	NOUN
eurjchem-1307	197	20	7	7	NUM
eurjchem-1307	197	21	)	)	PUNCT
eurjchem-1307	197	22	.	.	PUNCT
eurjchem-1307	198	1	the	the	DET
eurjchem-1307	198	2	structure	structure	NOUN
eurjchem-1307	198	3	of	of	ADP
eurjchem-1307	198	4	compound	compound	NOUN
eurjchem-1307	198	5	13	13	NUM
eurjchem-1307	198	6	was	be	AUX
eurjchem-1307	198	7	confirmed	confirm	VERB
eurjchem-1307	198	8	by	by	ADP
eurjchem-1307	198	9	x‐ray	x‐ray	ADJ
eurjchem-1307	198	10	crystallography	crystallography	NOUN
eurjchem-1307	198	11	.	.	PUNCT
eurjchem-1307	199	1	as	as	SCONJ
eurjchem-1307	199	2	shown	show	VERB
eurjchem-1307	199	3	in	in	ADP
eurjchem-1307	199	4	figure	figure	NOUN
eurjchem-1307	199	5	1	1	NUM
eurjchem-1307	199	6	,	,	PUNCT
eurjchem-1307	199	7	the	the	DET
eurjchem-1307	199	8	compound	compound	NOUN
eurjchem-1307	199	9	is	be	AUX
eurjchem-1307	199	10	a	a	DET
eurjchem-1307	199	11	six‐	six‐	NOUN
eurjchem-1307	199	12	membered	membere	VERB
eurjchem-1307	199	13	cyclic	cyclic	NOUN
eurjchem-1307	199	14	amidine	amidine	NOUN
eurjchem-1307	199	15	incorporating	incorporate	VERB
eurjchem-1307	199	16	one	one	NUM
eurjchem-1307	199	17	acetonitrile	acetonitrile	ADJ
eurjchem-1307	199	18	unit	unit	NOUN
eurjchem-1307	199	19	and	and	CCONJ
eurjchem-1307	199	20	one	one	NUM
eurjchem-1307	199	21	chloramine‐t	chloramine‐t	NOUN
eurjchem-1307	199	22	unit	unit	NOUN
eurjchem-1307	199	23	.	.	PUNCT
eurjchem-1307	200	1	from	from	ADP
eurjchem-1307	200	2	0.5	0.5	NUM
eurjchem-1307	200	3	g	g	NOUN
eurjchem-1307	200	4	of	of	ADP
eurjchem-1307	200	5	compound	compound	NOUN
eurjchem-1307	200	6	1	1	NUM
eurjchem-1307	200	7	(	(	PUNCT
eurjchem-1307	200	8	3.67	3.67	NUM
eurjchem-1307	200	9	mmol	mmol	NOUN
eurjchem-1307	200	10	)	)	PUNCT
eurjchem-1307	200	11	,	,	PUNCT
eurjchem-1307	200	12	0.314	0.314	NUM
eurjchem-1307	200	13	g	g	NOUN
eurjchem-1307	200	14	(	(	PUNCT
eurjchem-1307	200	15	24.7	24.7	NUM
eurjchem-1307	200	16	%	%	NOUN
eurjchem-1307	200	17	)	)	PUNCT
eurjchem-1307	200	18	of	of	ADP
eurjchem-1307	200	19	pure	pure	ADJ
eurjchem-1307	200	20	13	13	NUM
eurjchem-1307	200	21	was	be	AUX
eurjchem-1307	200	22	obtained	obtain	VERB
eurjchem-1307	200	23	after	after	ADP
eurjchem-1307	200	24	chromatography	chromatography	NOUN
eurjchem-1307	200	25	followed	follow	VERB
eurjchem-1307	200	26	by	by	ADP
eurjchem-1307	200	27	recrystallization	recrystallization	NOUN
eurjchem-1307	200	28	from	from	ADP
eurjchem-1307	200	29	mtbe	mtbe	NOUN
eurjchem-1307	200	30	[	[	X
eurjchem-1307	200	31	28	28	NUM
eurjchem-1307	200	32	]	]	PUNCT
eurjchem-1307	200	33	.	.	PUNCT
eurjchem-1307	201	1	scheme	scheme	NOUN
eurjchem-1307	201	2	7	7	NUM
eurjchem-1307	201	3	in	in	ADP
eurjchem-1307	201	4	two	two	NUM
eurjchem-1307	201	5	recent	recent	ADJ
eurjchem-1307	201	6	papers	paper	NOUN
eurjchem-1307	201	7	,	,	PUNCT
eurjchem-1307	201	8	chandrasekaran	chandrasekaran	ADJ
eurjchem-1307	201	9	and	and	CCONJ
eurjchem-1307	201	10	coworkers	coworker	NOUN
eurjchem-1307	201	11	also	also	ADV
eurjchem-1307	201	12	reported	report	VERB
eurjchem-1307	201	13	the	the	DET
eurjchem-1307	201	14	reaction	reaction	NOUN
eurjchem-1307	201	15	of	of	ADP
eurjchem-1307	201	16	compound	compound	NOUN
eurjchem-1307	201	17	1	1	NUM
eurjchem-1307	201	18	and	and	CCONJ
eurjchem-1307	201	19	other	other	ADJ
eurjchem-1307	201	20	vinyl	vinyl	NOUN
eurjchem-1307	201	21	cyclopropanes	cyclopropane	NOUN
eurjchem-1307	201	22	under	under	ADP
eurjchem-1307	201	23	the	the	DET
eurjchem-1307	201	24	conditions	condition	NOUN
eurjchem-1307	201	25	of	of	ADP
eurjchem-1307	201	26	the	the	DET
eurjchem-1307	201	27	sharpless	sharpless	NOUN
eurjchem-1307	201	28	aziridi‐	aziridi‐	NOUN
eurjchem-1307	201	29	nation	nation	NOUN
eurjchem-1307	201	30	[	[	X
eurjchem-1307	201	31	16,17	16,17	NUM
eurjchem-1307	201	32	]	]	PUNCT
eurjchem-1307	201	33	.	.	PUNCT
eurjchem-1307	202	1	the	the	DET
eurjchem-1307	202	2	same	same	ADJ
eurjchem-1307	202	3	type	type	NOUN
eurjchem-1307	202	4	of	of	ADP
eurjchem-1307	202	5	heterocycle	heterocycle	NOUN
eurjchem-1307	202	6	was	be	AUX
eurjchem-1307	202	7	obtained	obtain	VERB
eurjchem-1307	202	8	(	(	PUNCT
eurjchem-1307	202	9	scheme	scheme	NOUN
eurjchem-1307	202	10	8)	8)	NUM
eurjchem-1307	202	11	.	.	PUNCT
eurjchem-1307	203	1	chandrasekaran	chandrasekaran	PROPN
eurjchem-1307	203	2	's	's	PART
eurjchem-1307	203	3	group	group	NOUN
eurjchem-1307	203	4	appears	appear	VERB
eurjchem-1307	203	5	to	to	PART
eurjchem-1307	203	6	have	have	AUX
eurjchem-1307	203	7	used	use	VERB
eurjchem-1307	203	8	anhydrous	anhydrous	ADJ
eurjchem-1307	203	9	chloramine‐t	chloramine‐t	NOUN
eurjchem-1307	203	10	,	,	PUNCT
eurjchem-1307	203	11	whereas	whereas	SCONJ
eurjchem-1307	203	12	we	we	PRON
eurjchem-1307	203	13	used	use	VERB
eurjchem-1307	203	14	the	the	DET
eurjchem-1307	203	15	safer	safe	ADJ
eurjchem-1307	203	16	trihydrate	trihydrate	NOUN
eurjchem-1307	204	1	[	[	X
eurjchem-1307	204	2	29	29	NUM
eurjchem-1307	204	3	]	]	PUNCT
eurjchem-1307	204	4	,	,	PUNCT
eurjchem-1307	204	5	which	which	PRON
eurjchem-1307	204	6	is	be	AUX
eurjchem-1307	204	7	the	the	DET
eurjchem-1307	204	8	commercial	commercial	ADJ
eurjchem-1307	204	9	form	form	NOUN
eurjchem-1307	204	10	.	.	PUNCT
eurjchem-1307	205	1	figure	figure	NOUN
eurjchem-1307	205	2	1	1	NUM
eurjchem-1307	205	3	.	.	PUNCT
eurjchem-1307	206	1	ortep	ortep	NOUN
eurjchem-1307	206	2	drawing	drawing	NOUN
eurjchem-1307	206	3	of	of	ADP
eurjchem-1307	206	4	the	the	DET
eurjchem-1307	206	5	structure	structure	NOUN
eurjchem-1307	206	6	of	of	ADP
eurjchem-1307	206	7	compound	compound	NOUN
eurjchem-1307	206	8	13	13	NUM
eurjchem-1307	206	9	.	.	PUNCT
eurjchem-1307	207	1	r	r	NOUN
eurjchem-1307	207	2	1	1	NUM
eurjchem-1307	207	3	n	n	NOUN
eurjchem-1307	207	4	n	n	PRON
eurjchem-1307	207	5	r1	r1	PROPN
eurjchem-1307	207	6	s	s	PART
eurjchem-1307	207	7	o	o	NOUN
eurjchem-1307	207	8	o	o	X
eurjchem-1307	207	9	r	r	NOUN
eurjchem-1307	207	10	r	r	NOUN
eurjchem-1307	207	11	cn	cn	NOUN
eurjchem-1307	207	12	tsnnacl	tsnnacl	NOUN
eurjchem-1307	207	13	phme3n	phme3n	NOUN
eurjchem-1307	207	14	+	+	CCONJ
eurjchem-1307	207	15	br3	br3	PROPN
eurjchem-1307	207	16	scheme	scheme	NOUN
eurjchem-1307	207	17	8	8	NUM
eurjchem-1307	207	18	[	[	X
eurjchem-1307	207	19	16,17	16,17	NUM
eurjchem-1307	207	20	]	]	PUNCT
eurjchem-1307	207	21	they	they	PRON
eurjchem-1307	207	22	proposed	propose	VERB
eurjchem-1307	207	23	a	a	DET
eurjchem-1307	207	24	mechanism	mechanism	NOUN
eurjchem-1307	207	25	in	in	ADP
eurjchem-1307	207	26	which	which	PRON
eurjchem-1307	207	27	the	the	DET
eurjchem-1307	207	28	‐bond	‐bond	NOUN
eurjchem-1307	207	29	interacts	interact	VERB
eurjchem-1307	207	30	with	with	ADP
eurjchem-1307	207	31	br+	br+	NOUN
eurjchem-1307	207	32	and	and	CCONJ
eurjchem-1307	207	33	the	the	DET
eurjchem-1307	207	34	positive	positive	ADJ
eurjchem-1307	207	35	charge	charge	NOUN
eurjchem-1307	207	36	is	be	AUX
eurjchem-1307	207	37	delocalized	delocalize	VERB
eurjchem-1307	207	38	through	through	ADP
eurjchem-1307	207	39	the	the	DET
eurjchem-1307	207	40	cyclopropane	cyclopropane	NOUN
eurjchem-1307	207	41	ring	ring	NOUN
eurjchem-1307	207	42	(	(	PUNCT
eurjchem-1307	207	43	scheme	scheme	NOUN
eurjchem-1307	207	44	9	9	NUM
eurjchem-1307	207	45	)	)	PUNCT
eurjchem-1307	207	46	,	,	PUNCT
eurjchem-1307	207	47	and	and	CCONJ
eurjchem-1307	207	48	presented	present	VERB
eurjchem-1307	207	49	strong	strong	ADJ
eurjchem-1307	207	50	experi‐	experi‐	PROPN
eurjchem-1307	207	51	mental	mental	ADJ
eurjchem-1307	207	52	and	and	CCONJ
eurjchem-1307	207	53	computational	computational	ADJ
eurjchem-1307	207	54	evidence	evidence	NOUN
eurjchem-1307	207	55	of	of	ADP
eurjchem-1307	207	56	the	the	DET
eurjchem-1307	207	57	mechanisms	mechanism	NOUN
eurjchem-1307	207	58	.	.	PUNCT
eurjchem-1307	208	1	to	to	ADP
eurjchem-1307	208	2	the	the	DET
eurjchem-1307	208	3	best	good	ADJ
eurjchem-1307	208	4	of	of	ADP
eurjchem-1307	208	5	our	our	PRON
eurjchem-1307	208	6	knowledge	knowledge	NOUN
eurjchem-1307	208	7	,	,	PUNCT
eurjchem-1307	208	8	acetonitrile	acetonitrile	ADJ
eurjchem-1307	208	9	participation	participation	NOUN
eurjchem-1307	208	10	has	have	AUX
eurjchem-1307	208	11	not	not	PART
eurjchem-1307	208	12	been	be	AUX
eurjchem-1307	208	13	otherwise	otherwise	ADV
eurjchem-1307	208	14	reported	report	VERB
eurjchem-1307	208	15	in	in	ADP
eurjchem-1307	208	16	the	the	DET
eurjchem-1307	208	17	aziridination	aziridination	NOUN
eurjchem-1307	208	18	reaction	reaction	NOUN
eurjchem-1307	208	19	under	under	ADP
eurjchem-1307	208	20	the	the	DET
eurjchem-1307	208	21	sharpless	sharpless	NOUN
eurjchem-1307	208	22	conditions	condition	NOUN
eurjchem-1307	209	1	[	[	X
eurjchem-1307	209	2	26	26	NUM
eurjchem-1307	209	3	]	]	PUNCT
eurjchem-1307	209	4	.	.	PUNCT
eurjchem-1307	210	1	however	however	ADV
eurjchem-1307	210	2	,	,	PUNCT
eurjchem-1307	210	3	we	we	PRON
eurjchem-1307	210	4	believe	believe	VERB
eurjchem-1307	210	5	that	that	SCONJ
eurjchem-1307	210	6	the	the	DET
eurjchem-1307	210	7	involvement	involvement	NOUN
eurjchem-1307	210	8	of	of	ADP
eurjchem-1307	210	9	acetonitrile	acetonitrile	NOUN
eurjchem-1307	210	10	in	in	ADP
eurjchem-1307	210	11	the	the	DET
eurjchem-1307	210	12	reaction	reaction	NOUN
eurjchem-1307	210	13	of	of	ADP
eurjchem-1307	210	14	compound	compound	NOUN
eurjchem-1307	210	15	1	1	NUM
eurjchem-1307	210	16	under	under	ADP
eurjchem-1307	210	17	the	the	DET
eurjchem-1307	210	18	same	same	ADJ
eurjchem-1307	210	19	conditions	condition	NOUN
eurjchem-1307	210	20	can	can	AUX
eurjchem-1307	210	21	be	be	AUX
eurjchem-1307	210	22	readily	readily	ADV
eurjchem-1307	210	23	understood	understand	VERB
eurjchem-1307	210	24	in	in	ADP
eurjchem-1307	210	25	terms	term	NOUN
eurjchem-1307	210	26	of	of	ADP
eurjchem-1307	210	27	our	our	PRON
eurjchem-1307	210	28	initial	initial	ADJ
eurjchem-1307	210	29	hypothesis	hypothesis	NOUN
eurjchem-1307	210	30	.	.	PUNCT
eurjchem-1307	211	1	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	211	2	is	be	AUX
eurjchem-1307	211	3	a	a	DET
eurjchem-1307	211	4	strong	strong	ADJ
eurjchem-1307	211	5	nucleophile	nucleophile	NOUN
eurjchem-1307	212	1	[	[	X
eurjchem-1307	212	2	26,30	26,30	NUM
eurjchem-1307	212	3	]	]	X
eurjchem-1307	212	4	,	,	PUNCT
eurjchem-1307	212	5	so	so	CCONJ
eurjchem-1307	212	6	it	it	PRON
eurjchem-1307	212	7	is	be	AUX
eurjchem-1307	212	8	not	not	PART
eurjchem-1307	212	9	surprising	surprising	ADJ
eurjchem-1307	212	10	that	that	SCONJ
eurjchem-1307	212	11	it	it	PRON
eurjchem-1307	212	12	attacks	attack	VERB
eurjchem-1307	212	13	the	the	DET
eurjchem-1307	212	14	bromonium	bromonium	NOUN
eurjchem-1307	212	15	ion	ion	NOUN
eurjchem-1307	212	16	preferentially	preferentially	ADV
eurjchem-1307	212	17	in	in	ADP
eurjchem-1307	212	18	the	the	DET
eurjchem-1307	212	19	case	case	NOUN
eurjchem-1307	212	20	of	of	ADP
eurjchem-1307	212	21	ordinary	ordinary	ADJ
eurjchem-1307	212	22	bromonium	bromonium	NOUN
eurjchem-1307	212	23	ion	ion	NOUN
eurjchem-1307	212	24	intermediates	intermediate	NOUN
eurjchem-1307	212	25	.	.	PUNCT
eurjchem-1307	213	1	however	however	ADV
eurjchem-1307	213	2	,	,	PUNCT
eurjchem-1307	213	3	if	if	SCONJ
eurjchem-1307	213	4	as	as	SCONJ
eurjchem-1307	213	5	we	we	PRON
eurjchem-1307	213	6	expected	expect	VERB
eurjchem-1307	213	7	,	,	PUNCT
eurjchem-1307	213	8	the	the	DET
eurjchem-1307	213	9	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	213	10	bromonium	bromonium	NOUN
eurjchem-1307	213	11	ion	ion	NOUN
eurjchem-1307	213	12	is	be	AUX
eurjchem-1307	213	13	delocalized	delocalize	VERB
eurjchem-1307	213	14	through	through	ADP
eurjchem-1307	213	15	both	both	PRON
eurjchem-1307	213	16	three‐membered	three‐membere	VERB
eurjchem-1307	213	17	rings	ring	NOUN
eurjchem-1307	213	18	,	,	PUNCT
eurjchem-1307	213	19	and	and	CCONJ
eurjchem-1307	213	20	both	both	DET
eurjchem-1307	213	21	rings	ring	NOUN
eurjchem-1307	213	22	are	be	AUX
eurjchem-1307	213	23	opened	open	VERB
eurjchem-1307	213	24	at	at	ADP
eurjchem-1307	213	25	the	the	DET
eurjchem-1307	213	26	same	same	ADJ
eurjchem-1307	213	27	time	time	NOUN
eurjchem-1307	213	28	,	,	PUNCT
eurjchem-1307	213	29	then	then	ADV
eurjchem-1307	213	30	as	as	SCONJ
eurjchem-1307	213	31	we	we	PRON
eurjchem-1307	213	32	have	have	AUX
eurjchem-1307	213	33	observed	observe	VERB
eurjchem-1307	213	34	with	with	ADP
eurjchem-1307	213	35	compounds	compound	NOUN
eurjchem-1307	213	36	2	2	NUM
eurjchem-1307	213	37	and	and	CCONJ
eurjchem-1307	213	38	5	5	NUM
eurjchem-1307	213	39	,	,	PUNCT
eurjchem-1307	213	40	the	the	DET
eurjchem-1307	213	41	reactivity	reactivity	NOUN
eurjchem-1307	213	42	would	would	AUX
eurjchem-1307	213	43	be	be	AUX
eurjchem-1307	213	44	expected	expect	VERB
eurjchem-1307	213	45	to	to	PART
eurjchem-1307	213	46	be	be	AUX
eurjchem-1307	213	47	much	much	ADV
eurjchem-1307	213	48	higher	high	ADJ
eurjchem-1307	213	49	than	than	ADP
eurjchem-1307	213	50	an	an	DET
eurjchem-1307	213	51	ordinary	ordinary	ADJ
eurjchem-1307	213	52	bromonium	bromonium	NOUN
eurjchem-1307	213	53	ion	ion	NOUN
eurjchem-1307	213	54	.	.	PUNCT
eurjchem-1307	214	1	silverberg	silverberg	PROPN
eurjchem-1307	214	2	et	et	PROPN
eurjchem-1307	214	3	al	al	PROPN
eurjchem-1307	214	4	.	.	PUNCT
eurjchem-1307	214	5	/	/	SYM
eurjchem-1307	214	6	european	european	PROPN
eurjchem-1307	214	7	journal	journal	PROPN
eurjchem-1307	214	8	of	of	ADP
eurjchem-1307	214	9	chemistry	chemistry	NOUN
eurjchem-1307	214	10	6	6	NUM
eurjchem-1307	214	11	(	(	PUNCT
eurjchem-1307	214	12	4	4	NUM
eurjchem-1307	214	13	)	)	PUNCT
eurjchem-1307	214	14	(	(	PUNCT
eurjchem-1307	214	15	2015	2015	NUM
eurjchem-1307	214	16	)	)	PUNCT
eurjchem-1307	214	17	430‐443	430‐443	NOUN
eurjchem-1307	215	1	435	435	NUM
eurjchem-1307	215	2	scheme	scheme	NOUN
eurjchem-1307	215	3	9	9	NUM
eurjchem-1307	215	4	[	[	X
eurjchem-1307	215	5	16,17	16,17	NUM
eurjchem-1307	215	6	]	]	PUNCT
eurjchem-1307	215	7	this	this	PRON
eurjchem-1307	215	8	means	mean	VERB
eurjchem-1307	215	9	that	that	SCONJ
eurjchem-1307	215	10	the	the	DET
eurjchem-1307	215	11	activation	activation	NOUN
eurjchem-1307	215	12	energy	energy	NOUN
eurjchem-1307	215	13	for	for	ADP
eurjchem-1307	215	14	reaction	reaction	NOUN
eurjchem-1307	215	15	of	of	ADP
eurjchem-1307	215	16	the	the	DET
eurjchem-1307	215	17	cation	cation	NOUN
eurjchem-1307	215	18	with	with	ADP
eurjchem-1307	215	19	acetonitrile	acetonitrile	NOUN
eurjchem-1307	215	20	would	would	AUX
eurjchem-1307	215	21	be	be	AUX
eurjchem-1307	215	22	lower	low	ADJ
eurjchem-1307	215	23	,	,	PUNCT
eurjchem-1307	215	24	and	and	CCONJ
eurjchem-1307	215	25	since	since	SCONJ
eurjchem-1307	215	26	acetonitrile	acetonitrile	NOUN
eurjchem-1307	215	27	is	be	AUX
eurjchem-1307	215	28	present	present	ADJ
eurjchem-1307	215	29	in	in	ADP
eurjchem-1307	215	30	much	much	ADV
eurjchem-1307	215	31	greater	great	ADJ
eurjchem-1307	215	32	concentration	concentration	NOUN
eurjchem-1307	215	33	than	than	ADP
eurjchem-1307	215	34	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	215	35	,	,	PUNCT
eurjchem-1307	215	36	it	it	PRON
eurjchem-1307	215	37	is	be	AUX
eurjchem-1307	215	38	now	now	ADV
eurjchem-1307	215	39	able	able	ADJ
eurjchem-1307	215	40	to	to	PART
eurjchem-1307	215	41	react	react	VERB
eurjchem-1307	215	42	preferentially	preferentially	ADV
eurjchem-1307	215	43	.	.	PUNCT
eurjchem-1307	216	1	only	only	ADV
eurjchem-1307	216	2	after	after	SCONJ
eurjchem-1307	216	3	acetonitrile	acetonitrile	NOUN
eurjchem-1307	216	4	has	have	AUX
eurjchem-1307	216	5	attacked	attack	VERB
eurjchem-1307	216	6	the	the	DET
eurjchem-1307	216	7	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	216	8	bromonium	bromonium	NOUN
eurjchem-1307	216	9	ion	ion	NOUN
eurjchem-1307	216	10	and	and	CCONJ
eurjchem-1307	216	11	formed	form	VERB
eurjchem-1307	216	12	the	the	DET
eurjchem-1307	216	13	less	less	ADV
eurjchem-1307	216	14	reactive	reactive	ADJ
eurjchem-1307	216	15	nitrilium	nitrilium	NOUN
eurjchem-1307	216	16	ion	ion	NOUN
eurjchem-1307	216	17	does	do	VERB
eurjchem-1307	216	18	the	the	DET
eurjchem-1307	216	19	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	216	20	attack	attack	NOUN
eurjchem-1307	216	21	.	.	PUNCT
eurjchem-1307	217	1	we	we	PRON
eurjchem-1307	217	2	also	also	ADV
eurjchem-1307	217	3	note	note	VERB
eurjchem-1307	217	4	that	that	SCONJ
eurjchem-1307	217	5	while	while	SCONJ
eurjchem-1307	217	6	the	the	DET
eurjchem-1307	217	7	sharpless	sharpless	NOUN
eurjchem-1307	217	8	aziridination	aziridination	NOUN
eurjchem-1307	217	9	is	be	AUX
eurjchem-1307	217	10	reported	report	VERB
eurjchem-1307	217	11	to	to	PART
eurjchem-1307	217	12	take	take	VERB
eurjchem-1307	217	13	12	12	NUM
eurjchem-1307	217	14	hours	hour	NOUN
eurjchem-1307	217	15	at	at	ADP
eurjchem-1307	217	16	room	room	NOUN
eurjchem-1307	217	17	temperature	temperature	NOUN
eurjchem-1307	218	1	[	[	X
eurjchem-1307	218	2	26,27	26,27	NUM
eurjchem-1307	218	3	]	]	PUNCT
eurjchem-1307	218	4	,	,	PUNCT
eurjchem-1307	218	5	the	the	DET
eurjchem-1307	218	6	reaction	reaction	NOUN
eurjchem-1307	218	7	of	of	ADP
eurjchem-1307	218	8	compound	compound	NOUN
eurjchem-1307	218	9	1	1	NUM
eurjchem-1307	218	10	went	go	VERB
eurjchem-1307	218	11	to	to	ADP
eurjchem-1307	218	12	completion	completion	NOUN
eurjchem-1307	218	13	within	within	ADP
eurjchem-1307	218	14	40	40	NUM
eurjchem-1307	218	15	minutes	minute	NOUN
eurjchem-1307	218	16	at	at	ADP
eurjchem-1307	218	17	0	0	NUM
eurjchem-1307	218	18	°	°	NUM
eurjchem-1307	218	19	c	c	NOUN
eurjchem-1307	218	20	.	.	PUNCT
eurjchem-1307	219	1	the	the	DET
eurjchem-1307	219	2	reaction	reaction	NOUN
eurjchem-1307	219	3	gave	give	VERB
eurjchem-1307	219	4	similar	similar	ADJ
eurjchem-1307	219	5	results	result	NOUN
eurjchem-1307	219	6	whether	whether	SCONJ
eurjchem-1307	219	7	run	run	VERB
eurjchem-1307	219	8	at	at	ADP
eurjchem-1307	219	9	room	room	NOUN
eurjchem-1307	219	10	temperature	temperature	NOUN
eurjchem-1307	219	11	or	or	CCONJ
eurjchem-1307	219	12	at	at	ADP
eurjchem-1307	219	13	0	0	NUM
eurjchem-1307	219	14	°	°	ADP
eurjchem-1307	219	15	c	c	NOUN
eurjchem-1307	219	16	.	.	PUNCT
eurjchem-1307	220	1	results	result	NOUN
eurjchem-1307	220	2	were	be	AUX
eurjchem-1307	220	3	also	also	ADV
eurjchem-1307	220	4	the	the	DET
eurjchem-1307	220	5	same	same	ADJ
eurjchem-1307	220	6	when	when	SCONJ
eurjchem-1307	220	7	the	the	DET
eurjchem-1307	220	8	reaction	reaction	NOUN
eurjchem-1307	220	9	was	be	AUX
eurjchem-1307	220	10	allowed	allow	VERB
eurjchem-1307	220	11	to	to	PART
eurjchem-1307	220	12	stir	stir	VERB
eurjchem-1307	220	13	for	for	ADP
eurjchem-1307	220	14	six	six	NUM
eurjchem-1307	220	15	days	day	NOUN
eurjchem-1307	220	16	at	at	ADP
eurjchem-1307	220	17	room	room	NOUN
eurjchem-1307	220	18	temperature	temperature	NOUN
eurjchem-1307	220	19	.	.	PUNCT
eurjchem-1307	221	1	(	(	PUNCT
eurjchem-1307	221	2	chandrasekaran	chandrasekaran	VERB
eurjchem-1307	221	3	’s	’s	PART
eurjchem-1307	221	4	group	group	NOUN
eurjchem-1307	221	5	reported	report	VERB
eurjchem-1307	221	6	running	running	NOUN
eurjchem-1307	221	7	reactions	reaction	NOUN
eurjchem-1307	221	8	for	for	ADP
eurjchem-1307	221	9	5‐12	5‐12	NUM
eurjchem-1307	221	10	hours	hour	NOUN
eurjchem-1307	221	11	at	at	ADP
eurjchem-1307	221	12	room	room	NOUN
eurjchem-1307	221	13	temperature	temperature	NOUN
eurjchem-1307	221	14	[	[	X
eurjchem-1307	221	15	16,17	16,17	NUM
eurjchem-1307	221	16	]	]	PUNCT
eurjchem-1307	221	17	)	)	PUNCT
eurjchem-1307	221	18	.	.	PUNCT
eurjchem-1307	222	1	the	the	DET
eurjchem-1307	222	2	faster	fast	ADJ
eurjchem-1307	222	3	reaction	reaction	NOUN
eurjchem-1307	222	4	rate	rate	NOUN
eurjchem-1307	222	5	is	be	AUX
eurjchem-1307	222	6	consistent	consistent	ADJ
eurjchem-1307	222	7	with	with	ADP
eurjchem-1307	222	8	the	the	DET
eurjchem-1307	222	9	hypothesis	hypothesis	NOUN
eurjchem-1307	222	10	of	of	ADP
eurjchem-1307	222	11	higher	high	ADJ
eurjchem-1307	222	12	reactivity	reactivity	NOUN
eurjchem-1307	222	13	of	of	ADP
eurjchem-1307	222	14	the	the	DET
eurjchem-1307	222	15	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	222	16	bromonium	bromonium	NOUN
eurjchem-1307	222	17	ion	ion	NOUN
eurjchem-1307	222	18	.	.	PUNCT
eurjchem-1307	223	1	replacement	replacement	NOUN
eurjchem-1307	223	2	of	of	ADP
eurjchem-1307	223	3	ch3cn	ch3cn	NUM
eurjchem-1307	223	4	with	with	ADP
eurjchem-1307	223	5	solvents	solvent	NOUN
eurjchem-1307	223	6	that	that	PRON
eurjchem-1307	223	7	might	might	AUX
eurjchem-1307	223	8	participate	participate	VERB
eurjchem-1307	223	9	as	as	ADP
eurjchem-1307	223	10	ch3cn	ch3cn	PROPN
eurjchem-1307	223	11	does	doe	NOUN
eurjchem-1307	223	12	,	,	PUNCT
eurjchem-1307	223	13	dmso	dmso	NOUN
eurjchem-1307	223	14	and	and	CCONJ
eurjchem-1307	223	15	acetone	acetone	NOUN
eurjchem-1307	223	16	,	,	PUNCT
eurjchem-1307	223	17	did	do	AUX
eurjchem-1307	223	18	not	not	PART
eurjchem-1307	223	19	give	give	VERB
eurjchem-1307	223	20	similar	similar	ADJ
eurjchem-1307	223	21	products	product	NOUN
eurjchem-1307	223	22	.	.	PUNCT
eurjchem-1307	224	1	use	use	NOUN
eurjchem-1307	224	2	of	of	ADP
eurjchem-1307	224	3	the	the	DET
eurjchem-1307	224	4	strong	strong	ADJ
eurjchem-1307	224	5	nucleophile	nucleophile	ADJ
eurjchem-1307	224	6	chloramine‐t	chloramine‐t	NOUN
eurjchem-1307	224	7	was	be	AUX
eurjchem-1307	224	8	also	also	ADV
eurjchem-1307	224	9	necessary	necessary	ADJ
eurjchem-1307	224	10	.	.	PUNCT
eurjchem-1307	225	1	reaction	reaction	NOUN
eurjchem-1307	225	2	of	of	ADP
eurjchem-1307	225	3	compound	compound	NOUN
eurjchem-1307	225	4	1	1	NUM
eurjchem-1307	225	5	with	with	ADP
eurjchem-1307	225	6	ptab	ptab	NOUN
eurjchem-1307	225	7	,	,	PUNCT
eurjchem-1307	225	8	tsnh2	tsnh2	ADJ
eurjchem-1307	225	9	and	and	CCONJ
eurjchem-1307	225	10	ch3cn	ch3cn	PROPN
eurjchem-1307	225	11	gave	give	VERB
eurjchem-1307	225	12	no	no	DET
eurjchem-1307	225	13	amidine	amidine	ADJ
eurjchem-1307	225	14	product	product	NOUN
eurjchem-1307	225	15	.	.	PUNCT
eurjchem-1307	226	1	a	a	DET
eurjchem-1307	226	2	publication	publication	NOUN
eurjchem-1307	226	3	by	by	ADP
eurjchem-1307	226	4	yeung	yeung	PROPN
eurjchem-1307	226	5	and	and	CCONJ
eurjchem-1307	226	6	coworkers	coworker	NOUN
eurjchem-1307	226	7	reported	report	VERB
eurjchem-1307	226	8	a	a	DET
eurjchem-1307	226	9	synthesis	synthesis	NOUN
eurjchem-1307	226	10	of	of	ADP
eurjchem-1307	226	11	cyclic	cyclic	ADJ
eurjchem-1307	226	12	amidines	amidine	NOUN
eurjchem-1307	226	13	from	from	ADP
eurjchem-1307	226	14	an	an	DET
eurjchem-1307	226	15	alkene	alkene	NOUN
eurjchem-1307	226	16	,	,	PUNCT
eurjchem-1307	226	17	a	a	DET
eurjchem-1307	226	18	nitrile	nitrile	ADJ
eurjchem-1307	226	19	,	,	PUNCT
eurjchem-1307	226	20	nbs	nbs	PROPN
eurjchem-1307	226	21	,	,	PUNCT
eurjchem-1307	226	22	and	and	CCONJ
eurjchem-1307	226	23	an	an	DET
eurjchem-1307	226	24	amine	amine	ADJ
eurjchem-1307	226	25	[	[	X
eurjchem-1307	226	26	25	25	NUM
eurjchem-1307	226	27	]	]	PUNCT
eurjchem-1307	226	28	.	.	PUNCT
eurjchem-1307	227	1	these	these	DET
eurjchem-1307	227	2	reactions	reaction	NOUN
eurjchem-1307	227	3	involved	involve	VERB
eurjchem-1307	227	4	formation	formation	NOUN
eurjchem-1307	227	5	of	of	ADP
eurjchem-1307	227	6	a	a	DET
eurjchem-1307	227	7	bromonium	bromonium	NOUN
eurjchem-1307	227	8	ion	ion	NOUN
eurjchem-1307	227	9	and	and	CCONJ
eurjchem-1307	227	10	attack	attack	NOUN
eurjchem-1307	227	11	by	by	ADP
eurjchem-1307	227	12	a	a	DET
eurjchem-1307	227	13	nitrile	nitrile	NOUN
eurjchem-1307	227	14	,	,	PUNCT
eurjchem-1307	227	15	this	this	DET
eurjchem-1307	227	16	time	time	NOUN
eurjchem-1307	227	17	followed	follow	VERB
eurjchem-1307	227	18	by	by	ADP
eurjchem-1307	227	19	attack	attack	NOUN
eurjchem-1307	227	20	by	by	ADP
eurjchem-1307	227	21	an	an	DET
eurjchem-1307	227	22	amine	amine	NOUN
eurjchem-1307	227	23	on	on	ADP
eurjchem-1307	227	24	the	the	DET
eurjchem-1307	227	25	nitrilium	nitrilium	NOUN
eurjchem-1307	227	26	ion	ion	NOUN
eurjchem-1307	227	27	,	,	PUNCT
eurjchem-1307	227	28	then	then	ADV
eurjchem-1307	227	29	cyclization	cyclization	NOUN
eurjchem-1307	227	30	by	by	ADP
eurjchem-1307	227	31	displacement	displacement	NOUN
eurjchem-1307	227	32	of	of	ADP
eurjchem-1307	227	33	the	the	DET
eurjchem-1307	227	34	bromine	bromine	NOUN
eurjchem-1307	227	35	.	.	PUNCT
eurjchem-1307	228	1	ordinary	ordinary	ADJ
eurjchem-1307	228	2	alkenes	alkene	NOUN
eurjchem-1307	228	3	gave	give	VERB
eurjchem-1307	228	4	a	a	DET
eurjchem-1307	228	5	five‐membered	five‐membere	VERB
eurjchem-1307	228	6	cyclic	cyclic	NOUN
eurjchem-1307	228	7	amidine	amidine	NOUN
eurjchem-1307	228	8	,	,	PUNCT
eurjchem-1307	228	9	but	but	CCONJ
eurjchem-1307	228	10	they	they	PRON
eurjchem-1307	228	11	also	also	ADV
eurjchem-1307	228	12	reported	report	VERB
eurjchem-1307	228	13	the	the	DET
eurjchem-1307	228	14	reaction	reaction	NOUN
eurjchem-1307	228	15	of	of	ADP
eurjchem-1307	228	16	vinyl	vinyl	NOUN
eurjchem-1307	228	17	cyclobutane	cyclobutane	NOUN
eurjchem-1307	228	18	α‐pinene	α‐pinene	NUM
eurjchem-1307	228	19	11	11	NUM
eurjchem-1307	228	20	,	,	PUNCT
eurjchem-1307	228	21	which	which	PRON
eurjchem-1307	228	22	gave	give	VERB
eurjchem-1307	228	23	opening	opening	NOUN
eurjchem-1307	228	24	of	of	ADP
eurjchem-1307	228	25	the	the	DET
eurjchem-1307	228	26	cyclobutane	cyclobutane	NOUN
eurjchem-1307	228	27	resulting	result	VERB
eurjchem-1307	228	28	in	in	ADP
eurjchem-1307	228	29	a	a	DET
eurjchem-1307	228	30	seven‐	seven‐	NOUN
eurjchem-1307	228	31	membered	membere	VERB
eurjchem-1307	228	32	cyclic	cyclic	NOUN
eurjchem-1307	228	33	amidine	amidine	NOUN
eurjchem-1307	229	1	[	[	X
eurjchem-1307	229	2	25	25	NUM
eurjchem-1307	229	3	]	]	PUNCT
eurjchem-1307	229	4	.	.	PUNCT
eurjchem-1307	230	1	we	we	PRON
eurjchem-1307	230	2	thus	thus	ADV
eurjchem-1307	230	3	ran	run	VERB
eurjchem-1307	230	4	the	the	DET
eurjchem-1307	230	5	reaction	reaction	NOUN
eurjchem-1307	230	6	of	of	ADP
eurjchem-1307	230	7	compound	compound	NOUN
eurjchem-1307	230	8	1	1	NUM
eurjchem-1307	230	9	under	under	ADP
eurjchem-1307	230	10	yeung	yeung	PROPN
eurjchem-1307	230	11	’s	’s	PART
eurjchem-1307	230	12	conditions	condition	NOUN
eurjchem-1307	230	13	[	[	X
eurjchem-1307	230	14	25	25	NUM
eurjchem-1307	230	15	]	]	PUNCT
eurjchem-1307	230	16	.	.	PUNCT
eurjchem-1307	231	1	none	none	NOUN
eurjchem-1307	231	2	of	of	ADP
eurjchem-1307	231	3	the	the	DET
eurjchem-1307	231	4	amidine	amidine	ADJ
eurjchem-1307	231	5	product	product	NOUN
eurjchem-1307	231	6	13	13	NUM
eurjchem-1307	231	7	was	be	AUX
eurjchem-1307	231	8	observed	observe	VERB
eurjchem-1307	231	9	,	,	PUNCT
eurjchem-1307	231	10	and	and	CCONJ
eurjchem-1307	231	11	tsnh2	tsnh2	NOUN
eurjchem-1307	231	12	appeared	appear	VERB
eurjchem-1307	231	13	to	to	PART
eurjchem-1307	231	14	be	be	AUX
eurjchem-1307	231	15	mostly	mostly	ADV
eurjchem-1307	231	16	unreacted	unreacted	ADJ
eurjchem-1307	231	17	.	.	PUNCT
eurjchem-1307	232	1	we	we	PRON
eurjchem-1307	232	2	also	also	ADV
eurjchem-1307	232	3	attempted	attempt	VERB
eurjchem-1307	232	4	reactions	reaction	NOUN
eurjchem-1307	232	5	with	with	ADP
eurjchem-1307	232	6	nbs	nbs	PROPN
eurjchem-1307	232	7	/	/	SYM
eurjchem-1307	232	8	nh3	nh3	PROPN
eurjchem-1307	232	9	/	/	SYM
eurjchem-1307	232	10	h2o	h2o	PROPN
eurjchem-1307	232	11	[	[	X
eurjchem-1307	232	12	31	31	NUM
eurjchem-1307	232	13	]	]	PUNCT
eurjchem-1307	232	14	and	and	CCONJ
eurjchem-1307	232	15	nbs	nbs	PROPN
eurjchem-1307	232	16	/	/	SYM
eurjchem-1307	232	17	nh3	nh3	PROPN
eurjchem-1307	232	18	(	(	PUNCT
eurjchem-1307	232	19	l	l	NOUN
eurjchem-1307	232	20	)	)	PUNCT
eurjchem-1307	232	21	and	and	CCONJ
eurjchem-1307	232	22	in	in	ADP
eurjchem-1307	232	23	each	each	DET
eurjchem-1307	232	24	case	case	NOUN
eurjchem-1307	232	25	did	do	AUX
eurjchem-1307	232	26	not	not	PART
eurjchem-1307	232	27	obtain	obtain	VERB
eurjchem-1307	232	28	any	any	DET
eurjchem-1307	232	29	non‐volatile	non‐volatile	NOUN
eurjchem-1307	232	30	products	product	NOUN
eurjchem-1307	232	31	.	.	PUNCT
eurjchem-1307	233	1	attempts	attempt	NOUN
eurjchem-1307	233	2	were	be	AUX
eurjchem-1307	233	3	also	also	ADV
eurjchem-1307	233	4	made	make	VERB
eurjchem-1307	233	5	to	to	PART
eurjchem-1307	233	6	capture	capture	VERB
eurjchem-1307	233	7	the	the	DET
eurjchem-1307	233	8	nitrilium	nitrilium	NOUN
eurjchem-1307	233	9	ion	ion	NOUN
eurjchem-1307	233	10	with	with	ADP
eurjchem-1307	233	11	oxygen	oxygen	NOUN
eurjchem-1307	233	12	nucleophiles	nucleophile	NOUN
eurjchem-1307	233	13	.	.	PUNCT
eurjchem-1307	234	1	reaction	reaction	NOUN
eurjchem-1307	234	2	of	of	ADP
eurjchem-1307	234	3	compound	compound	NOUN
eurjchem-1307	234	4	1	1	NUM
eurjchem-1307	234	5	with	with	ADP
eurjchem-1307	234	6	nbs/	nbs/	NOUN
eurjchem-1307	234	7	na2co3	na2co3	PROPN
eurjchem-1307	234	8	/	/	SYM
eurjchem-1307	234	9	ch3cn	ch3cn	PROPN
eurjchem-1307	234	10	gave	give	VERB
eurjchem-1307	234	11	many	many	ADJ
eurjchem-1307	234	12	products	product	NOUN
eurjchem-1307	234	13	by	by	ADP
eurjchem-1307	234	14	tlc	tlc	NOUN
eurjchem-1307	234	15	.	.	PUNCT
eurjchem-1307	235	1	reactions	reaction	NOUN
eurjchem-1307	235	2	with	with	ADP
eurjchem-1307	235	3	nbs	nbs	PROPN
eurjchem-1307	235	4	/	/	SYM
eurjchem-1307	235	5	koh	koh	PROPN
eurjchem-1307	235	6	/	/	SYM
eurjchem-1307	235	7	ch3cn	ch3cn	PROPN
eurjchem-1307	235	8	or	or	CCONJ
eurjchem-1307	235	9	nbs	nbs	PROPN
eurjchem-1307	235	10	in	in	ADP
eurjchem-1307	235	11	1:1	1:1	NUM
eurjchem-1307	235	12	ch3cn	ch3cn	NOUN
eurjchem-1307	235	13	/	/	SYM
eurjchem-1307	235	14	h2o	h2o	NOUN
eurjchem-1307	235	15	were	be	AUX
eurjchem-1307	235	16	also	also	ADV
eurjchem-1307	235	17	unsuccessful	unsuccessful	ADJ
eurjchem-1307	235	18	.	.	PUNCT
eurjchem-1307	236	1	attempts	attempt	NOUN
eurjchem-1307	236	2	to	to	PART
eurjchem-1307	236	3	replace	replace	VERB
eurjchem-1307	236	4	chloramine‐t	chloramine‐t	VERB
eurjchem-1307	236	5	with	with	ADP
eurjchem-1307	236	6	calcium	calcium	NOUN
eurjchem-1307	236	7	hypochlorite	hypochlorite	NOUN
eurjchem-1307	236	8	(	(	PUNCT
eurjchem-1307	236	9	with	with	ADP
eurjchem-1307	236	10	ptab	ptab	NOUN
eurjchem-1307	236	11	in	in	ADP
eurjchem-1307	236	12	acetonitrile	acetonitrile	NOUN
eurjchem-1307	236	13	)	)	PUNCT
eurjchem-1307	236	14	in	in	ADP
eurjchem-1307	236	15	hopes	hope	NOUN
eurjchem-1307	236	16	of	of	ADP
eurjchem-1307	236	17	putting	put	VERB
eurjchem-1307	236	18	an	an	DET
eurjchem-1307	236	19	oxygen	oxygen	NOUN
eurjchem-1307	236	20	into	into	ADP
eurjchem-1307	236	21	the	the	DET
eurjchem-1307	236	22	ring	ring	NOUN
eurjchem-1307	236	23	failed	fail	VERB
eurjchem-1307	236	24	as	as	ADV
eurjchem-1307	236	25	well	well	ADV
eurjchem-1307	236	26	(	(	PUNCT
eurjchem-1307	236	27	scheme	scheme	NOUN
eurjchem-1307	236	28	10	10	NUM
eurjchem-1307	236	29	)	)	PUNCT
eurjchem-1307	236	30	.	.	PUNCT
eurjchem-1307	237	1	chandrasekaran	chandrasekaran	PROPN
eurjchem-1307	237	2	reported	report	VERB
eurjchem-1307	237	3	trying	try	VERB
eurjchem-1307	237	4	a	a	DET
eurjchem-1307	237	5	number	number	NOUN
eurjchem-1307	237	6	of	of	ADP
eurjchem-1307	237	7	different	different	ADJ
eurjchem-1307	237	8	sources	source	NOUN
eurjchem-1307	237	9	of	of	ADP
eurjchem-1307	237	10	br+	br+	NOUN
eurjchem-1307	237	11	or	or	CCONJ
eurjchem-1307	237	12	i+	i+	NOUN
eurjchem-1307	237	13	as	as	ADP
eurjchem-1307	237	14	catalysts	catalyst	NOUN
eurjchem-1307	237	15	for	for	ADP
eurjchem-1307	237	16	the	the	DET
eurjchem-1307	237	17	reaction	reaction	NOUN
eurjchem-1307	237	18	of	of	ADP
eurjchem-1307	237	19	compound	compound	NOUN
eurjchem-1307	237	20	1	1	NUM
eurjchem-1307	237	21	with	with	ADP
eurjchem-1307	237	22	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	237	23	/	/	SYM
eurjchem-1307	237	24	acetonitrile	acetonitrile	NOUN
eurjchem-1307	237	25	,	,	PUNCT
eurjchem-1307	237	26	but	but	CCONJ
eurjchem-1307	237	27	did	do	AUX
eurjchem-1307	237	28	not	not	PART
eurjchem-1307	237	29	try	try	VERB
eurjchem-1307	237	30	any	any	DET
eurjchem-1307	237	31	sources	source	NOUN
eurjchem-1307	237	32	of	of	ADP
eurjchem-1307	237	33	cl+	cl+	NOUN
eurjchem-1307	238	1	[	[	X
eurjchem-1307	238	2	16,17	16,17	NUM
eurjchem-1307	238	3	]	]	PUNCT
eurjchem-1307	238	4	.	.	PUNCT
eurjchem-1307	239	1	we	we	PRON
eurjchem-1307	239	2	thus	thus	ADV
eurjchem-1307	239	3	ran	run	VERB
eurjchem-1307	239	4	the	the	DET
eurjchem-1307	239	5	reaction	reaction	NOUN
eurjchem-1307	239	6	using	use	VERB
eurjchem-1307	239	7	ncs	nc	NOUN
eurjchem-1307	239	8	instead	instead	ADV
eurjchem-1307	239	9	of	of	ADP
eurjchem-1307	239	10	ptab	ptab	NOUN
eurjchem-1307	239	11	,	,	PUNCT
eurjchem-1307	239	12	and	and	CCONJ
eurjchem-1307	239	13	did	do	AUX
eurjchem-1307	239	14	in	in	ADP
eurjchem-1307	239	15	fact	fact	NOUN
eurjchem-1307	239	16	get	get	VERB
eurjchem-1307	239	17	a	a	DET
eurjchem-1307	239	18	different	different	ADJ
eurjchem-1307	239	19	result	result	NOUN
eurjchem-1307	239	20	(	(	PUNCT
eurjchem-1307	239	21	scheme	scheme	NOUN
eurjchem-1307	239	22	11	11	NUM
eurjchem-1307	239	23	)	)	PUNCT
eurjchem-1307	239	24	.	.	PUNCT
eurjchem-1307	240	1	two	two	NUM
eurjchem-1307	240	2	major	major	ADJ
eurjchem-1307	240	3	products	product	NOUN
eurjchem-1307	240	4	were	be	AUX
eurjchem-1307	240	5	isolated	isolate	VERB
eurjchem-1307	240	6	,	,	PUNCT
eurjchem-1307	240	7	amidine	amidine	PROPN
eurjchem-1307	240	8	13	13	NUM
eurjchem-1307	240	9	(	(	PUNCT
eurjchem-1307	240	10	20.7	20.7	NUM
eurjchem-1307	240	11	%	%	NOUN
eurjchem-1307	240	12	after	after	ADP
eurjchem-1307	240	13	chromatography	chromatography	NOUN
eurjchem-1307	240	14	and	and	CCONJ
eurjchem-1307	240	15	recrystallization	recrystallization	NOUN
eurjchem-1307	240	16	)	)	PUNCT
eurjchem-1307	240	17	and	and	CCONJ
eurjchem-1307	240	18	new	new	ADJ
eurjchem-1307	240	19	product	product	NOUN
eurjchem-1307	240	20	14	14	NUM
eurjchem-1307	240	21	,	,	PUNCT
eurjchem-1307	240	22	a	a	DET
eurjchem-1307	240	23	lesser	less	ADJ
eurjchem-1307	240	24	amount	amount	NOUN
eurjchem-1307	240	25	of	of	ADP
eurjchem-1307	240	26	oil	oil	NOUN
eurjchem-1307	240	27	,	,	PUNCT
eurjchem-1307	240	28	which	which	PRON
eurjchem-1307	240	29	has	have	AUX
eurjchem-1307	240	30	resisted	resist	VERB
eurjchem-1307	240	31	all	all	DET
eurjchem-1307	240	32	attempts	attempt	NOUN
eurjchem-1307	240	33	at	at	ADP
eurjchem-1307	240	34	obtaining	obtain	VERB
eurjchem-1307	240	35	pure	pure	ADJ
eurjchem-1307	240	36	material	material	NOUN
eurjchem-1307	240	37	.	.	PUNCT
eurjchem-1307	241	1	the	the	DET
eurjchem-1307	241	2	reaction	reaction	NOUN
eurjchem-1307	241	3	was	be	AUX
eurjchem-1307	241	4	significantly	significantly	ADV
eurjchem-1307	241	5	slower	slow	ADJ
eurjchem-1307	241	6	than	than	ADP
eurjchem-1307	241	7	with	with	ADP
eurjchem-1307	241	8	ptab	ptab	NOUN
eurjchem-1307	241	9	and	and	CCONJ
eurjchem-1307	241	10	was	be	AUX
eurjchem-1307	241	11	stirred	stir	VERB
eurjchem-1307	241	12	overnight	overnight	ADV
eurjchem-1307	241	13	to	to	PART
eurjchem-1307	241	14	ensure	ensure	VERB
eurjchem-1307	241	15	complete	complete	ADJ
eurjchem-1307	241	16	consumption	consumption	NOUN
eurjchem-1307	241	17	of	of	ADP
eurjchem-1307	241	18	compound	compound	NOUN
eurjchem-1307	241	19	1	1	NUM
eurjchem-1307	241	20	.	.	PUNCT
eurjchem-1307	242	1	the	the	DET
eurjchem-1307	242	2	reaction	reaction	NOUN
eurjchem-1307	242	3	was	be	AUX
eurjchem-1307	242	4	also	also	ADV
eurjchem-1307	242	5	run	run	VERB
eurjchem-1307	242	6	without	without	ADP
eurjchem-1307	242	7	any	any	DET
eurjchem-1307	242	8	added	add	VERB
eurjchem-1307	242	9	catalyst	catalyst	NOUN
eurjchem-1307	242	10	(	(	PUNCT
eurjchem-1307	242	11	tsnnacl·3h2o	tsnnacl·3h2o	NOUN
eurjchem-1307	242	12	/	/	SYM
eurjchem-1307	242	13	ch3cn	ch3cn	NUM
eurjchem-1307	242	14	)	)	PUNCT
eurjchem-1307	242	15	and	and	CCONJ
eurjchem-1307	242	16	gave	give	VERB
eurjchem-1307	242	17	the	the	DET
eurjchem-1307	242	18	same	same	ADJ
eurjchem-1307	242	19	two	two	NUM
eurjchem-1307	242	20	products	product	NOUN
eurjchem-1307	242	21	and	and	CCONJ
eurjchem-1307	242	22	a	a	DET
eurjchem-1307	242	23	similar	similar	ADJ
eurjchem-1307	242	24	reaction	reaction	NOUN
eurjchem-1307	242	25	rate	rate	NOUN
eurjchem-1307	242	26	.	.	PUNCT
eurjchem-1307	243	1	the	the	DET
eurjchem-1307	243	2	less	less	ADV
eurjchem-1307	243	3	polar	polar	ADJ
eurjchem-1307	243	4	compound	compound	NOUN
eurjchem-1307	243	5	14	14	NUM
eurjchem-1307	243	6	displayed	display	VERB
eurjchem-1307	243	7	1h	1h	NUM
eurjchem-1307	243	8	and	and	CCONJ
eurjchem-1307	243	9	13c	13c	NOUN
eurjchem-1307	243	10	nmr	nmr	NOUN
eurjchem-1307	243	11	spectra	spectra	NOUN
eurjchem-1307	243	12	that	that	PRON
eurjchem-1307	243	13	were	be	AUX
eurjchem-1307	243	14	each	each	PRON
eurjchem-1307	243	15	very	very	ADV
eurjchem-1307	243	16	similar	similar	ADJ
eurjchem-1307	243	17	to	to	PART
eurjchem-1307	243	18	compound	compound	VERB
eurjchem-1307	243	19	13	13	NUM
eurjchem-1307	243	20	,	,	PUNCT
eurjchem-1307	243	21	but	but	CCONJ
eurjchem-1307	243	22	with	with	ADP
eurjchem-1307	243	23	important	important	ADJ
eurjchem-1307	243	24	differences	difference	NOUN
eurjchem-1307	243	25	.	.	PUNCT
eurjchem-1307	244	1	the	the	DET
eurjchem-1307	244	2	13c	13c	NUM
eurjchem-1307	244	3	nmr	nmr	NOUN
eurjchem-1307	244	4	spectrum	spectrum	NOUN
eurjchem-1307	244	5	showed	show	VERB
eurjchem-1307	244	6	that	that	SCONJ
eurjchem-1307	244	7	one	one	NUM
eurjchem-1307	244	8	of	of	ADP
eurjchem-1307	244	9	the	the	DET
eurjchem-1307	244	10	alkyl	alkyl	ADJ
eurjchem-1307	244	11	carbons	carbon	NOUN
eurjchem-1307	244	12	had	have	AUX
eurjchem-1307	244	13	moved	move	VERB
eurjchem-1307	244	14	from	from	ADP
eurjchem-1307	244	15	the	the	DET
eurjchem-1307	244	16	mid‐20s	mid‐20s	NOUN
eurjchem-1307	244	17	to	to	ADP
eurjchem-1307	244	18	44.9	44.9	NUM
eurjchem-1307	244	19	ppm	ppm	NOUN
eurjchem-1307	244	20	.	.	PUNCT
eurjchem-1307	245	1	the	the	DET
eurjchem-1307	245	2	1h	1h	NUM
eurjchem-1307	245	3	nmr	nmr	NOUN
eurjchem-1307	245	4	spectrum	spectrum	NOUN
eurjchem-1307	245	5	did	do	AUX
eurjchem-1307	245	6	not	not	PART
eurjchem-1307	245	7	show	show	VERB
eurjchem-1307	245	8	an	an	DET
eurjchem-1307	245	9	amidine	amidine	PROPN
eurjchem-1307	245	10	ch3	ch3	PROPN
eurjchem-1307	245	11	,	,	PUNCT
eurjchem-1307	245	12	but	but	CCONJ
eurjchem-1307	245	13	did	do	AUX
eurjchem-1307	245	14	show	show	VERB
eurjchem-1307	245	15	a	a	DET
eurjchem-1307	245	16	pair	pair	NOUN
eurjchem-1307	245	17	of	of	ADP
eurjchem-1307	245	18	one‐hydrogen	one‐hydrogen	NUM
eurjchem-1307	245	19	doublets	doublet	NOUN
eurjchem-1307	245	20	at	at	ADP
eurjchem-1307	245	21	4.42	4.42	NUM
eurjchem-1307	245	22	and	and	CCONJ
eurjchem-1307	245	23	3.97	3.97	NUM
eurjchem-1307	245	24	ppm	ppm	NOUN
eurjchem-1307	245	25	,	,	PUNCT
eurjchem-1307	245	26	splitting	split	VERB
eurjchem-1307	245	27	each	each	DET
eurjchem-1307	245	28	other	other	ADJ
eurjchem-1307	245	29	with	with	ADP
eurjchem-1307	245	30	coupling	couple	VERB
eurjchem-1307	245	31	constant	constant	ADJ
eurjchem-1307	245	32	of	of	ADP
eurjchem-1307	245	33	~13	~13	PRON
eurjchem-1307	245	34	hz	hz	VERB
eurjchem-1307	245	35	.	.	PUNCT
eurjchem-1307	246	1	the	the	DET
eurjchem-1307	246	2	compound	compound	NOUN
eurjchem-1307	246	3	is	be	AUX
eurjchem-1307	246	4	thus	thus	ADV
eurjchem-1307	246	5	proposed	propose	VERB
eurjchem-1307	246	6	to	to	PART
eurjchem-1307	246	7	have	have	VERB
eurjchem-1307	246	8	structure	structure	NOUN
eurjchem-1307	246	9	14	14	NUM
eurjchem-1307	246	10	.	.	PUNCT
eurjchem-1307	247	1	the	the	DET
eurjchem-1307	247	2	two	two	NUM
eurjchem-1307	247	3	doublets	doublet	NOUN
eurjchem-1307	247	4	come	come	VERB
eurjchem-1307	247	5	from	from	ADP
eurjchem-1307	247	6	the	the	DET
eurjchem-1307	247	7	two	two	NUM
eurjchem-1307	247	8	methylene	methylene	ADJ
eurjchem-1307	247	9	protons	proton	NOUN
eurjchem-1307	247	10	now	now	ADV
eurjchem-1307	247	11	in	in	ADP
eurjchem-1307	247	12	the	the	DET
eurjchem-1307	247	13	seven‐membered	seven‐membere	VERB
eurjchem-1307	247	14	ring	ring	NOUN
eurjchem-1307	247	15	.	.	PUNCT
eurjchem-1307	248	1	scheme	scheme	NOUN
eurjchem-1307	248	2	10	10	NUM
eurjchem-1307	248	3	scheme	scheme	NOUN
eurjchem-1307	248	4	11	11	NUM
eurjchem-1307	248	5	a	a	DET
eurjchem-1307	248	6	possible	possible	ADJ
eurjchem-1307	248	7	mechanism	mechanism	NOUN
eurjchem-1307	248	8	for	for	ADP
eurjchem-1307	248	9	the	the	DET
eurjchem-1307	248	10	formation	formation	NOUN
eurjchem-1307	248	11	of	of	ADP
eurjchem-1307	248	12	compound	compound	NOUN
eurjchem-1307	248	13	14	14	NUM
eurjchem-1307	248	14	is	be	AUX
eurjchem-1307	248	15	shown	show	VERB
eurjchem-1307	248	16	in	in	ADP
eurjchem-1307	248	17	scheme	scheme	NOUN
eurjchem-1307	248	18	12	12	NUM
eurjchem-1307	248	19	.	.	PUNCT
eurjchem-1307	249	1	after	after	SCONJ
eurjchem-1307	249	2	formation	formation	NOUN
eurjchem-1307	249	3	of	of	ADP
eurjchem-1307	249	4	the	the	DET
eurjchem-1307	249	5	nitrilium	nitrilium	NOUN
eurjchem-1307	249	6	ion	ion	NOUN
eurjchem-1307	249	7	,	,	PUNCT
eurjchem-1307	249	8	a	a	DET
eurjchem-1307	249	9	1,2	1,2	NUM
eurjchem-1307	249	10	hydride	hydride	NOUN
eurjchem-1307	249	11	shift	shift	NOUN
eurjchem-1307	249	12	occurs	occur	NOUN
eurjchem-1307	249	13	,	,	PUNCT
eurjchem-1307	249	14	producing	produce	VERB
eurjchem-1307	249	15	an	an	DET
eurjchem-1307	249	16	α‐imino	α‐imino	NUM
eurjchem-1307	249	17	cation	cation	NOUN
eurjchem-1307	249	18	,	,	PUNCT
eurjchem-1307	249	19	which	which	PRON
eurjchem-1307	249	20	is	be	AUX
eurjchem-1307	249	21	stabilized	stabilize	VERB
eurjchem-1307	249	22	by	by	ADP
eurjchem-1307	249	23	delocalization	delocalization	NOUN
eurjchem-1307	249	24	[	[	X
eurjchem-1307	249	25	32	32	NUM
eurjchem-1307	249	26	]	]	PUNCT
eurjchem-1307	249	27	.	.	PUNCT
eurjchem-1307	250	1	436	436	NUM
eurjchem-1307	250	2	silverberg	silverberg	PROPN
eurjchem-1307	250	3	et	et	PROPN
eurjchem-1307	250	4	al	al	PROPN
eurjchem-1307	250	5	.	.	PUNCT
eurjchem-1307	250	6	/	/	SYM
eurjchem-1307	250	7	european	european	PROPN
eurjchem-1307	250	8	journal	journal	PROPN
eurjchem-1307	250	9	of	of	ADP
eurjchem-1307	250	10	chemistry	chemistry	NOUN
eurjchem-1307	250	11	6	6	NUM
eurjchem-1307	250	12	(	(	PUNCT
eurjchem-1307	250	13	4	4	NUM
eurjchem-1307	250	14	)	)	PUNCT
eurjchem-1307	250	15	(	(	PUNCT
eurjchem-1307	250	16	2015	2015	NUM
eurjchem-1307	250	17	)	)	PUNCT
eurjchem-1307	250	18	430‐443	430‐443	PROPN
eurjchem-1307	250	19	scheme	scheme	NOUN
eurjchem-1307	250	20	12	12	NUM
eurjchem-1307	250	21	scheme	scheme	NOUN
eurjchem-1307	250	22	13	13	NUM
eurjchem-1307	251	1	[	[	X
eurjchem-1307	251	2	17	17	NUM
eurjchem-1307	251	3	]	]	PUNCT
eurjchem-1307	251	4	tsnnacl	tsnnacl	X
eurjchem-1307	251	5	3h2o	3h2o	NUM
eurjchem-1307	251	6	ch2h3c	ch2h3c	PROPN
eurjchem-1307	251	7	tshn	tshn	NOUN
eurjchem-1307	251	8	17	17	NUM
eurjchem-1307	251	9	tsn	tsn	NOUN
eurjchem-1307	251	10	cis	cis	NOUN
eurjchem-1307	251	11	-	-	PUNCT
eurjchem-1307	251	12	(	(	PUNCT
eurjchem-1307	251	13	,	,	PUNCT
eurjchem-1307	251	14	)	)	PUNCT
eurjchem-1307	251	15	r	r	NOUN
eurjchem-1307	251	16	r	r	NOUN
eurjchem-1307	251	17	11	11	NUM
eurjchem-1307	251	18	16b	16b	NOUN
eurjchem-1307	251	19	ch2cl2	ch2cl2	NOUN
eurjchem-1307	251	20	phme3n	phme3n	NOUN
eurjchem-1307	251	21	+	+	CCONJ
eurjchem-1307	251	22	br3	br3	PROPN
eurjchem-1307	251	23	.	.	PUNCT
eurjchem-1307	252	1	scheme	scheme	NOUN
eurjchem-1307	252	2	14	14	NUM
eurjchem-1307	252	3	since	since	SCONJ
eurjchem-1307	252	4	chloride	chloride	NOUN
eurjchem-1307	252	5	is	be	AUX
eurjchem-1307	252	6	a	a	DET
eurjchem-1307	252	7	poorer	poorer	ADV
eurjchem-1307	252	8	leaving	leave	VERB
eurjchem-1307	252	9	group	group	NOUN
eurjchem-1307	252	10	than	than	ADP
eurjchem-1307	252	11	bromide	bromide	NOUN
eurjchem-1307	253	1	[	[	X
eurjchem-1307	253	2	33	33	NUM
eurjchem-1307	253	3	]	]	PUNCT
eurjchem-1307	253	4	,	,	PUNCT
eurjchem-1307	253	5	the	the	DET
eurjchem-1307	253	6	final	final	ADJ
eurjchem-1307	253	7	cyclization	cyclization	NOUN
eurjchem-1307	253	8	to	to	PART
eurjchem-1307	253	9	compound	compound	VERB
eurjchem-1307	253	10	13	13	NUM
eurjchem-1307	253	11	may	may	AUX
eurjchem-1307	253	12	have	have	AUX
eurjchem-1307	253	13	slowed	slow	VERB
eurjchem-1307	253	14	enough	enough	ADV
eurjchem-1307	253	15	to	to	PART
eurjchem-1307	253	16	make	make	VERB
eurjchem-1307	253	17	the	the	DET
eurjchem-1307	253	18	hydride	hydride	NOUN
eurjchem-1307	253	19	shift	shift	NOUN
eurjchem-1307	253	20	competitive	competitive	ADJ
eurjchem-1307	253	21	when	when	SCONJ
eurjchem-1307	253	22	ncs	nc	NOUN
eurjchem-1307	253	23	or	or	CCONJ
eurjchem-1307	253	24	no	no	DET
eurjchem-1307	253	25	catalyst	catalyst	NOUN
eurjchem-1307	253	26	was	be	AUX
eurjchem-1307	253	27	used	use	VERB
eurjchem-1307	253	28	instead	instead	ADV
eurjchem-1307	253	29	of	of	ADP
eurjchem-1307	253	30	ptab	ptab	NOUN
eurjchem-1307	253	31	.	.	PUNCT
eurjchem-1307	254	1	when	when	SCONJ
eurjchem-1307	254	2	the	the	DET
eurjchem-1307	254	3	reaction	reaction	NOUN
eurjchem-1307	254	4	of	of	ADP
eurjchem-1307	254	5	compound	compound	NOUN
eurjchem-1307	254	6	1	1	NUM
eurjchem-1307	254	7	was	be	AUX
eurjchem-1307	254	8	run	run	VERB
eurjchem-1307	254	9	with	with	ADP
eurjchem-1307	254	10	ch2cl2	ch2cl2	NOUN
eurjchem-1307	254	11	as	as	ADP
eurjchem-1307	254	12	solvent	solvent	PROPN
eurjchem-1307	254	13	instead	instead	ADV
eurjchem-1307	254	14	of	of	ADP
eurjchem-1307	254	15	ch3cn	ch3cn	NUM
eurjchem-1307	254	16	,	,	PUNCT
eurjchem-1307	254	17	using	use	VERB
eurjchem-1307	254	18	either	either	CCONJ
eurjchem-1307	254	19	ptab	ptab	NOUN
eurjchem-1307	254	20	or	or	CCONJ
eurjchem-1307	254	21	ncs	ncs	NOUN
eurjchem-1307	254	22	,	,	PUNCT
eurjchem-1307	254	23	mixtures	mixture	NOUN
eurjchem-1307	254	24	were	be	AUX
eurjchem-1307	254	25	obtained	obtain	VERB
eurjchem-1307	254	26	from	from	ADP
eurjchem-1307	254	27	which	which	PRON
eurjchem-1307	254	28	no	no	DET
eurjchem-1307	254	29	pure	pure	ADJ
eurjchem-1307	254	30	product	product	NOUN
eurjchem-1307	254	31	could	could	AUX
eurjchem-1307	254	32	be	be	AUX
eurjchem-1307	254	33	isolated	isolate	VERB
eurjchem-1307	254	34	.	.	PUNCT
eurjchem-1307	255	1	3.3	3.3	NUM
eurjchem-1307	255	2	.	.	PUNCT
eurjchem-1307	255	3	pinenes	pinene	NOUN
eurjchem-1307	255	4	and	and	CCONJ
eurjchem-1307	255	5	nitrogen	nitrogen	NOUN
eurjchem-1307	255	6	nucleophiles	nucleophile	NOUN
eurjchem-1307	255	7	we	we	PRON
eurjchem-1307	255	8	initially	initially	ADV
eurjchem-1307	255	9	attempted	attempt	VERB
eurjchem-1307	255	10	to	to	PART
eurjchem-1307	255	11	use	use	VERB
eurjchem-1307	255	12	(	(	PUNCT
eurjchem-1307	255	13	‐)‐β‐pinene	‐)‐β‐pinene	PROPN
eurjchem-1307	255	14	7	7	NUM
eurjchem-1307	255	15	and	and	CCONJ
eurjchem-1307	255	16	(	(	PUNCT
eurjchem-1307	255	17	‐)‐α‐	‐)‐α‐	NOUN
eurjchem-1307	255	18	pinene	pinene	NOUN
eurjchem-1307	255	19	11	11	NUM
eurjchem-1307	255	20	under	under	ADP
eurjchem-1307	255	21	the	the	DET
eurjchem-1307	255	22	conditions	condition	NOUN
eurjchem-1307	255	23	of	of	ADP
eurjchem-1307	255	24	sharpless	sharpless	NOUN
eurjchem-1307	255	25	’	'	PUNCT
eurjchem-1307	255	26	aziridination	aziridination	NOUN
eurjchem-1307	255	27	reaction	reaction	NOUN
eurjchem-1307	255	28	[	[	X
eurjchem-1307	255	29	26	26	NUM
eurjchem-1307	255	30	]	]	PUNCT
eurjchem-1307	255	31	,	,	PUNCT
eurjchem-1307	255	32	but	but	CCONJ
eurjchem-1307	255	33	were	be	AUX
eurjchem-1307	255	34	unsuccessful	unsuccessful	ADJ
eurjchem-1307	255	35	in	in	ADP
eurjchem-1307	255	36	isolating	isolate	VERB
eurjchem-1307	255	37	any	any	DET
eurjchem-1307	255	38	products	product	NOUN
eurjchem-1307	255	39	.	.	PUNCT
eurjchem-1307	256	1	however	however	ADV
eurjchem-1307	256	2	,	,	PUNCT
eurjchem-1307	256	3	chandrasekaran	chandrasekaran	PROPN
eurjchem-1307	256	4	’s	’s	PART
eurjchem-1307	256	5	group	group	NOUN
eurjchem-1307	256	6	also	also	ADV
eurjchem-1307	256	7	ran	run	VERB
eurjchem-1307	256	8	the	the	DET
eurjchem-1307	256	9	reaction	reaction	NOUN
eurjchem-1307	256	10	of	of	ADP
eurjchem-1307	256	11	11	11	NUM
eurjchem-1307	256	12	and	and	CCONJ
eurjchem-1307	256	13	was	be	AUX
eurjchem-1307	256	14	successful	successful	ADJ
eurjchem-1307	256	15	[	[	X
eurjchem-1307	256	16	17	17	NUM
eurjchem-1307	256	17	]	]	PUNCT
eurjchem-1307	256	18	.	.	PUNCT
eurjchem-1307	257	1	along	along	ADP
eurjchem-1307	257	2	with	with	ADP
eurjchem-1307	257	3	a	a	DET
eurjchem-1307	257	4	45	45	NUM
eurjchem-1307	257	5	%	%	NOUN
eurjchem-1307	257	6	yield	yield	NOUN
eurjchem-1307	257	7	of	of	ADP
eurjchem-1307	257	8	the	the	DET
eurjchem-1307	257	9	expected	expect	VERB
eurjchem-1307	257	10	seven‐membered	seven‐membere	VERB
eurjchem-1307	257	11	heterocycle	heterocycle	NOUN
eurjchem-1307	257	12	15	15	NUM
eurjchem-1307	257	13	(	(	PUNCT
eurjchem-1307	257	14	scheme	scheme	NOUN
eurjchem-1307	257	15	13	13	NUM
eurjchem-1307	257	16	)	)	PUNCT
eurjchem-1307	257	17	,	,	PUNCT
eurjchem-1307	257	18	they	they	PRON
eurjchem-1307	257	19	reported	report	VERB
eurjchem-1307	257	20	15	15	NUM
eurjchem-1307	257	21	%	%	NOUN
eurjchem-1307	257	22	yield	yield	NOUN
eurjchem-1307	257	23	of	of	ADP
eurjchem-1307	257	24	a	a	DET
eurjchem-1307	257	25	compound	compound	NOUN
eurjchem-1307	257	26	they	they	PRON
eurjchem-1307	257	27	identified	identify	VERB
eurjchem-1307	257	28	as	as	ADP
eurjchem-1307	257	29	16a	16a	NOUN
eurjchem-1307	257	30	,	,	PUNCT
eurjchem-1307	257	31	resulting	result	VERB
eurjchem-1307	257	32	from	from	ADP
eurjchem-1307	257	33	elimination	elimination	NOUN
eurjchem-1307	257	34	prior	prior	ADV
eurjchem-1307	257	35	to	to	ADP
eurjchem-1307	257	36	attack	attack	NOUN
eurjchem-1307	257	37	by	by	ADP
eurjchem-1307	257	38	acetonitrile	acetonitrile	NOUN
eurjchem-1307	257	39	.	.	PUNCT
eurjchem-1307	258	1	again	again	ADV
eurjchem-1307	258	2	,	,	PUNCT
eurjchem-1307	258	3	in	in	ADP
eurjchem-1307	258	4	retrospect	retrospect	ADJ
eurjchem-1307	258	5	the	the	DET
eurjchem-1307	258	6	difference	difference	NOUN
eurjchem-1307	258	7	in	in	ADP
eurjchem-1307	258	8	results	result	NOUN
eurjchem-1307	258	9	may	may	AUX
eurjchem-1307	258	10	have	have	AUX
eurjchem-1307	258	11	been	be	AUX
eurjchem-1307	258	12	in	in	ADP
eurjchem-1307	258	13	our	our	PRON
eurjchem-1307	258	14	use	use	NOUN
eurjchem-1307	258	15	of	of	ADP
eurjchem-1307	258	16	the	the	DET
eurjchem-1307	258	17	trihydrate	trihydrate	NOUN
eurjchem-1307	258	18	.	.	PUNCT
eurjchem-1307	259	1	it	it	PRON
eurjchem-1307	259	2	seemed	seem	VERB
eurjchem-1307	259	3	to	to	ADP
eurjchem-1307	259	4	us	we	PRON
eurjchem-1307	259	5	at	at	ADP
eurjchem-1307	259	6	the	the	DET
eurjchem-1307	259	7	time	time	NOUN
eurjchem-1307	259	8	prior	prior	ADV
eurjchem-1307	259	9	to	to	ADP
eurjchem-1307	259	10	chandrasekaran	chandrasekaran	ADJ
eurjchem-1307	259	11	’s	’s	PART
eurjchem-1307	259	12	report	report	NOUN
eurjchem-1307	259	13	[	[	X
eurjchem-1307	259	14	17	17	NUM
eurjchem-1307	259	15	]	]	X
eurjchem-1307	259	16	,	,	PUNCT
eurjchem-1307	259	17	however	however	ADV
eurjchem-1307	259	18	,	,	PUNCT
eurjchem-1307	259	19	that	that	SCONJ
eurjchem-1307	259	20	the	the	DET
eurjchem-1307	259	21	problem	problem	NOUN
eurjchem-1307	259	22	with	with	ADP
eurjchem-1307	259	23	our	our	PRON
eurjchem-1307	259	24	reaction	reaction	NOUN
eurjchem-1307	259	25	might	might	AUX
eurjchem-1307	259	26	be	be	AUX
eurjchem-1307	259	27	that	that	SCONJ
eurjchem-1307	259	28	seven‐membered	seven‐membere	VERB
eurjchem-1307	259	29	rings	ring	NOUN
eurjchem-1307	259	30	would	would	AUX
eurjchem-1307	259	31	have	have	VERB
eurjchem-1307	259	32	to	to	PART
eurjchem-1307	259	33	form	form	VERB
eurjchem-1307	259	34	from	from	ADP
eurjchem-1307	259	35	compound	compound	NOUN
eurjchem-1307	259	36	7	7	NUM
eurjchem-1307	259	37	or	or	CCONJ
eurjchem-1307	259	38	11	11	NUM
eurjchem-1307	259	39	instead	instead	ADV
eurjchem-1307	259	40	of	of	ADP
eurjchem-1307	259	41	six‐membered	six‐membere	VERB
eurjchem-1307	259	42	rings	ring	NOUN
eurjchem-1307	259	43	as	as	ADP
eurjchem-1307	259	44	with	with	ADP
eurjchem-1307	259	45	compound	compound	NOUN
eurjchem-1307	259	46	1	1	NUM
eurjchem-1307	259	47	.	.	PUNCT
eurjchem-1307	260	1	therefore	therefore	ADV
eurjchem-1307	260	2	,	,	PUNCT
eurjchem-1307	260	3	we	we	PRON
eurjchem-1307	260	4	replaced	replace	VERB
eurjchem-1307	260	5	acetonitrile	acetonitrile	NOUN
eurjchem-1307	260	6	with	with	ADP
eurjchem-1307	260	7	methylene	methylene	ADJ
eurjchem-1307	260	8	chloride	chloride	NOUN
eurjchem-1307	260	9	,	,	PUNCT
eurjchem-1307	260	10	and	and	CCONJ
eurjchem-1307	260	11	it	it	PRON
eurjchem-1307	260	12	was	be	AUX
eurjchem-1307	260	13	hoped	hope	VERB
eurjchem-1307	260	14	that	that	SCONJ
eurjchem-1307	260	15	five‐membered	five‐membere	VERB
eurjchem-1307	260	16	rings	ring	NOUN
eurjchem-1307	260	17	might	might	AUX
eurjchem-1307	260	18	be	be	AUX
eurjchem-1307	260	19	produced	produce	VERB
eurjchem-1307	260	20	.	.	PUNCT
eurjchem-1307	261	1	the	the	DET
eurjchem-1307	261	2	reaction	reaction	NOUN
eurjchem-1307	261	3	with	with	ADP
eurjchem-1307	261	4	compound	compound	NOUN
eurjchem-1307	261	5	11	11	NUM
eurjchem-1307	261	6	(	(	PUNCT
eurjchem-1307	261	7	scheme	scheme	NOUN
eurjchem-1307	261	8	14	14	NUM
eurjchem-1307	261	9	)	)	PUNCT
eurjchem-1307	261	10	did	do	AUX
eurjchem-1307	261	11	not	not	PART
eurjchem-1307	261	12	give	give	VERB
eurjchem-1307	261	13	the	the	DET
eurjchem-1307	261	14	five‐membered	five‐membere	VERB
eurjchem-1307	261	15	ring	ring	NOUN
eurjchem-1307	261	16	17	17	NUM
eurjchem-1307	261	17	.	.	PUNCT
eurjchem-1307	262	1	instead	instead	ADV
eurjchem-1307	262	2	of	of	ADP
eurjchem-1307	262	3	the	the	DET
eurjchem-1307	262	4	nucleophile	nucleophile	ADJ
eurjchem-1307	262	5	attacking	attacking	NOUN
eurjchem-1307	262	6	at	at	ADP
eurjchem-1307	262	7	the	the	DET
eurjchem-1307	262	8	gem‐dimethyl	gem‐dimethyl	PROPN
eurjchem-1307	262	9	carbon	carbon	NOUN
eurjchem-1307	262	10	in	in	ADP
eurjchem-1307	262	11	the	the	DET
eurjchem-1307	262	12	cyclobutane	cyclobutane	NOUN
eurjchem-1307	262	13	ring	ring	NOUN
eurjchem-1307	262	14	,	,	PUNCT
eurjchem-1307	262	15	elimination	elimination	NOUN
eurjchem-1307	262	16	occurred	occur	VERB
eurjchem-1307	262	17	,	,	PUNCT
eurjchem-1307	262	18	leading	lead	VERB
eurjchem-1307	262	19	to	to	ADP
eurjchem-1307	262	20	an	an	DET
eurjchem-1307	262	21	allylic	allylic	ADJ
eurjchem-1307	262	22	amine	amine	NOUN
eurjchem-1307	262	23	,	,	PUNCT
eurjchem-1307	262	24	which	which	PRON
eurjchem-1307	262	25	x‐ray	x‐ray	PROPN
eurjchem-1307	262	26	crystal	crystal	PROPN
eurjchem-1307	262	27	data	datum	NOUN
eurjchem-1307	262	28	showed	show	VERB
eurjchem-1307	262	29	to	to	PART
eurjchem-1307	262	30	be	be	AUX
eurjchem-1307	262	31	compound	compound	VERB
eurjchem-1307	262	32	16b	16b	PROPN
eurjchem-1307	262	33	(	(	PUNCT
eurjchem-1307	262	34	figure	figure	NOUN
eurjchem-1307	262	35	2	2	NUM
eurjchem-1307	262	36	)	)	PUNCT
eurjchem-1307	262	37	,	,	PUNCT
eurjchem-1307	262	38	the	the	DET
eurjchem-1307	262	39	enantiomer	enantiomer	NOUN
eurjchem-1307	262	40	of	of	ADP
eurjchem-1307	262	41	what	what	PRON
eurjchem-1307	262	42	chandrasekaran	chandrasekaran	VERB
eurjchem-1307	262	43	proposed	propose	VERB
eurjchem-1307	262	44	(	(	PUNCT
eurjchem-1307	262	45	16a	16a	NOUN
eurjchem-1307	262	46	)	)	PUNCT
eurjchem-1307	262	47	.	.	PUNCT
eurjchem-1307	263	1	the	the	DET
eurjchem-1307	263	2	nmr	nmr	NOUN
eurjchem-1307	263	3	spectra	spectra	NOUN
eurjchem-1307	263	4	of	of	ADP
eurjchem-1307	263	5	compound	compound	PROPN
eurjchem-1307	263	6	16b	16b	PROPN
eurjchem-1307	263	7	matched	match	VERB
eurjchem-1307	263	8	earlier	early	ADV
eurjchem-1307	263	9	reported	report	VERB
eurjchem-1307	263	10	nmr	nmr	NOUN
eurjchem-1307	263	11	data	datum	NOUN
eurjchem-1307	263	12	attributed	attribute	VERB
eurjchem-1307	263	13	to	to	ADP
eurjchem-1307	263	14	the	the	DET
eurjchem-1307	263	15	trans	trans	PROPN
eurjchem-1307	263	16	isomer	isomer	PROPN
eurjchem-1307	263	17	16c	16c	NOUN
eurjchem-1307	263	18	(	(	PUNCT
eurjchem-1307	263	19	scheme	scheme	NOUN
eurjchem-1307	263	20	15	15	NUM
eurjchem-1307	263	21	)	)	PUNCT
eurjchem-1307	264	1	[	[	X
eurjchem-1307	264	2	18	18	NUM
eurjchem-1307	264	3	]	]	PUNCT
eurjchem-1307	264	4	and	and	CCONJ
eurjchem-1307	264	5	also	also	ADV
eurjchem-1307	264	6	matched	match	VERB
eurjchem-1307	264	7	chandrasekaran	chandrasekaran	VERB
eurjchem-1307	264	8	’s	’s	PART
eurjchem-1307	264	9	data	datum	NOUN
eurjchem-1307	265	1	[	[	X
eurjchem-1307	265	2	17	17	NUM
eurjchem-1307	265	3	]	]	PUNCT
eurjchem-1307	265	4	.	.	PUNCT
eurjchem-1307	266	1	optical	optical	ADJ
eurjchem-1307	266	2	rotation	rotation	NOUN
eurjchem-1307	266	3	was	be	AUX
eurjchem-1307	266	4	of	of	ADP
eurjchem-1307	266	5	the	the	DET
eurjchem-1307	266	6	same	same	ADJ
eurjchem-1307	266	7	sign	sign	NOUN
eurjchem-1307	266	8	in	in	ADP
eurjchem-1307	266	9	all	all	DET
eurjchem-1307	266	10	three	three	NUM
eurjchem-1307	266	11	cases	case	NOUN
eurjchem-1307	266	12	as	as	ADV
eurjchem-1307	266	13	well	well	ADV
eurjchem-1307	266	14	.	.	PUNCT
eurjchem-1307	267	1	thus	thus	ADV
eurjchem-1307	267	2	it	it	PRON
eurjchem-1307	267	3	would	would	AUX
eurjchem-1307	267	4	appear	appear	VERB
eurjchem-1307	267	5	that	that	SCONJ
eurjchem-1307	267	6	all	all	DET
eurjchem-1307	267	7	three	three	NUM
eurjchem-1307	267	8	reports	report	NOUN
eurjchem-1307	267	9	were	be	AUX
eurjchem-1307	267	10	of	of	ADP
eurjchem-1307	267	11	the	the	DET
eurjchem-1307	267	12	cis‐(r	cis‐(r	NOUN
eurjchem-1307	267	13	,	,	PUNCT
eurjchem-1307	267	14	r)‐isomer	r)‐isomer	NOUN
eurjchem-1307	267	15	16b	16b	NOUN
eurjchem-1307	267	16	.	.	PUNCT
eurjchem-1307	268	1	the	the	DET
eurjchem-1307	268	2	(	(	PUNCT
eurjchem-1307	268	3	r	r	NOUN
eurjchem-1307	268	4	,	,	PUNCT
eurjchem-1307	268	5	r)‐stereochemistry	r)‐stereochemistry	NOUN
eurjchem-1307	268	6	of	of	ADP
eurjchem-1307	268	7	compound	compound	PROPN
eurjchem-1307	268	8	16b	16b	PROPN
eurjchem-1307	268	9	suggests	suggest	VERB
eurjchem-1307	268	10	that	that	SCONJ
eurjchem-1307	268	11	after	after	ADP
eurjchem-1307	268	12	formation	formation	NOUN
eurjchem-1307	268	13	of	of	ADP
eurjchem-1307	268	14	the	the	DET
eurjchem-1307	268	15	intermediate	intermediate	ADJ
eurjchem-1307	268	16	allylic	allylic	ADJ
eurjchem-1307	268	17	bromide	bromide	NOUN
eurjchem-1307	268	18	,	,	PUNCT
eurjchem-1307	268	19	the	the	DET
eurjchem-1307	268	20	bromine	bromine	NOUN
eurjchem-1307	268	21	is	be	AUX
eurjchem-1307	268	22	displaced	displace	VERB
eurjchem-1307	268	23	directly	directly	ADV
eurjchem-1307	268	24	at	at	ADP
eurjchem-1307	268	25	the	the	DET
eurjchem-1307	268	26	carbon	carbon	NOUN
eurjchem-1307	268	27	it	it	PRON
eurjchem-1307	268	28	is	be	AUX
eurjchem-1307	268	29	bonded	bond	VERB
eurjchem-1307	268	30	to	to	ADP
eurjchem-1307	268	31	,	,	PUNCT
eurjchem-1307	268	32	with	with	ADP
eurjchem-1307	268	33	inversion	inversion	NOUN
eurjchem-1307	268	34	,	,	PUNCT
eurjchem-1307	268	35	rather	rather	ADV
eurjchem-1307	268	36	than	than	ADP
eurjchem-1307	268	37	at	at	ADP
eurjchem-1307	268	38	the	the	DET
eurjchem-1307	268	39	allylic	allylic	ADJ
eurjchem-1307	268	40	carbon	carbon	NOUN
eurjchem-1307	268	41	(	(	PUNCT
eurjchem-1307	268	42	scheme	scheme	NOUN
eurjchem-1307	268	43	16	16	NUM
eurjchem-1307	268	44	)	)	PUNCT
eurjchem-1307	268	45	.	.	PUNCT
eurjchem-1307	269	1	silverberg	silverberg	PROPN
eurjchem-1307	269	2	et	et	PROPN
eurjchem-1307	269	3	al	al	PROPN
eurjchem-1307	269	4	.	.	PUNCT
eurjchem-1307	269	5	/	/	SYM
eurjchem-1307	269	6	european	european	PROPN
eurjchem-1307	269	7	journal	journal	PROPN
eurjchem-1307	269	8	of	of	ADP
eurjchem-1307	269	9	chemistry	chemistry	NOUN
eurjchem-1307	269	10	6	6	NUM
eurjchem-1307	269	11	(	(	PUNCT
eurjchem-1307	269	12	4	4	NUM
eurjchem-1307	269	13	)	)	PUNCT
eurjchem-1307	269	14	(	(	PUNCT
eurjchem-1307	269	15	2015	2015	NUM
eurjchem-1307	269	16	)	)	PUNCT
eurjchem-1307	269	17	430‐443	430‐443	NOUN
eurjchem-1307	269	18	437	437	NUM
eurjchem-1307	269	19	scheme	scheme	NOUN
eurjchem-1307	269	20	15	15	NUM
eurjchem-1307	269	21	[	[	SYM
eurjchem-1307	269	22	18	18	NUM
eurjchem-1307	269	23	]	]	PUNCT
eurjchem-1307	269	24	scheme	scheme	NOUN
eurjchem-1307	269	25	16	16	NUM
eurjchem-1307	269	26	figure	figure	NOUN
eurjchem-1307	269	27	2	2	NUM
eurjchem-1307	269	28	.	.	PUNCT
eurjchem-1307	269	29	ortep	ortep	NOUN
eurjchem-1307	269	30	drawing	drawing	NOUN
eurjchem-1307	269	31	of	of	ADP
eurjchem-1307	269	32	compound	compound	PROPN
eurjchem-1307	269	33	16b	16b	PROPN
eurjchem-1307	269	34	.	.	PUNCT
eurjchem-1307	270	1	a	a	DET
eurjchem-1307	270	2	possible	possible	ADJ
eurjchem-1307	270	3	mechanism	mechanism	NOUN
eurjchem-1307	270	4	for	for	ADP
eurjchem-1307	270	5	the	the	DET
eurjchem-1307	270	6	reaction	reaction	NOUN
eurjchem-1307	270	7	of	of	ADP
eurjchem-1307	270	8	compound	compound	NOUN
eurjchem-1307	270	9	11	11	NUM
eurjchem-1307	270	10	is	be	AUX
eurjchem-1307	270	11	shown	show	VERB
eurjchem-1307	270	12	in	in	ADP
eurjchem-1307	270	13	scheme	scheme	NOUN
eurjchem-1307	270	14	17	17	NUM
eurjchem-1307	270	15	.	.	PUNCT
eurjchem-1307	271	1	formation	formation	NOUN
eurjchem-1307	271	2	of	of	ADP
eurjchem-1307	271	3	a	a	DET
eurjchem-1307	271	4	delocalized	delocalize	VERB
eurjchem-1307	271	5	cyclobutyl	cyclobutyl	ADJ
eurjchem-1307	271	6	bromonium	bromonium	NOUN
eurjchem-1307	271	7	ion	ion	NOUN
eurjchem-1307	271	8	is	be	AUX
eurjchem-1307	271	9	followed	follow	VERB
eurjchem-1307	271	10	by	by	ADP
eurjchem-1307	271	11	elimination	elimination	NOUN
eurjchem-1307	271	12	.	.	PUNCT
eurjchem-1307	272	1	displacement	displacement	NOUN
eurjchem-1307	272	2	of	of	ADP
eurjchem-1307	272	3	the	the	DET
eurjchem-1307	272	4	bromine	bromine	NOUN
eurjchem-1307	272	5	is	be	AUX
eurjchem-1307	272	6	proposed	propose	VERB
eurjchem-1307	272	7	to	to	PART
eurjchem-1307	272	8	occur	occur	VERB
eurjchem-1307	272	9	through	through	ADP
eurjchem-1307	272	10	an	an	DET
eurjchem-1307	272	11	sn2	sn2	PROPN
eurjchem-1307	272	12	mechanism	mechanism	NOUN
eurjchem-1307	272	13	as	as	SCONJ
eurjchem-1307	272	14	discussed	discuss	VERB
eurjchem-1307	272	15	above	above	ADV
eurjchem-1307	272	16	.	.	PUNCT
eurjchem-1307	273	1	the	the	DET
eurjchem-1307	273	2	reaction	reaction	NOUN
eurjchem-1307	273	3	with	with	ADP
eurjchem-1307	273	4	compound	compound	NOUN
eurjchem-1307	273	5	7	7	NUM
eurjchem-1307	273	6	(	(	PUNCT
eurjchem-1307	273	7	scheme	scheme	NOUN
eurjchem-1307	273	8	18	18	NUM
eurjchem-1307	273	9	)	)	PUNCT
eurjchem-1307	273	10	was	be	AUX
eurjchem-1307	273	11	similar	similar	ADJ
eurjchem-1307	273	12	,	,	PUNCT
eurjchem-1307	273	13	resulting	result	VERB
eurjchem-1307	273	14	in	in	ADP
eurjchem-1307	273	15	a	a	DET
eurjchem-1307	273	16	novel	novel	ADJ
eurjchem-1307	273	17	compound	compound	NOUN
eurjchem-1307	273	18	.	.	PUNCT
eurjchem-1307	274	1	the	the	DET
eurjchem-1307	274	2	nmr	nmr	NOUN
eurjchem-1307	274	3	data	datum	NOUN
eurjchem-1307	274	4	did	do	AUX
eurjchem-1307	274	5	not	not	PART
eurjchem-1307	274	6	match	match	VERB
eurjchem-1307	274	7	that	that	PRON
eurjchem-1307	274	8	reported	report	VERB
eurjchem-1307	274	9	for	for	ADP
eurjchem-1307	274	10	the	the	DET
eurjchem-1307	274	11	secondary	secondary	ADJ
eurjchem-1307	274	12	allylic	allylic	NOUN
eurjchem-1307	274	13	tosylamine	tosylamine	NOUN
eurjchem-1307	274	14	21	21	NUM
eurjchem-1307	275	1	[	[	X
eurjchem-1307	275	2	18	18	NUM
eurjchem-1307	275	3	]	]	PUNCT
eurjchem-1307	275	4	,	,	PUNCT
eurjchem-1307	275	5	and	and	CCONJ
eurjchem-1307	275	6	was	be	AUX
eurjchem-1307	275	7	determined	determine	VERB
eurjchem-1307	275	8	instead	instead	ADV
eurjchem-1307	275	9	to	to	PART
eurjchem-1307	275	10	be	be	AUX
eurjchem-1307	275	11	the	the	DET
eurjchem-1307	275	12	primary	primary	ADJ
eurjchem-1307	275	13	allylic	allylic	NOUN
eurjchem-1307	275	14	amine	amine	ADJ
eurjchem-1307	275	15	22	22	NUM
eurjchem-1307	275	16	.	.	PUNCT
eurjchem-1307	276	1	thus	thus	ADV
eurjchem-1307	276	2	,	,	PUNCT
eurjchem-1307	276	3	as	as	ADP
eurjchem-1307	276	4	with	with	ADP
eurjchem-1307	276	5	formation	formation	NOUN
eurjchem-1307	276	6	of	of	ADP
eurjchem-1307	276	7	compound	compound	NOUN
eurjchem-1307	276	8	16b	16b	PROPN
eurjchem-1307	276	9	,	,	PUNCT
eurjchem-1307	276	10	the	the	DET
eurjchem-1307	276	11	substitution	substitution	NOUN
eurjchem-1307	276	12	of	of	ADP
eurjchem-1307	276	13	the	the	DET
eurjchem-1307	276	14	tosylamine	tosylamine	NOUN
eurjchem-1307	276	15	at	at	ADP
eurjchem-1307	276	16	the	the	DET
eurjchem-1307	276	17	less	less	ADV
eurjchem-1307	276	18	hindered	hindered	ADJ
eurjchem-1307	276	19	primary	primary	ADJ
eurjchem-1307	276	20	allylic	allylic	ADJ
eurjchem-1307	276	21	carbon	carbon	NOUN
eurjchem-1307	276	22	suggests	suggest	VERB
eurjchem-1307	276	23	an	an	DET
eurjchem-1307	276	24	sn2	sn2	PROPN
eurjchem-1307	276	25	mechanism	mechanism	NOUN
eurjchem-1307	276	26	to	to	ADP
eurjchem-1307	276	27	the	the	DET
eurjchem-1307	276	28	step	step	NOUN
eurjchem-1307	276	29	.	.	PUNCT
eurjchem-1307	277	1	a	a	DET
eurjchem-1307	277	2	possible	possible	ADJ
eurjchem-1307	277	3	mechanism	mechanism	NOUN
eurjchem-1307	277	4	for	for	ADP
eurjchem-1307	277	5	the	the	DET
eurjchem-1307	277	6	reaction	reaction	NOUN
eurjchem-1307	277	7	of	of	ADP
eurjchem-1307	277	8	compound	compound	NOUN
eurjchem-1307	277	9	7	7	NUM
eurjchem-1307	277	10	is	be	AUX
eurjchem-1307	277	11	shown	show	VERB
eurjchem-1307	277	12	in	in	ADP
eurjchem-1307	277	13	scheme	scheme	NOUN
eurjchem-1307	277	14	19	19	NUM
eurjchem-1307	277	15	.	.	PUNCT
eurjchem-1307	278	1	formation	formation	NOUN
eurjchem-1307	278	2	of	of	ADP
eurjchem-1307	278	3	a	a	DET
eurjchem-1307	278	4	delocalized	delocalize	VERB
eurjchem-1307	278	5	cyclobutyl	cyclobutyl	ADJ
eurjchem-1307	278	6	bromonium	bromonium	NOUN
eurjchem-1307	278	7	ion	ion	NOUN
eurjchem-1307	278	8	is	be	AUX
eurjchem-1307	278	9	followed	follow	VERB
eurjchem-1307	278	10	by	by	ADP
eurjchem-1307	278	11	elimination	elimination	NOUN
eurjchem-1307	278	12	.	.	PUNCT
eurjchem-1307	279	1	displacement	displacement	NOUN
eurjchem-1307	279	2	of	of	ADP
eurjchem-1307	279	3	the	the	DET
eurjchem-1307	279	4	allylic	allylic	ADJ
eurjchem-1307	279	5	bromide	bromide	NOUN
eurjchem-1307	279	6	occurs	occur	VERB
eurjchem-1307	279	7	through	through	ADP
eurjchem-1307	279	8	an	an	DET
eurjchem-1307	279	9	sn2	sn2	PROPN
eurjchem-1307	279	10	mechanism	mechanism	NOUN
eurjchem-1307	279	11	,	,	PUNCT
eurjchem-1307	279	12	yielding	yield	VERB
eurjchem-1307	279	13	the	the	DET
eurjchem-1307	279	14	less	less	ADV
eurjchem-1307	279	15	hindered	hindered	ADJ
eurjchem-1307	279	16	tosylamine	tosylamine	NOUN
eurjchem-1307	279	17	.	.	PUNCT
eurjchem-1307	280	1	the	the	DET
eurjchem-1307	280	2	reaction	reaction	NOUN
eurjchem-1307	280	3	using	use	VERB
eurjchem-1307	280	4	(	(	PUNCT
eurjchem-1307	280	5	‐)‐nopol	‐)‐nopol	NOUN
eurjchem-1307	280	6	12	12	NUM
eurjchem-1307	280	7	,	,	PUNCT
eurjchem-1307	280	8	which	which	PRON
eurjchem-1307	280	9	has	have	VERB
eurjchem-1307	280	10	an	an	DET
eurjchem-1307	280	11	unprotected	unprotected	ADJ
eurjchem-1307	280	12	primary	primary	ADJ
eurjchem-1307	280	13	alcohol	alcohol	NOUN
eurjchem-1307	280	14	,	,	PUNCT
eurjchem-1307	280	15	produced	produce	VERB
eurjchem-1307	280	16	the	the	DET
eurjchem-1307	280	17	same	same	ADJ
eurjchem-1307	280	18	type	type	NOUN
eurjchem-1307	280	19	of	of	ADP
eurjchem-1307	280	20	product	product	NOUN
eurjchem-1307	280	21	as	as	SCONJ
eurjchem-1307	280	22	compound	compound	NOUN
eurjchem-1307	280	23	11	11	NUM
eurjchem-1307	280	24	did	do	AUX
eurjchem-1307	280	25	(	(	PUNCT
eurjchem-1307	280	26	scheme	scheme	NOUN
eurjchem-1307	280	27	20	20	NUM
eurjchem-1307	280	28	)	)	PUNCT
eurjchem-1307	280	29	.	.	PUNCT
eurjchem-1307	281	1	the	the	DET
eurjchem-1307	281	2	stereochemistry	stereochemistry	NOUN
eurjchem-1307	281	3	has	have	AUX
eurjchem-1307	281	4	been	be	AUX
eurjchem-1307	281	5	assigned	assign	VERB
eurjchem-1307	281	6	based	base	VERB
eurjchem-1307	281	7	on	on	ADP
eurjchem-1307	281	8	the	the	DET
eurjchem-1307	281	9	crystal	crystal	NOUN
eurjchem-1307	281	10	structure	structure	NOUN
eurjchem-1307	281	11	of	of	ADP
eurjchem-1307	281	12	compound	compound	PROPN
eurjchem-1307	281	13	16b	16b	PROPN
eurjchem-1307	281	14	.	.	PUNCT
eurjchem-1307	282	1	product	product	NOUN
eurjchem-1307	282	2	24	24	NUM
eurjchem-1307	282	3	is	be	AUX
eurjchem-1307	282	4	a	a	DET
eurjchem-1307	282	5	novel	novel	ADJ
eurjchem-1307	282	6	molecule	molecule	NOUN
eurjchem-1307	282	7	that	that	PRON
eurjchem-1307	282	8	features	feature	VERB
eurjchem-1307	282	9	an	an	DET
eurjchem-1307	282	10	unprotected	unprotected	ADJ
eurjchem-1307	282	11	primary	primary	ADJ
eurjchem-1307	282	12	alcohol	alcohol	NOUN
eurjchem-1307	282	13	,	,	PUNCT
eurjchem-1307	282	14	a	a	DET
eurjchem-1307	282	15	secondary	secondary	ADJ
eurjchem-1307	282	16	allylic	allylic	ADJ
eurjchem-1307	282	17	tosylamine	tosylamine	NOUN
eurjchem-1307	282	18	,	,	PUNCT
eurjchem-1307	282	19	a	a	DET
eurjchem-1307	282	20	disubstituted	disubstitute	VERB
eurjchem-1307	282	21	alkene	alkene	NOUN
eurjchem-1307	282	22	,	,	PUNCT
eurjchem-1307	282	23	and	and	CCONJ
eurjchem-1307	282	24	a	a	DET
eurjchem-1307	282	25	trisubstituted	trisubstituted	ADJ
eurjchem-1307	282	26	alkene	alkene	NOUN
eurjchem-1307	282	27	,	,	PUNCT
eurjchem-1307	282	28	making	make	VERB
eurjchem-1307	282	29	for	for	ADP
eurjchem-1307	282	30	a	a	DET
eurjchem-1307	282	31	potentially	potentially	ADV
eurjchem-1307	282	32	very	very	ADV
eurjchem-1307	282	33	versatile	versatile	ADJ
eurjchem-1307	282	34	building	building	NOUN
eurjchem-1307	282	35	block	block	NOUN
eurjchem-1307	282	36	.	.	PUNCT
eurjchem-1307	283	1	4	4	X
eurjchem-1307	283	2	.	.	X
eurjchem-1307	283	3	calculations	calculation	NOUN
eurjchem-1307	283	4	in	in	ADP
eurjchem-1307	283	5	order	order	NOUN
eurjchem-1307	283	6	to	to	PART
eurjchem-1307	283	7	better	well	ADV
eurjchem-1307	283	8	understand	understand	VERB
eurjchem-1307	283	9	the	the	DET
eurjchem-1307	283	10	relative	relative	ADJ
eurjchem-1307	283	11	reactivities	reactivity	NOUN
eurjchem-1307	283	12	of	of	ADP
eurjchem-1307	283	13	the	the	DET
eurjchem-1307	283	14	halonium	halonium	NOUN
eurjchem-1307	283	15	ions	ion	NOUN
eurjchem-1307	283	16	included	include	VERB
eurjchem-1307	283	17	in	in	ADP
eurjchem-1307	283	18	this	this	DET
eurjchem-1307	283	19	report	report	NOUN
eurjchem-1307	283	20	,	,	PUNCT
eurjchem-1307	283	21	theoretical	theoretical	ADJ
eurjchem-1307	283	22	investigations	investigation	NOUN
eurjchem-1307	283	23	were	be	AUX
eurjchem-1307	283	24	carried	carry	VERB
eurjchem-1307	283	25	out	out	ADP
eurjchem-1307	283	26	using	use	VERB
eurjchem-1307	283	27	the	the	DET
eurjchem-1307	283	28	gaussian	gaussian	ADJ
eurjchem-1307	283	29	09	09	NUM
eurjchem-1307	283	30	suite	suite	NOUN
eurjchem-1307	283	31	of	of	ADP
eurjchem-1307	283	32	quantum	quantum	ADJ
eurjchem-1307	283	33	mechanical	mechanical	ADJ
eurjchem-1307	283	34	programs	program	NOUN
eurjchem-1307	283	35	[	[	X
eurjchem-1307	283	36	34	34	NUM
eurjchem-1307	283	37	]	]	PUNCT
eurjchem-1307	283	38	on	on	ADP
eurjchem-1307	283	39	the	the	DET
eurjchem-1307	283	40	bromonium	bromonium	NOUN
eurjchem-1307	283	41	ions	ion	NOUN
eurjchem-1307	283	42	of	of	ADP
eurjchem-1307	283	43	the	the	DET
eurjchem-1307	283	44	following	follow	VERB
eurjchem-1307	283	45	alkenes	alkene	NOUN
eurjchem-1307	283	46	:	:	PUNCT
eurjchem-1307	283	47	methylidene	methylidene	PROPN
eurjchem-1307	283	48	cyclohexane	cyclohexane	NOUN
eurjchem-1307	283	49	25	25	NUM
eurjchem-1307	283	50	,	,	PUNCT
eurjchem-1307	283	51	1‐	1‐	NUM
eurjchem-1307	283	52	methylcyclohexene	methylcyclohexene	NOUN
eurjchem-1307	283	53	26	26	NUM
eurjchem-1307	283	54	,	,	PUNCT
eurjchem-1307	283	55	2‐methyl‐cyclohexadiene	2‐methyl‐cyclohexadiene	NUM
eurjchem-1307	283	56	27	27	NUM
eurjchem-1307	283	57	,	,	PUNCT
eurjchem-1307	283	58	the	the	DET
eurjchem-1307	283	59	two	two	NUM
eurjchem-1307	283	60	bromonium	bromonium	NOUN
eurjchem-1307	283	61	ions	ion	NOUN
eurjchem-1307	283	62	that	that	PRON
eurjchem-1307	283	63	can	can	AUX
eurjchem-1307	283	64	arise	arise	VERB
eurjchem-1307	283	65	from	from	ADP
eurjchem-1307	283	66	3‐methylidene	3‐methylidene	NUM
eurjchem-1307	283	67	cyclohexene	cyclohexene	NOUN
eurjchem-1307	283	68	28	28	NUM
eurjchem-1307	283	69	,	,	PUNCT
eurjchem-1307	283	70	1‐methyl‐1,3‐cyclohexadiene	1‐methyl‐1,3‐cyclohexadiene	NUM
eurjchem-1307	283	71	29	29	NUM
eurjchem-1307	283	72	,	,	PUNCT
eurjchem-1307	283	73	2‐carene	2‐carene	NUM
eurjchem-1307	283	74	1	1	NUM
eurjchem-1307	283	75	,	,	PUNCT
eurjchem-1307	283	76	3‐carene	3‐carene	NUM
eurjchem-1307	283	77	3	3	NUM
eurjchem-1307	283	78	,	,	PUNCT
eurjchem-1307	283	79	α‐pinene	α‐pinene	NUM
eurjchem-1307	283	80	11	11	NUM
eurjchem-1307	283	81	and	and	CCONJ
eurjchem-1307	283	82	β‐pinene	β‐pinene	NUM
eurjchem-1307	284	1	7	7	X
eurjchem-1307	284	2	.	.	X
eurjchem-1307	284	3	we	we	PRON
eurjchem-1307	284	4	will	will	AUX
eurjchem-1307	284	5	name	name	VERB
eurjchem-1307	284	6	,	,	PUNCT
eurjchem-1307	284	7	for	for	ADP
eurjchem-1307	284	8	example	example	NOUN
eurjchem-1307	284	9	,	,	PUNCT
eurjchem-1307	284	10	the	the	DET
eurjchem-1307	284	11	bromonium	bromonium	NOUN
eurjchem-1307	284	12	ion	ion	NOUN
eurjchem-1307	284	13	of	of	ADP
eurjchem-1307	284	14	25	25	NUM
eurjchem-1307	284	15	as	as	ADP
eurjchem-1307	284	16	25‐br+	25‐br+	NUM
eurjchem-1307	284	17	.	.	PUNCT
eurjchem-1307	285	1	we	we	PRON
eurjchem-1307	285	2	will	will	AUX
eurjchem-1307	285	3	name	name	VERB
eurjchem-1307	285	4	the	the	DET
eurjchem-1307	285	5	two	two	NUM
eurjchem-1307	285	6	bromonium	bromonium	NOUN
eurjchem-1307	285	7	ions	ion	NOUN
eurjchem-1307	285	8	given	give	VERB
eurjchem-1307	285	9	for	for	ADP
eurjchem-1307	285	10	28	28	NUM
eurjchem-1307	285	11	,	,	PUNCT
eurjchem-1307	285	12	with	with	ADP
eurjchem-1307	285	13	one	one	NUM
eurjchem-1307	285	14	having	have	VERB
eurjchem-1307	285	15	the	the	DET
eurjchem-1307	285	16	bromine	bromine	NOUN
eurjchem-1307	285	17	associated	associate	VERB
eurjchem-1307	285	18	with	with	ADP
eurjchem-1307	285	19	the	the	DET
eurjchem-1307	285	20	methylidene	methylidene	NOUN
eurjchem-1307	285	21	,	,	PUNCT
eurjchem-1307	285	22	and	and	CCONJ
eurjchem-1307	285	23	the	the	DET
eurjchem-1307	285	24	other	other	ADJ
eurjchem-1307	285	25	having	have	VERB
eurjchem-1307	285	26	the	the	DET
eurjchem-1307	285	27	bromine	bromine	NOUN
eurjchem-1307	285	28	associated	associate	VERB
eurjchem-1307	285	29	with	with	ADP
eurjchem-1307	285	30	the	the	DET
eurjchem-1307	285	31	ring	ring	NOUN
eurjchem-1307	285	32	double	double	ADJ
eurjchem-1307	285	33	bond	bond	NOUN
eurjchem-1307	285	34	,	,	PUNCT
eurjchem-1307	285	35	28‐	28‐	NUM
eurjchem-1307	285	36	br+a	br+a	PROPN
eurjchem-1307	285	37	and	and	CCONJ
eurjchem-1307	285	38	28‐br+b	28‐br+b	NUM
eurjchem-1307	285	39	,	,	PUNCT
eurjchem-1307	285	40	respectively	respectively	ADV
eurjchem-1307	285	41	.	.	PUNCT
eurjchem-1307	286	1	the	the	DET
eurjchem-1307	286	2	structures	structure	NOUN
eurjchem-1307	286	3	of	of	ADP
eurjchem-1307	286	4	all	all	DET
eurjchem-1307	286	5	these	these	DET
eurjchem-1307	286	6	species	specie	NOUN
eurjchem-1307	286	7	presented	present	VERB
eurjchem-1307	286	8	in	in	ADP
eurjchem-1307	286	9	this	this	DET
eurjchem-1307	286	10	report	report	NOUN
eurjchem-1307	286	11	were	be	AUX
eurjchem-1307	286	12	optimized	optimize	VERB
eurjchem-1307	286	13	using	use	VERB
eurjchem-1307	286	14	density	density	NOUN
eurjchem-1307	286	15	functional	functional	ADJ
eurjchem-1307	286	16	theory	theory	NOUN
eurjchem-1307	286	17	(	(	PUNCT
eurjchem-1307	286	18	dft	dft	PROPN
eurjchem-1307	286	19	)	)	PUNCT
eurjchem-1307	286	20	,	,	PUNCT
eurjchem-1307	286	21	utilizing	utilize	VERB
eurjchem-1307	286	22	the	the	DET
eurjchem-1307	286	23	b3lyp	b3lyp	X
eurjchem-1307	286	24	hybrid	hybrid	ADJ
eurjchem-1307	286	25	functional	functional	ADJ
eurjchem-1307	286	26	and	and	CCONJ
eurjchem-1307	286	27	the	the	DET
eurjchem-1307	286	28	cc‐pvdz	cc‐pvdz	ADJ
eurjchem-1307	286	29	correlation‐consistent	correlation‐consistent	NOUN
eurjchem-1307	286	30	atomic	atomic	ADJ
eurjchem-1307	286	31	orbital	orbital	ADJ
eurjchem-1307	286	32	basis	basis	NOUN
eurjchem-1307	286	33	set	set	VERB
eurjchem-1307	286	34	by	by	ADP
eurjchem-1307	286	35	dunning	dun	VERB
eurjchem-1307	286	36	[	[	X
eurjchem-1307	286	37	35	35	NUM
eurjchem-1307	286	38	]	]	PUNCT
eurjchem-1307	286	39	.	.	PUNCT
eurjchem-1307	287	1	the	the	DET
eurjchem-1307	287	2	systems	system	NOUN
eurjchem-1307	287	3	were	be	AUX
eurjchem-1307	287	4	gas‐phase	gas‐phase	VERB
eurjchem-1307	287	5	,	,	PUNCT
eurjchem-1307	287	6	with	with	SCONJ
eurjchem-1307	287	7	no	no	DET
eurjchem-1307	287	8	solvent	solvent	ADJ
eurjchem-1307	287	9	effects	effect	NOUN
eurjchem-1307	287	10	included	include	VERB
eurjchem-1307	287	11	,	,	PUNCT
eurjchem-1307	287	12	although	although	SCONJ
eurjchem-1307	287	13	depending	depend	VERB
eurjchem-1307	287	14	on	on	ADP
eurjchem-1307	287	15	the	the	DET
eurjchem-1307	287	16	solvent	solvent	NOUN
eurjchem-1307	287	17	the	the	DET
eurjchem-1307	287	18	system	system	NOUN
eurjchem-1307	287	19	is	be	AUX
eurjchem-1307	287	20	in	in	ADP
eurjchem-1307	287	21	experimentally	experimentally	ADV
eurjchem-1307	287	22	,	,	PUNCT
eurjchem-1307	287	23	there	there	PRON
eurjchem-1307	287	24	could	could	AUX
eurjchem-1307	287	25	be	be	AUX
eurjchem-1307	287	26	additional	additional	ADJ
eurjchem-1307	287	27	effects	effect	NOUN
eurjchem-1307	287	28	.	.	PUNCT
eurjchem-1307	288	1	the	the	DET
eurjchem-1307	288	2	relative	relative	ADJ
eurjchem-1307	288	3	reactivities	reactivity	NOUN
eurjchem-1307	288	4	and	and	CCONJ
eurjchem-1307	288	5	conjugation	conjugation	NOUN
eurjchem-1307	288	6	of	of	ADP
eurjchem-1307	288	7	these	these	DET
eurjchem-1307	288	8	species	specie	NOUN
eurjchem-1307	288	9	were	be	AUX
eurjchem-1307	288	10	analysed	analyse	VERB
eurjchem-1307	288	11	with	with	ADP
eurjchem-1307	288	12	four	four	NUM
eurjchem-1307	288	13	criteria	criterion	NOUN
eurjchem-1307	288	14	.	.	PUNCT
eurjchem-1307	289	1	one	one	NUM
eurjchem-1307	289	2	,	,	PUNCT
eurjchem-1307	289	3	the	the	DET
eurjchem-1307	289	4	general	general	ADJ
eurjchem-1307	289	5	structure	structure	NOUN
eurjchem-1307	289	6	was	be	AUX
eurjchem-1307	289	7	considered	consider	VERB
eurjchem-1307	289	8	,	,	PUNCT
eurjchem-1307	289	9	since	since	SCONJ
eurjchem-1307	289	10	conjugation	conjugation	NOUN
eurjchem-1307	289	11	should	should	AUX
eurjchem-1307	289	12	result	result	VERB
eurjchem-1307	289	13	in	in	ADP
eurjchem-1307	289	14	at	at	ADP
eurjchem-1307	289	15	least	least	ADJ
eurjchem-1307	289	16	partial	partial	ADJ
eurjchem-1307	289	17	opening	opening	NOUN
eurjchem-1307	289	18	of	of	ADP
eurjchem-1307	289	19	the	the	DET
eurjchem-1307	289	20	three‐membered	three‐membere	VERB
eurjchem-1307	289	21	bromonium	bromonium	NOUN
eurjchem-1307	289	22	ring	ring	NOUN
eurjchem-1307	289	23	,	,	PUNCT
eurjchem-1307	289	24	as	as	ADV
eurjchem-1307	289	25	well	well	ADV
eurjchem-1307	289	26	as	as	ADP
eurjchem-1307	289	27	commensurate	commensurate	ADJ
eurjchem-1307	289	28	opening	opening	NOUN
eurjchem-1307	289	29	of	of	ADP
eurjchem-1307	289	30	the	the	DET
eurjchem-1307	289	31	carene	carene	ADJ
eurjchem-1307	289	32	cyclopropane	cyclopropane	NOUN
eurjchem-1307	289	33	and	and	CCONJ
eurjchem-1307	289	34	pinene	pinene	NOUN
eurjchem-1307	290	1	438	438	NUM
eurjchem-1307	291	1	silverberg	silverberg	PROPN
eurjchem-1307	291	2	et	et	PROPN
eurjchem-1307	291	3	al	al	PROPN
eurjchem-1307	291	4	.	.	PUNCT
eurjchem-1307	291	5	/	/	SYM
eurjchem-1307	291	6	european	european	PROPN
eurjchem-1307	291	7	journal	journal	PROPN
eurjchem-1307	291	8	of	of	ADP
eurjchem-1307	291	9	chemistry	chemistry	NOUN
eurjchem-1307	291	10	6	6	NUM
eurjchem-1307	291	11	(	(	PUNCT
eurjchem-1307	291	12	4	4	NUM
eurjchem-1307	291	13	)	)	PUNCT
eurjchem-1307	291	14	(	(	PUNCT
eurjchem-1307	291	15	2015	2015	NUM
eurjchem-1307	291	16	)	)	PUNCT
eurjchem-1307	292	1	430‐443	430‐443	PROPN
eurjchem-1307	292	2	scheme	scheme	NOUN
eurjchem-1307	292	3	17	17	NUM
eurjchem-1307	292	4	scheme	scheme	NOUN
eurjchem-1307	292	5	18	18	NUM
eurjchem-1307	292	6	cyclobutane	cyclobutane	NOUN
eurjchem-1307	292	7	rings	ring	NOUN
eurjchem-1307	292	8	,	,	PUNCT
eurjchem-1307	292	9	and	and	CCONJ
eurjchem-1307	292	10	also	also	ADV
eurjchem-1307	292	11	creation	creation	NOUN
eurjchem-1307	292	12	of	of	ADP
eurjchem-1307	292	13	new	new	ADJ
eurjchem-1307	292	14	carbon‐carbon	carbon‐carbon	NOUN
eurjchem-1307	292	15	double	double	ADJ
eurjchem-1307	292	16	bond	bond	NOUN
eurjchem-1307	292	17	character	character	NOUN
eurjchem-1307	292	18	.	.	PUNCT
eurjchem-1307	293	1	two	two	NUM
eurjchem-1307	293	2	,	,	PUNCT
eurjchem-1307	293	3	natural	natural	ADJ
eurjchem-1307	293	4	population	population	NOUN
eurjchem-1307	293	5	analysis	analysis	NOUN
eurjchem-1307	293	6	[	[	X
eurjchem-1307	293	7	36	36	NUM
eurjchem-1307	293	8	]	]	X
eurjchem-1307	293	9	(	(	PUNCT
eurjchem-1307	293	10	npa	npa	NOUN
eurjchem-1307	293	11	)	)	PUNCT
eurjchem-1307	293	12	partial	partial	ADJ
eurjchem-1307	293	13	atomic	atomic	ADJ
eurjchem-1307	293	14	charges	charge	NOUN
eurjchem-1307	293	15	were	be	AUX
eurjchem-1307	293	16	calculated	calculate	VERB
eurjchem-1307	293	17	on	on	ADP
eurjchem-1307	293	18	the	the	DET
eurjchem-1307	293	19	optimized	optimize	VERB
eurjchem-1307	293	20	systems	system	NOUN
eurjchem-1307	293	21	using	use	VERB
eurjchem-1307	293	22	the	the	DET
eurjchem-1307	293	23	electron	electron	NOUN
eurjchem-1307	293	24	density	density	NOUN
eurjchem-1307	293	25	obtained	obtain	VERB
eurjchem-1307	293	26	from	from	ADP
eurjchem-1307	293	27	moller‐	moller‐	NOUN
eurjchem-1307	293	28	plessett	plessett	PROPN
eurjchem-1307	293	29	second‐order	second‐ord	ADJ
eurjchem-1307	293	30	perturbation	perturbation	NOUN
eurjchem-1307	293	31	theory	theory	NOUN
eurjchem-1307	293	32	(	(	PUNCT
eurjchem-1307	293	33	mp2	mp2	PROPN
eurjchem-1307	293	34	)	)	PUNCT
eurjchem-1307	293	35	and	and	CCONJ
eurjchem-1307	293	36	the	the	DET
eurjchem-1307	293	37	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	293	38	basis	basis	NOUN
eurjchem-1307	293	39	set	set	NOUN
eurjchem-1307	293	40	.	.	PUNCT
eurjchem-1307	294	1	the	the	DET
eurjchem-1307	294	2	presence	presence	NOUN
eurjchem-1307	294	3	of	of	ADP
eurjchem-1307	294	4	conjugation	conjugation	NOUN
eurjchem-1307	294	5	relative	relative	ADJ
eurjchem-1307	294	6	to	to	ADP
eurjchem-1307	294	7	a	a	DET
eurjchem-1307	294	8	bromonium	bromonium	NOUN
eurjchem-1307	294	9	ion	ion	NOUN
eurjchem-1307	294	10	should	should	AUX
eurjchem-1307	294	11	be	be	AUX
eurjchem-1307	294	12	translated	translate	VERB
eurjchem-1307	294	13	into	into	ADP
eurjchem-1307	294	14	positive	positive	ADJ
eurjchem-1307	294	15	charge	charge	NOUN
eurjchem-1307	294	16	distributing	distribute	VERB
eurjchem-1307	294	17	between	between	ADP
eurjchem-1307	294	18	the	the	DET
eurjchem-1307	294	19	br	br	NOUN
eurjchem-1307	294	20	and	and	CCONJ
eurjchem-1307	294	21	select	select	ADJ
eurjchem-1307	294	22	carbons	carbon	NOUN
eurjchem-1307	294	23	.	.	PUNCT
eurjchem-1307	295	1	three	three	NUM
eurjchem-1307	295	2	,	,	PUNCT
eurjchem-1307	295	3	the	the	DET
eurjchem-1307	295	4	absolute	absolute	ADJ
eurjchem-1307	295	5	hardness	hardness	NOUN
eurjchem-1307	295	6	,	,	PUNCT
eurjchem-1307	295	7	η	η	PROPN
eurjchem-1307	295	8	[	[	X
eurjchem-1307	295	9	37,38	37,38	NOUN
eurjchem-1307	295	10	]	]	PUNCT
eurjchem-1307	295	11	,	,	PUNCT
eurjchem-1307	295	12	using	use	VERB
eurjchem-1307	295	13	b3lyp	b3lyp	SYM
eurjchem-1307	295	14	/	/	SYM
eurjchem-1307	295	15	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	295	16	and	and	CCONJ
eurjchem-1307	295	17	hartree‐fock	hartree‐fock	NOUN
eurjchem-1307	295	18	/	/	SYM
eurjchem-1307	295	19	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	295	20	energies	energy	NOUN
eurjchem-1307	295	21	for	for	ADP
eurjchem-1307	295	22	the	the	DET
eurjchem-1307	295	23	highest	high	ADJ
eurjchem-1307	295	24	occupied	occupy	VERB
eurjchem-1307	295	25	molecular	molecular	ADJ
eurjchem-1307	295	26	orbital	orbital	ADJ
eurjchem-1307	295	27	(	(	PUNCT
eurjchem-1307	295	28	homo	homo	NOUN
eurjchem-1307	295	29	)	)	PUNCT
eurjchem-1307	295	30	and	and	CCONJ
eurjchem-1307	295	31	the	the	DET
eurjchem-1307	295	32	lowest	low	ADJ
eurjchem-1307	295	33	unoccupied	unoccupied	ADJ
eurjchem-1307	295	34	molecular	molecular	ADJ
eurjchem-1307	295	35	orbital	orbital	ADJ
eurjchem-1307	295	36	(	(	PUNCT
eurjchem-1307	295	37	lumo	lumo	NOUN
eurjchem-1307	295	38	)	)	PUNCT
eurjchem-1307	295	39	was	be	AUX
eurjchem-1307	295	40	calculated	calculate	VERB
eurjchem-1307	295	41	for	for	ADP
eurjchem-1307	295	42	several	several	ADJ
eurjchem-1307	295	43	various	various	ADJ
eurjchem-1307	295	44	bromonium	bromonium	NOUN
eurjchem-1307	295	45	ions	ion	NOUN
eurjchem-1307	295	46	of	of	ADP
eurjchem-1307	295	47	interest	interest	NOUN
eurjchem-1307	295	48	.	.	PUNCT
eurjchem-1307	296	1	hardness	hardness	PROPN
eurjchem-1307	296	2	is	be	AUX
eurjchem-1307	296	3	the	the	DET
eurjchem-1307	296	4	resistance	resistance	NOUN
eurjchem-1307	296	5	of	of	ADP
eurjchem-1307	296	6	the	the	DET
eurjchem-1307	296	7	chemical	chemical	NOUN
eurjchem-1307	296	8	potential	potential	NOUN
eurjchem-1307	296	9	to	to	PART
eurjchem-1307	296	10	change	change	VERB
eurjchem-1307	296	11	in	in	ADP
eurjchem-1307	296	12	number	number	NOUN
eurjchem-1307	296	13	of	of	ADP
eurjchem-1307	296	14	electrons	electron	NOUN
eurjchem-1307	296	15	,	,	PUNCT
eurjchem-1307	296	16	and	and	CCONJ
eurjchem-1307	296	17	is	be	AUX
eurjchem-1307	296	18	rigorously	rigorously	ADV
eurjchem-1307	296	19	given	give	VERB
eurjchem-1307	296	20	by	by	ADP
eurjchem-1307	296	21	equation	equation	NOUN
eurjchem-1307	296	22	1	1	NUM
eurjchem-1307	296	23	.	.	PUNCT
eurjchem-1307	296	24	approximation	approximation	NOUN
eurjchem-1307	296	25	to	to	ADP
eurjchem-1307	296	26	easily	easily	ADV
eurjchem-1307	296	27	calculated	calculate	VERB
eurjchem-1307	296	28	quantities	quantity	NOUN
eurjchem-1307	296	29	is	be	AUX
eurjchem-1307	296	30	also	also	ADV
eurjchem-1307	296	31	shown	show	VERB
eurjchem-1307	296	32	in	in	ADP
eurjchem-1307	296	33	equation	equation	NOUN
eurjchem-1307	296	34	1	1	NUM
eurjchem-1307	296	35	.	.	PUNCT
eurjchem-1307	297	1			NOUN
eurjchem-1307	297	2			SYM
eurjchem-1307	297	3			NOUN
eurjchem-1307	297	4			NOUN
eurjchem-1307	297	5	2	2	NUM
eurjchem-1307	297	6	2	2	NUM
eurjchem-1307	297	7	1	1	NUM
eurjchem-1307	297	8	1	1	NUM
eurjchem-1307	297	9	1	1	NUM
eurjchem-1307	297	10	2	2	NUM
eurjchem-1307	297	11	2	2	NUM
eurjchem-1307	297	12	2	2	NUM
eurjchem-1307	297	13	lumo	lumo	NOUN
eurjchem-1307	297	14	homo	homo	NOUN
eurjchem-1307	297	15	e	e	NOUN
eurjchem-1307	297	16	i	i	PRON
eurjchem-1307	297	17	a	a	DET
eurjchem-1307	297	18	n	n	CCONJ
eurjchem-1307	297	19			NUM
eurjchem-1307	297	20			PROPN
eurjchem-1307	297	21			PROPN
eurjchem-1307	297	22			NOUN
eurjchem-1307	297	23			VERB
eurjchem-1307	298	1			PROPN
eurjchem-1307	298	2			PUNCT
eurjchem-1307	298	3			NOUN
eurjchem-1307	298	4			NOUN
eurjchem-1307	298	5			NOUN
eurjchem-1307	298	6			NOUN
eurjchem-1307	298	7			NOUN
eurjchem-1307	298	8	(	(	PUNCT
eurjchem-1307	298	9	1	1	NUM
eurjchem-1307	298	10	)	)	PUNCT
eurjchem-1307	298	11	here	here	ADV
eurjchem-1307	298	12	e	e	X
eurjchem-1307	298	13	is	be	AUX
eurjchem-1307	298	14	the	the	DET
eurjchem-1307	298	15	electronic	electronic	ADJ
eurjchem-1307	298	16	energy	energy	NOUN
eurjchem-1307	298	17	,	,	PUNCT
eurjchem-1307	298	18	n	n	X
eurjchem-1307	298	19	is	be	AUX
eurjchem-1307	298	20	the	the	DET
eurjchem-1307	298	21	number	number	NOUN
eurjchem-1307	298	22	of	of	ADP
eurjchem-1307	298	23	electrons	electron	NOUN
eurjchem-1307	298	24	,	,	PUNCT
eurjchem-1307	298	25	i	i	PRON
eurjchem-1307	298	26	is	be	AUX
eurjchem-1307	298	27	the	the	DET
eurjchem-1307	298	28	ionization	ionization	NOUN
eurjchem-1307	298	29	energy	energy	NOUN
eurjchem-1307	298	30	,	,	PUNCT
eurjchem-1307	298	31	a	a	PRON
eurjchem-1307	298	32	is	be	AUX
eurjchem-1307	298	33	the	the	DET
eurjchem-1307	298	34	electron	electron	NOUN
eurjchem-1307	298	35	affinity	affinity	NOUN
eurjchem-1307	298	36	,	,	PUNCT
eurjchem-1307	298	37	and	and	CCONJ
eurjchem-1307	298	38	εlumo	εlumo	VERB
eurjchem-1307	298	39	and	and	CCONJ
eurjchem-1307	298	40	εhomo	εhomo	NOUN
eurjchem-1307	298	41	are	be	AUX
eurjchem-1307	298	42	the	the	DET
eurjchem-1307	298	43	molecular	molecular	ADJ
eurjchem-1307	298	44	orbital	orbital	ADJ
eurjchem-1307	298	45	energies	energy	NOUN
eurjchem-1307	298	46	of	of	ADP
eurjchem-1307	298	47	the	the	DET
eurjchem-1307	298	48	lowest	low	ADJ
eurjchem-1307	298	49	unoccupied	unoccupied	ADJ
eurjchem-1307	298	50	molecular	molecular	ADJ
eurjchem-1307	298	51	orbital	orbital	ADJ
eurjchem-1307	298	52	(	(	PUNCT
eurjchem-1307	298	53	lumo	lumo	NOUN
eurjchem-1307	298	54	)	)	PUNCT
eurjchem-1307	298	55	and	and	CCONJ
eurjchem-1307	298	56	the	the	DET
eurjchem-1307	298	57	highest	high	ADJ
eurjchem-1307	298	58	occupied	occupy	VERB
eurjchem-1307	298	59	molecular	molecular	ADJ
eurjchem-1307	298	60	orbital	orbital	ADJ
eurjchem-1307	298	61	(	(	PUNCT
eurjchem-1307	298	62	homo	homo	NOUN
eurjchem-1307	298	63	)	)	PUNCT
eurjchem-1307	298	64	,	,	PUNCT
eurjchem-1307	298	65	respectively	respectively	ADV
eurjchem-1307	298	66	.	.	PUNCT
eurjchem-1307	299	1	the	the	DET
eurjchem-1307	299	2	approxi‐	approxi‐	NOUN
eurjchem-1307	299	3	mation	mation	NOUN
eurjchem-1307	299	4	that	that	PRON
eurjchem-1307	299	5	hardness	hardness	NOUN
eurjchem-1307	299	6	is	be	AUX
eurjchem-1307	299	7	half	half	DET
eurjchem-1307	299	8	the	the	DET
eurjchem-1307	299	9	homo‐lumo	homo‐lumo	NOUN
eurjchem-1307	299	10	energy	energy	NOUN
eurjchem-1307	299	11	gap	gap	NOUN
eurjchem-1307	299	12	provides	provide	VERB
eurjchem-1307	299	13	a	a	DET
eurjchem-1307	299	14	convenient	convenient	ADJ
eurjchem-1307	299	15	way	way	NOUN
eurjchem-1307	299	16	to	to	PART
eurjchem-1307	299	17	calculate	calculate	VERB
eurjchem-1307	299	18	hardness	hardness	NOUN
eurjchem-1307	299	19	from	from	ADP
eurjchem-1307	299	20	electronic	electronic	ADJ
eurjchem-1307	299	21	structure	structure	NOUN
eurjchem-1307	299	22	methods	method	NOUN
eurjchem-1307	299	23	.	.	PUNCT
eurjchem-1307	300	1	just	just	ADV
eurjchem-1307	300	2	as	as	SCONJ
eurjchem-1307	300	3	increasing	increase	VERB
eurjchem-1307	300	4	conjugation	conjugation	NOUN
eurjchem-1307	300	5	in	in	ADP
eurjchem-1307	300	6	poly‐alkenes	poly‐alkene	NOUN
eurjchem-1307	300	7	both	both	PRON
eurjchem-1307	300	8	lowers	lower	VERB
eurjchem-1307	300	9	the	the	DET
eurjchem-1307	300	10	homo‐lumo	homo‐lumo	NOUN
eurjchem-1307	300	11	energy	energy	NOUN
eurjchem-1307	300	12	gap	gap	NOUN
eurjchem-1307	300	13	and	and	CCONJ
eurjchem-1307	300	14	increases	increase	VERB
eurjchem-1307	300	15	the	the	DET
eurjchem-1307	300	16	polarizability	polarizability	NOUN
eurjchem-1307	300	17	,	,	PUNCT
eurjchem-1307	300	18	thus	thus	ADV
eurjchem-1307	300	19	decreasing	decrease	VERB
eurjchem-1307	300	20	hardness	hardness	NOUN
eurjchem-1307	300	21	,	,	PUNCT
eurjchem-1307	300	22	we	we	PRON
eurjchem-1307	300	23	posit	posit	VERB
eurjchem-1307	300	24	that	that	SCONJ
eurjchem-1307	300	25	this	this	DET
eurjchem-1307	300	26	index	index	NOUN
eurjchem-1307	300	27	can	can	AUX
eurjchem-1307	300	28	provide	provide	VERB
eurjchem-1307	300	29	a	a	DET
eurjchem-1307	300	30	useful	useful	ADJ
eurjchem-1307	300	31	metric	metric	NOUN
eurjchem-1307	300	32	for	for	ADP
eurjchem-1307	300	33	comparing	compare	VERB
eurjchem-1307	300	34	relative	relative	ADJ
eurjchem-1307	300	35	conjugation	conjugation	NOUN
eurjchem-1307	300	36	between	between	ADP
eurjchem-1307	300	37	several	several	ADJ
eurjchem-1307	300	38	model	model	NOUN
eurjchem-1307	300	39	bromonium	bromonium	NOUN
eurjchem-1307	300	40	ion	ion	NOUN
eurjchem-1307	300	41	systems	system	NOUN
eurjchem-1307	300	42	.	.	PUNCT
eurjchem-1307	301	1	while	while	SCONJ
eurjchem-1307	301	2	a	a	DET
eurjchem-1307	301	3	comparison	comparison	NOUN
eurjchem-1307	301	4	of	of	ADP
eurjchem-1307	301	5	hardness	hardness	NOUN
eurjchem-1307	301	6	has	have	AUX
eurjchem-1307	301	7	been	be	AUX
eurjchem-1307	301	8	made	make	VERB
eurjchem-1307	301	9	between	between	ADP
eurjchem-1307	301	10	isomers	isomer	NOUN
eurjchem-1307	301	11	of	of	ADP
eurjchem-1307	301	12	otherwise	otherwise	ADV
eurjchem-1307	301	13	identical	identical	ADJ
eurjchem-1307	301	14	systems	system	NOUN
eurjchem-1307	301	15	,	,	PUNCT
eurjchem-1307	301	16	such	such	ADJ
eurjchem-1307	301	17	as	as	ADP
eurjchem-1307	301	18	iron	iron	NOUN
eurjchem-1307	301	19	(	(	PUNCT
eurjchem-1307	301	20	ii	ii	NOUN
eurjchem-1307	301	21	)	)	PUNCT
eurjchem-1307	301	22	complexes	complex	NOUN
eurjchem-1307	301	23	[	[	X
eurjchem-1307	301	24	39	39	NUM
eurjchem-1307	301	25	]	]	PUNCT
eurjchem-1307	301	26	,	,	PUNCT
eurjchem-1307	301	27	or	or	CCONJ
eurjchem-1307	301	28	for	for	ADP
eurjchem-1307	301	29	comparisons	comparison	NOUN
eurjchem-1307	301	30	of	of	ADP
eurjchem-1307	301	31	similar	similar	ADJ
eurjchem-1307	301	32	reactants	reactant	NOUN
eurjchem-1307	301	33	of	of	ADP
eurjchem-1307	301	34	cycloaddition	cycloaddition	NOUN
eurjchem-1307	301	35	reactions	reaction	NOUN
eurjchem-1307	301	36	[	[	X
eurjchem-1307	301	37	40	40	NUM
eurjchem-1307	301	38	]	]	PUNCT
eurjchem-1307	301	39	,	,	PUNCT
eurjchem-1307	301	40	application	application	NOUN
eurjchem-1307	301	41	of	of	ADP
eurjchem-1307	301	42	the	the	DET
eurjchem-1307	301	43	hardness	hardness	NOUN
eurjchem-1307	301	44	index	index	NOUN
eurjchem-1307	301	45	to	to	PART
eurjchem-1307	301	46	compare	compare	VERB
eurjchem-1307	301	47	reactive	reactive	ADJ
eurjchem-1307	301	48	intermediates	intermediate	NOUN
eurjchem-1307	301	49	across	across	ADP
eurjchem-1307	301	50	a	a	DET
eurjchem-1307	301	51	range	range	NOUN
eurjchem-1307	301	52	of	of	ADP
eurjchem-1307	301	53	conjugation	conjugation	NOUN
eurjchem-1307	301	54	and	and	CCONJ
eurjchem-1307	301	55	electron	electron	NOUN
eurjchem-1307	301	56	density	density	NOUN
eurjchem-1307	301	57	delocalization	delocalization	NOUN
eurjchem-1307	301	58	has	have	AUX
eurjchem-1307	301	59	to	to	ADP
eurjchem-1307	301	60	our	our	PRON
eurjchem-1307	301	61	knowledge	knowledge	NOUN
eurjchem-1307	301	62	not	not	PART
eurjchem-1307	301	63	been	be	AUX
eurjchem-1307	301	64	reported	report	VERB
eurjchem-1307	301	65	.	.	PUNCT
eurjchem-1307	302	1	silverberg	silverberg	PROPN
eurjchem-1307	302	2	et	et	PROPN
eurjchem-1307	302	3	al	al	PROPN
eurjchem-1307	302	4	.	.	PUNCT
eurjchem-1307	302	5	/	/	SYM
eurjchem-1307	302	6	european	european	PROPN
eurjchem-1307	302	7	journal	journal	PROPN
eurjchem-1307	302	8	of	of	ADP
eurjchem-1307	302	9	chemistry	chemistry	NOUN
eurjchem-1307	302	10	6	6	NUM
eurjchem-1307	302	11	(	(	PUNCT
eurjchem-1307	302	12	4	4	NUM
eurjchem-1307	302	13	)	)	PUNCT
eurjchem-1307	302	14	(	(	PUNCT
eurjchem-1307	302	15	2015	2015	NUM
eurjchem-1307	302	16	)	)	PUNCT
eurjchem-1307	302	17	430‐443	430‐443	NOUN
eurjchem-1307	303	1	439	439	NUM
eurjchem-1307	303	2	br	br	NOUN
eurjchem-1307	303	3	ch2h3c	ch2h3c	PROPN
eurjchem-1307	303	4	nch2h3c	nch2h3c	PROPN
eurjchem-1307	303	5	ts	ts	X
eurjchem-1307	303	6	nts	nts	PROPN
eurjchem-1307	303	7	cl	cl	INTJ
eurjchem-1307	303	8	n	n	ADV
eurjchem-1307	303	9	ch2h3c	ch2h3c	PROPN
eurjchem-1307	303	10	ts	ts	ADP
eurjchem-1307	303	11	cl	cl	NOUN
eurjchem-1307	304	1	+	+	CCONJ
eurjchem-1307	304	2	brnhts	brnht	NOUN
eurjchem-1307	304	3	ch2h3c	ch2h3c	NOUN
eurjchem-1307	304	4	+	+	CCONJ
eurjchem-1307	304	5	brcl	brcl	NOUN
eurjchem-1307	304	6	br	br	NOUN
eurjchem-1307	304	7	x	x	SYM
eurjchem-1307	304	8	7	7	NUM
eurjchem-1307	304	9	22	22	NUM
eurjchem-1307	304	10	br	br	NOUN
eurjchem-1307	304	11	h	h	NOUN
eurjchem-1307	305	1	+	+	CCONJ
eurjchem-1307	305	2	sn2	sn2	PROPN
eurjchem-1307	305	3	h2o	h2o	PROPN
eurjchem-1307	305	4	scheme	scheme	NOUN
eurjchem-1307	305	5	19	19	NUM
eurjchem-1307	305	6	scheme	scheme	NOUN
eurjchem-1307	305	7	20	20	NUM
eurjchem-1307	305	8	while	while	SCONJ
eurjchem-1307	305	9	the	the	DET
eurjchem-1307	305	10	theory	theory	NOUN
eurjchem-1307	305	11	of	of	ADP
eurjchem-1307	305	12	using	use	VERB
eurjchem-1307	305	13	electronic	electronic	ADJ
eurjchem-1307	305	14	structure	structure	NOUN
eurjchem-1307	305	15	to	to	PART
eurjchem-1307	305	16	calculate	calculate	VERB
eurjchem-1307	305	17	hardness	hardness	NOUN
eurjchem-1307	305	18	has	have	AUX
eurjchem-1307	305	19	been	be	AUX
eurjchem-1307	305	20	developed	develop	VERB
eurjchem-1307	305	21	using	use	VERB
eurjchem-1307	305	22	dft	dft	NOUN
eurjchem-1307	305	23	,	,	PUNCT
eurjchem-1307	305	24	we	we	PRON
eurjchem-1307	305	25	have	have	AUX
eurjchem-1307	305	26	also	also	ADV
eurjchem-1307	305	27	included	include	VERB
eurjchem-1307	305	28	the	the	DET
eurjchem-1307	305	29	results	result	NOUN
eurjchem-1307	305	30	using	use	VERB
eurjchem-1307	305	31	hartree‐fock	hartree‐fock	NOUN
eurjchem-1307	305	32	(	(	PUNCT
eurjchem-1307	305	33	hf	hf	NOUN
eurjchem-1307	305	34	)	)	PUNCT
eurjchem-1307	305	35	theory	theory	NOUN
eurjchem-1307	305	36	,	,	PUNCT
eurjchem-1307	305	37	since	since	SCONJ
eurjchem-1307	305	38	there	there	PRON
eurjchem-1307	305	39	appears	appear	VERB
eurjchem-1307	305	40	to	to	PART
eurjchem-1307	305	41	be	be	AUX
eurjchem-1307	305	42	nothing	nothing	PRON
eurjchem-1307	305	43	in	in	ADP
eurjchem-1307	305	44	the	the	DET
eurjchem-1307	305	45	original	original	ADJ
eurjchem-1307	305	46	derivations	derivation	NOUN
eurjchem-1307	305	47	that	that	PRON
eurjchem-1307	305	48	requires	require	VERB
eurjchem-1307	305	49	that	that	SCONJ
eurjchem-1307	305	50	dft	dft	PROPN
eurjchem-1307	305	51	be	be	AUX
eurjchem-1307	305	52	used	use	VERB
eurjchem-1307	305	53	to	to	PART
eurjchem-1307	305	54	calculate	calculate	VERB
eurjchem-1307	305	55	mos	mos	NOUN
eurjchem-1307	305	56	and	and	CCONJ
eurjchem-1307	305	57	their	their	PRON
eurjchem-1307	305	58	energies	energy	NOUN
eurjchem-1307	305	59	,	,	PUNCT
eurjchem-1307	305	60	and	and	CCONJ
eurjchem-1307	305	61	in	in	ADP
eurjchem-1307	305	62	this	this	DET
eurjchem-1307	305	63	study	study	NOUN
eurjchem-1307	305	64	dft‐calculated	dft‐calculate	VERB
eurjchem-1307	305	65	hardness	hardness	ADJ
eurjchem-1307	305	66	values	value	NOUN
eurjchem-1307	305	67	had	have	VERB
eurjchem-1307	305	68	some	some	DET
eurjchem-1307	305	69	possibly	possibly	ADV
eurjchem-1307	305	70	anomalous	anomalous	ADJ
eurjchem-1307	305	71	results	result	NOUN
eurjchem-1307	305	72	,	,	PUNCT
eurjchem-1307	305	73	while	while	SCONJ
eurjchem-1307	305	74	hf	hf	PROPN
eurjchem-1307	305	75	results	result	NOUN
eurjchem-1307	305	76	seemed	seem	VERB
eurjchem-1307	305	77	to	to	PART
eurjchem-1307	305	78	be	be	AUX
eurjchem-1307	305	79	more	more	ADV
eurjchem-1307	305	80	accurately	accurately	ADV
eurjchem-1307	305	81	descriptive	descriptive	ADJ
eurjchem-1307	305	82	of	of	ADP
eurjchem-1307	305	83	the	the	DET
eurjchem-1307	305	84	systems	system	NOUN
eurjchem-1307	305	85	studied	study	VERB
eurjchem-1307	305	86	,	,	PUNCT
eurjchem-1307	305	87	at	at	ADP
eurjchem-1307	305	88	least	least	ADJ
eurjchem-1307	305	89	qualitatively	qualitatively	ADV
eurjchem-1307	305	90	.	.	PUNCT
eurjchem-1307	306	1	figure	figure	NOUN
eurjchem-1307	306	2	3	3	NUM
eurjchem-1307	306	3	shows	show	VERB
eurjchem-1307	306	4	the	the	DET
eurjchem-1307	306	5	line	line	NOUN
eurjchem-1307	306	6	structures	structure	NOUN
eurjchem-1307	306	7	and	and	CCONJ
eurjchem-1307	306	8	the	the	DET
eurjchem-1307	306	9	optimized	optimize	VERB
eurjchem-1307	306	10	b3lyp	b3lyp	PROPN
eurjchem-1307	306	11	/	/	SYM
eurjchem-1307	306	12	cc‐pvdz	cc‐pvdz	ADJ
eurjchem-1307	306	13	structures	structure	NOUN
eurjchem-1307	306	14	of	of	ADP
eurjchem-1307	306	15	bromonium	bromonium	NOUN
eurjchem-1307	306	16	ions	ion	NOUN
eurjchem-1307	306	17	formed	form	VERB
eurjchem-1307	306	18	from	from	ADP
eurjchem-1307	306	19	the	the	DET
eurjchem-1307	306	20	simpler	simple	ADJ
eurjchem-1307	306	21	six‐membered	six‐membere	VERB
eurjchem-1307	306	22	ring	ring	NOUN
eurjchem-1307	306	23	systems	system	NOUN
eurjchem-1307	306	24	to	to	ADP
eurjchem-1307	306	25	those	those	PRON
eurjchem-1307	306	26	of	of	ADP
eurjchem-1307	306	27	the	the	DET
eurjchem-1307	306	28	two	two	NUM
eurjchem-1307	306	29	carene	carene	ADJ
eurjchem-1307	306	30	bromonium	bromonium	NOUN
eurjchem-1307	306	31	ions	ion	NOUN
eurjchem-1307	306	32	and	and	CCONJ
eurjchem-1307	306	33	the	the	DET
eurjchem-1307	306	34	two	two	NUM
eurjchem-1307	306	35	pinene	pinene	NOUN
eurjchem-1307	306	36	bromonium	bromonium	NOUN
eurjchem-1307	306	37	ions	ion	NOUN
eurjchem-1307	306	38	.	.	PUNCT
eurjchem-1307	307	1	the	the	DET
eurjchem-1307	307	2	structures	structure	NOUN
eurjchem-1307	307	3	of	of	ADP
eurjchem-1307	307	4	the	the	DET
eurjchem-1307	307	5	two	two	NUM
eurjchem-1307	307	6	carenes	carene	NOUN
eurjchem-1307	307	7	and	and	CCONJ
eurjchem-1307	307	8	the	the	DET
eurjchem-1307	307	9	two	two	NUM
eurjchem-1307	307	10	pinenes	pinene	NOUN
eurjchem-1307	307	11	are	be	AUX
eurjchem-1307	307	12	also	also	ADV
eurjchem-1307	307	13	included	include	VERB
eurjchem-1307	307	14	,	,	PUNCT
eurjchem-1307	307	15	for	for	ADP
eurjchem-1307	307	16	comparison	comparison	NOUN
eurjchem-1307	307	17	.	.	PUNCT
eurjchem-1307	308	1	important	important	ADJ
eurjchem-1307	308	2	bond	bond	NOUN
eurjchem-1307	308	3	angles	angle	NOUN
eurjchem-1307	308	4	,	,	PUNCT
eurjchem-1307	308	5	dihedral	dihedral	ADJ
eurjchem-1307	308	6	angles	angle	NOUN
eurjchem-1307	308	7	to	to	PART
eurjchem-1307	308	8	show	show	VERB
eurjchem-1307	308	9	degree	degree	NOUN
eurjchem-1307	308	10	of	of	ADP
eurjchem-1307	308	11	planarity	planarity	NOUN
eurjchem-1307	308	12	of	of	ADP
eurjchem-1307	308	13	salient	salient	ADJ
eurjchem-1307	308	14	carbons	carbon	NOUN
eurjchem-1307	308	15	,	,	PUNCT
eurjchem-1307	308	16	bond	bond	NOUN
eurjchem-1307	308	17	lengths	length	NOUN
eurjchem-1307	308	18	,	,	PUNCT
eurjchem-1307	308	19	and	and	CCONJ
eurjchem-1307	308	20	npa	npa	NOUN
eurjchem-1307	308	21	charges	charge	NOUN
eurjchem-1307	308	22	are	be	AUX
eurjchem-1307	308	23	shown	show	VERB
eurjchem-1307	308	24	in	in	ADP
eurjchem-1307	308	25	figure	figure	NOUN
eurjchem-1307	308	26	3	3	NUM
eurjchem-1307	308	27	.	.	PUNCT
eurjchem-1307	308	28	partial	partial	ADJ
eurjchem-1307	308	29	bonds	bond	NOUN
eurjchem-1307	308	30	are	be	AUX
eurjchem-1307	308	31	shown	show	VERB
eurjchem-1307	308	32	in	in	ADP
eurjchem-1307	308	33	the	the	DET
eurjchem-1307	308	34	optimized	optimize	VERB
eurjchem-1307	308	35	structures	structure	NOUN
eurjchem-1307	308	36	with	with	ADP
eurjchem-1307	308	37	dashed	dash	VERB
eurjchem-1307	308	38	black	black	ADJ
eurjchem-1307	308	39	lines	line	NOUN
eurjchem-1307	308	40	.	.	PUNCT
eurjchem-1307	309	1	figure	figure	NOUN
eurjchem-1307	309	2	3	3	NUM
eurjchem-1307	309	3	is	be	AUX
eurjchem-1307	309	4	arranged	arrange	VERB
eurjchem-1307	309	5	in	in	ADP
eurjchem-1307	309	6	rows	row	NOUN
eurjchem-1307	309	7	of	of	ADP
eurjchem-1307	309	8	three	three	NUM
eurjchem-1307	309	9	structures	structure	NOUN
eurjchem-1307	309	10	which	which	PRON
eurjchem-1307	309	11	are	be	AUX
eurjchem-1307	309	12	related	relate	VERB
eurjchem-1307	309	13	to	to	ADP
eurjchem-1307	309	14	each	each	DET
eurjchem-1307	309	15	other	other	ADJ
eurjchem-1307	309	16	functionally	functionally	ADV
eurjchem-1307	309	17	,	,	PUNCT
eurjchem-1307	309	18	so	so	ADV
eurjchem-1307	309	19	the	the	DET
eurjchem-1307	309	20	reader	reader	NOUN
eurjchem-1307	309	21	can	can	AUX
eurjchem-1307	309	22	have	have	VERB
eurjchem-1307	309	23	easier	easy	ADJ
eurjchem-1307	309	24	visual	visual	ADJ
eurjchem-1307	309	25	comparisons	comparison	NOUN
eurjchem-1307	309	26	.	.	PUNCT
eurjchem-1307	310	1	we	we	PRON
eurjchem-1307	310	2	will	will	AUX
eurjchem-1307	310	3	describe	describe	VERB
eurjchem-1307	310	4	the	the	DET
eurjchem-1307	310	5	structures	structure	NOUN
eurjchem-1307	310	6	and	and	CCONJ
eurjchem-1307	310	7	npa	npa	NOUN
eurjchem-1307	310	8	charges	charge	NOUN
eurjchem-1307	310	9	mainly	mainly	ADV
eurjchem-1307	310	10	in	in	ADP
eurjchem-1307	310	11	terms	term	NOUN
eurjchem-1307	310	12	of	of	ADP
eurjchem-1307	310	13	rows	row	NOUN
eurjchem-1307	310	14	of	of	ADP
eurjchem-1307	310	15	three	three	NUM
eurjchem-1307	310	16	,	,	PUNCT
eurjchem-1307	310	17	but	but	CCONJ
eurjchem-1307	310	18	there	there	PRON
eurjchem-1307	310	19	may	may	AUX
eurjchem-1307	310	20	be	be	AUX
eurjchem-1307	310	21	references	reference	NOUN
eurjchem-1307	310	22	to	to	ADP
eurjchem-1307	310	23	structures	structure	NOUN
eurjchem-1307	310	24	in	in	ADP
eurjchem-1307	310	25	other	other	ADJ
eurjchem-1307	310	26	rows	row	NOUN
eurjchem-1307	310	27	important	important	ADJ
eurjchem-1307	310	28	for	for	ADP
eurjchem-1307	310	29	the	the	DET
eurjchem-1307	310	30	particular	particular	ADJ
eurjchem-1307	310	31	comparison	comparison	NOUN
eurjchem-1307	310	32	.	.	PUNCT
eurjchem-1307	311	1	figure	figure	VERB
eurjchem-1307	311	2	3	3	NUM
eurjchem-1307	311	3	shows	show	NOUN
eurjchem-1307	311	4	in	in	ADP
eurjchem-1307	311	5	the	the	DET
eurjchem-1307	311	6	first	first	ADJ
eurjchem-1307	311	7	row	row	NOUN
eurjchem-1307	311	8	the	the	DET
eurjchem-1307	311	9	b3lyp	b3lyp	NOUN
eurjchem-1307	311	10	/	/	SYM
eurjchem-1307	311	11	cc‐pvdz	cc‐pvdz	ADJ
eurjchem-1307	311	12	structures	structure	NOUN
eurjchem-1307	311	13	of	of	ADP
eurjchem-1307	311	14	25‐br+	25‐br+	NUM
eurjchem-1307	311	15	,	,	PUNCT
eurjchem-1307	311	16	28‐br+a	28‐br+a	PROPN
eurjchem-1307	311	17	and	and	CCONJ
eurjchem-1307	311	18	28‐br+b	28‐br+b	NUM
eurjchem-1307	311	19	.	.	PUNCT
eurjchem-1307	312	1	26‐br+	26‐br+	NUM
eurjchem-1307	312	2	is	be	AUX
eurjchem-1307	312	3	in	in	ADP
eurjchem-1307	312	4	the	the	DET
eurjchem-1307	312	5	third	third	ADJ
eurjchem-1307	312	6	row	row	NOUN
eurjchem-1307	312	7	,	,	PUNCT
eurjchem-1307	312	8	third	third	ADJ
eurjchem-1307	312	9	panel	panel	NOUN
eurjchem-1307	312	10	(	(	PUNCT
eurjchem-1307	312	11	l‐r	l‐r	PROPN
eurjchem-1307	312	12	)	)	PUNCT
eurjchem-1307	312	13	.	.	PUNCT
eurjchem-1307	313	1	ions	ion	NOUN
eurjchem-1307	313	2	25‐br+	25‐br+	NOUN
eurjchem-1307	313	3	and	and	CCONJ
eurjchem-1307	313	4	26‐br+	26‐br+	NUM
eurjchem-1307	313	5	are	be	AUX
eurjchem-1307	313	6	both	both	PRON
eurjchem-1307	313	7	bromonium	bromonium	NOUN
eurjchem-1307	313	8	ions	ion	NOUN
eurjchem-1307	313	9	from	from	ADP
eurjchem-1307	313	10	mono‐alkenes	mono‐alkene	NOUN
eurjchem-1307	313	11	,	,	PUNCT
eurjchem-1307	313	12	and	and	CCONJ
eurjchem-1307	313	13	so	so	ADV
eurjchem-1307	313	14	might	might	AUX
eurjchem-1307	313	15	be	be	AUX
eurjchem-1307	313	16	expected	expect	VERB
eurjchem-1307	313	17	to	to	PART
eurjchem-1307	313	18	display	display	VERB
eurjchem-1307	313	19	classic	classic	ADJ
eurjchem-1307	313	20	undistorted	undistorted	ADJ
eurjchem-1307	313	21	3‐member	3‐member	NUM
eurjchem-1307	313	22	ring	ring	NOUN
eurjchem-1307	313	23	bromonium	bromonium	NOUN
eurjchem-1307	313	24	ions	ion	NOUN
eurjchem-1307	313	25	.	.	PUNCT
eurjchem-1307	314	1	this	this	PRON
eurjchem-1307	314	2	is	be	AUX
eurjchem-1307	314	3	the	the	DET
eurjchem-1307	314	4	case	case	NOUN
eurjchem-1307	314	5	with	with	ADP
eurjchem-1307	314	6	ion	ion	NOUN
eurjchem-1307	314	7	26‐br+	26‐br+	NUM
eurjchem-1307	314	8	,	,	PUNCT
eurjchem-1307	314	9	with	with	ADP
eurjchem-1307	314	10	br‐c‐c	br‐c‐c	NOUN
eurjchem-1307	314	11	bond	bond	NOUN
eurjchem-1307	314	12	angles	angle	NOUN
eurjchem-1307	314	13	of	of	ADP
eurjchem-1307	314	14	77.7	77.7	NUM
eurjchem-1307	314	15	°	°	NOUN
eurjchem-1307	314	16	and	and	CCONJ
eurjchem-1307	314	17	63.2	63.2	NUM
eurjchem-1307	314	18	°	°	NOUN
eurjchem-1307	314	19	,	,	PUNCT
eurjchem-1307	314	20	and	and	CCONJ
eurjchem-1307	314	21	the	the	DET
eurjchem-1307	314	22	br	br	NOUN
eurjchem-1307	314	23	has	have	VERB
eurjchem-1307	314	24	an	an	DET
eurjchem-1307	314	25	npa	npa	NOUN
eurjchem-1307	314	26	charge	charge	NOUN
eurjchem-1307	314	27	of	of	ADP
eurjchem-1307	314	28	+0.32	+0.32	PROPN
eurjchem-1307	314	29	,	,	PUNCT
eurjchem-1307	314	30	while	while	SCONJ
eurjchem-1307	314	31	the	the	DET
eurjchem-1307	314	32	charges	charge	NOUN
eurjchem-1307	314	33	on	on	ADP
eurjchem-1307	314	34	c1	c1	PROPN
eurjchem-1307	314	35	and	and	CCONJ
eurjchem-1307	314	36	c2	c2	PROPN
eurjchem-1307	314	37	are	be	AUX
eurjchem-1307	314	38	+0.17	+0.17	PROPN
eurjchem-1307	314	39	and	and	CCONJ
eurjchem-1307	314	40	‐0.18	‐0.18	PROPN
eurjchem-1307	314	41	,	,	PUNCT
eurjchem-1307	314	42	respectively	respectively	ADV
eurjchem-1307	314	43	,	,	PUNCT
eurjchem-1307	314	44	with	with	ADP
eurjchem-1307	314	45	positive	positive	ADJ
eurjchem-1307	314	46	charge	charge	NOUN
eurjchem-1307	314	47	preferring	prefer	VERB
eurjchem-1307	314	48	the	the	DET
eurjchem-1307	314	49	tertiary	tertiary	ADJ
eurjchem-1307	314	50	c1	c1	NOUN
eurjchem-1307	314	51	.	.	PUNCT
eurjchem-1307	315	1	in	in	ADP
eurjchem-1307	315	2	contrast	contrast	NOUN
eurjchem-1307	315	3	,	,	PUNCT
eurjchem-1307	315	4	ion	ion	NOUN
eurjchem-1307	315	5	25‐br+	25‐br+	NOUN
eurjchem-1307	315	6	shows	show	VERB
eurjchem-1307	315	7	partial	partial	ADJ
eurjchem-1307	315	8	ring	ring	NOUN
eurjchem-1307	315	9	opening	opening	NOUN
eurjchem-1307	315	10	at	at	ADP
eurjchem-1307	315	11	this	this	DET
eurjchem-1307	315	12	level	level	NOUN
eurjchem-1307	315	13	of	of	ADP
eurjchem-1307	315	14	theory	theory	NOUN
eurjchem-1307	315	15	,	,	PUNCT
eurjchem-1307	315	16	with	with	ADP
eurjchem-1307	315	17	a	a	DET
eurjchem-1307	315	18	br‐c‐c	br‐c‐c	NOUN
eurjchem-1307	315	19	bond	bond	NOUN
eurjchem-1307	315	20	angle	angle	NOUN
eurjchem-1307	315	21	of	of	ADP
eurjchem-1307	315	22	93.1	93.1	NUM
eurjchem-1307	315	23	°	°	NOUN
eurjchem-1307	315	24	and	and	CCONJ
eurjchem-1307	315	25	an	an	DET
eurjchem-1307	315	26	npa	npa	NOUN
eurjchem-1307	315	27	charge	charge	NOUN
eurjchem-1307	315	28	on	on	ADP
eurjchem-1307	315	29	the	the	DET
eurjchem-1307	315	30	tertiary	tertiary	ADJ
eurjchem-1307	315	31	carbon	carbon	NOUN
eurjchem-1307	315	32	of	of	ADP
eurjchem-1307	315	33	+0.35	+0.35	PROPN
eurjchem-1307	315	34	(	(	PUNCT
eurjchem-1307	315	35	units	unit	NOUN
eurjchem-1307	315	36	are	be	AUX
eurjchem-1307	315	37	e	e	NOUN
eurjchem-1307	315	38	)	)	PUNCT
eurjchem-1307	315	39	,	,	PUNCT
eurjchem-1307	315	40	and	and	CCONJ
eurjchem-1307	315	41	the	the	DET
eurjchem-1307	315	42	br	br	NOUN
eurjchem-1307	315	43	is	be	AUX
eurjchem-1307	315	44	carrying	carry	VERB
eurjchem-1307	315	45	a	a	DET
eurjchem-1307	315	46	+0.22	+0.22	PROPN
eurjchem-1307	315	47	charge	charge	NOUN
eurjchem-1307	315	48	.	.	PUNCT
eurjchem-1307	316	1	the	the	DET
eurjchem-1307	316	2	weakened	weaken	VERB
eurjchem-1307	316	3	br‐c	br‐c	PROPN
eurjchem-1307	316	4	bond	bond	NOUN
eurjchem-1307	316	5	is	be	AUX
eurjchem-1307	316	6	shown	show	VERB
eurjchem-1307	316	7	with	with	ADP
eurjchem-1307	316	8	a	a	DET
eurjchem-1307	316	9	dashed	dash	VERB
eurjchem-1307	316	10	black	black	ADJ
eurjchem-1307	316	11	line	line	NOUN
eurjchem-1307	316	12	.	.	PUNCT
eurjchem-1307	317	1	the	the	DET
eurjchem-1307	317	2	structural	structural	ADJ
eurjchem-1307	317	3	and	and	CCONJ
eurjchem-1307	317	4	charge	charge	NOUN
eurjchem-1307	317	5	differences	difference	NOUN
eurjchem-1307	317	6	between	between	ADP
eurjchem-1307	317	7	these	these	DET
eurjchem-1307	317	8	two	two	NUM
eurjchem-1307	317	9	bromonium	bromonium	NOUN
eurjchem-1307	317	10	ions	ion	NOUN
eurjchem-1307	317	11	appear	appear	VERB
eurjchem-1307	317	12	to	to	PART
eurjchem-1307	317	13	be	be	AUX
eurjchem-1307	317	14	a	a	DET
eurjchem-1307	317	15	combination	combination	NOUN
eurjchem-1307	317	16	of	of	ADP
eurjchem-1307	317	17	the	the	DET
eurjchem-1307	317	18	stability	stability	NOUN
eurjchem-1307	317	19	of	of	ADP
eurjchem-1307	317	20	positive	positive	ADJ
eurjchem-1307	317	21	charge	charge	NOUN
eurjchem-1307	317	22	on	on	ADP
eurjchem-1307	317	23	a	a	DET
eurjchem-1307	317	24	potentially	potentially	ADV
eurjchem-1307	317	25	tertiary	tertiary	ADJ
eurjchem-1307	317	26	carbon	carbon	NOUN
eurjchem-1307	317	27	and	and	CCONJ
eurjchem-1307	317	28	that	that	PRON
eurjchem-1307	317	29	of	of	ADP
eurjchem-1307	317	30	a	a	DET
eurjchem-1307	317	31	potentially	potentially	ADV
eurjchem-1307	317	32	primary	primary	ADJ
eurjchem-1307	317	33	bromine	bromine	NOUN
eurjchem-1307	317	34	.	.	PUNCT
eurjchem-1307	318	1	ion	ion	NOUN
eurjchem-1307	318	2	28‐br+a	28‐br+a	PROPN
eurjchem-1307	318	3	is	be	AUX
eurjchem-1307	318	4	the	the	DET
eurjchem-1307	318	5	result	result	NOUN
eurjchem-1307	318	6	of	of	ADP
eurjchem-1307	318	7	bromination	bromination	NOUN
eurjchem-1307	318	8	of	of	ADP
eurjchem-1307	318	9	compound	compound	NOUN
eurjchem-1307	318	10	28	28	NUM
eurjchem-1307	318	11	on	on	ADP
eurjchem-1307	318	12	the	the	DET
eurjchem-1307	318	13	methylidene	methylidene	PROPN
eurjchem-1307	318	14	c1‐c7	c1‐c7	PROPN
eurjchem-1307	318	15	bond	bond	PROPN
eurjchem-1307	318	16	,	,	PUNCT
eurjchem-1307	318	17	and	and	CCONJ
eurjchem-1307	318	18	this	this	DET
eurjchem-1307	318	19	bromonium	bromonium	NOUN
eurjchem-1307	318	20	ion	ion	NOUN
eurjchem-1307	318	21	displays	display	VERB
eurjchem-1307	318	22	the	the	DET
eurjchem-1307	318	23	effects	effect	NOUN
eurjchem-1307	318	24	of	of	ADP
eurjchem-1307	318	25	conjugation	conjugation	NOUN
eurjchem-1307	318	26	into	into	ADP
eurjchem-1307	318	27	the	the	DET
eurjchem-1307	318	28	c2‐c3	c2‐c3	NOUN
eurjchem-1307	318	29	bond	bond	NOUN
eurjchem-1307	318	30	both	both	CCONJ
eurjchem-1307	318	31	structurally	structurally	ADV
eurjchem-1307	318	32	and	and	CCONJ
eurjchem-1307	318	33	in	in	ADP
eurjchem-1307	318	34	terms	term	NOUN
eurjchem-1307	318	35	of	of	ADP
eurjchem-1307	318	36	npa	npa	NOUN
eurjchem-1307	318	37	charges	charge	NOUN
eurjchem-1307	318	38	.	.	PUNCT
eurjchem-1307	319	1	the	the	DET
eurjchem-1307	319	2	3‐membered	3‐membered	NUM
eurjchem-1307	319	3	bromonium	bromonium	NOUN
eurjchem-1307	319	4	ring	ring	NOUN
eurjchem-1307	319	5	is	be	AUX
eurjchem-1307	319	6	almost	almost	ADV
eurjchem-1307	319	7	entirely	entirely	ADV
eurjchem-1307	319	8	opened	open	VERB
eurjchem-1307	319	9	,	,	PUNCT
eurjchem-1307	319	10	with	with	ADP
eurjchem-1307	319	11	the	the	DET
eurjchem-1307	319	12	br‐c7‐c1	br‐c7‐c1	PROPN
eurjchem-1307	319	13	bond	bond	NOUN
eurjchem-1307	319	14	angle	angle	NOUN
eurjchem-1307	319	15	at	at	ADP
eurjchem-1307	319	16	99.5	99.5	NUM
eurjchem-1307	319	17	°	°	NOUN
eurjchem-1307	319	18	,	,	PUNCT
eurjchem-1307	319	19	and	and	CCONJ
eurjchem-1307	319	20	the	the	DET
eurjchem-1307	319	21	positive	positive	ADJ
eurjchem-1307	319	22	charge	charge	NOUN
eurjchem-1307	319	23	has	have	AUX
eurjchem-1307	319	24	been	be	AUX
eurjchem-1307	319	25	spread	spread	VERB
eurjchem-1307	319	26	out	out	ADP
eurjchem-1307	319	27	between	between	ADP
eurjchem-1307	319	28	the	the	DET
eurjchem-1307	319	29	br	br	PROPN
eurjchem-1307	319	30	,	,	PUNCT
eurjchem-1307	319	31	c1	c1	PROPN
eurjchem-1307	319	32	and	and	CCONJ
eurjchem-1307	319	33	c3	c3	PROPN
eurjchem-1307	319	34	effectively	effectively	ADV
eurjchem-1307	319	35	,	,	PUNCT
eurjchem-1307	319	36	at	at	ADP
eurjchem-1307	319	37	+0.15	+0.15	PROPN
eurjchem-1307	319	38	,	,	PUNCT
eurjchem-1307	319	39	+0.22	+0.22	PROPN
eurjchem-1307	319	40	,	,	PUNCT
eurjchem-1307	319	41	and	and	CCONJ
eurjchem-1307	319	42	+0.11	+0.11	PROPN
eurjchem-1307	319	43	,	,	PUNCT
eurjchem-1307	319	44	respectively	respectively	ADV
eurjchem-1307	319	45	.	.	PUNCT
eurjchem-1307	320	1	in	in	ADP
eurjchem-1307	320	2	contrast	contrast	NOUN
eurjchem-1307	320	3	,	,	PUNCT
eurjchem-1307	320	4	ion	ion	NOUN
eurjchem-1307	320	5	28‐br+b	28‐br+b	PROPN
eurjchem-1307	320	6	is	be	AUX
eurjchem-1307	320	7	the	the	DET
eurjchem-1307	320	8	result	result	NOUN
eurjchem-1307	320	9	of	of	ADP
eurjchem-1307	320	10	bromination	bromination	NOUN
eurjchem-1307	320	11	of	of	ADP
eurjchem-1307	320	12	compound	compound	NOUN
eurjchem-1307	320	13	28	28	NUM
eurjchem-1307	320	14	at	at	ADP
eurjchem-1307	320	15	the	the	DET
eurjchem-1307	320	16	c2‐c3	c2‐c3	NOUN
eurjchem-1307	320	17	bond	bond	NOUN
eurjchem-1307	320	18	,	,	PUNCT
eurjchem-1307	320	19	and	and	CCONJ
eurjchem-1307	320	20	this	this	DET
eurjchem-1307	320	21	bromonium	bromonium	NOUN
eurjchem-1307	320	22	displays	display	VERB
eurjchem-1307	320	23	significant	significant	ADJ
eurjchem-1307	320	24	structural	structural	ADJ
eurjchem-1307	320	25	and	and	CCONJ
eurjchem-1307	320	26	charge	charge	NOUN
eurjchem-1307	320	27	differences	difference	NOUN
eurjchem-1307	320	28	compared	compare	VERB
eurjchem-1307	320	29	to	to	ADP
eurjchem-1307	320	30	ion	ion	NOUN
eurjchem-1307	320	31	28‐br+a	28‐br+a	PROPN
eurjchem-1307	320	32	.	.	PUNCT
eurjchem-1307	321	1	the	the	DET
eurjchem-1307	321	2	3‐membered	3‐membered	NUM
eurjchem-1307	321	3	ring	ring	NOUN
eurjchem-1307	321	4	of	of	ADP
eurjchem-1307	321	5	the	the	DET
eurjchem-1307	321	6	bromonium	bromonium	NOUN
eurjchem-1307	321	7	ring	ring	NOUN
eurjchem-1307	321	8	is	be	AUX
eurjchem-1307	321	9	less	less	ADV
eurjchem-1307	321	10	distorted	distorted	ADJ
eurjchem-1307	321	11	than	than	ADP
eurjchem-1307	321	12	in	in	ADP
eurjchem-1307	321	13	ion	ion	NOUN
eurjchem-1307	321	14	28‐br+a	28‐br+a	PROPN
eurjchem-1307	321	15	,	,	PUNCT
eurjchem-1307	321	16	with	with	ADP
eurjchem-1307	321	17	a	a	DET
eurjchem-1307	321	18	br‐c3‐c2	br‐c3‐c2	PROPN
eurjchem-1307	321	19	bond	bond	NOUN
eurjchem-1307	321	20	angle	angle	NOUN
eurjchem-1307	321	21	of	of	ADP
eurjchem-1307	321	22	83.6	83.6	NUM
eurjchem-1307	321	23	°	°	NOUN
eurjchem-1307	321	24	,	,	PUNCT
eurjchem-1307	321	25	and	and	CCONJ
eurjchem-1307	321	26	while	while	SCONJ
eurjchem-1307	321	27	the	the	DET
eurjchem-1307	321	28	methylidene	methylidene	PROPN
eurjchem-1307	321	29	c1‐	c1‐	PROPN
eurjchem-1307	321	30	c7	c7	PROPN
eurjchem-1307	321	31	bond	bond	NOUN
eurjchem-1307	321	32	should	should	AUX
eurjchem-1307	321	33	in	in	ADP
eurjchem-1307	321	34	theory	theory	NOUN
eurjchem-1307	321	35	be	be	AUX
eurjchem-1307	321	36	directly	directly	ADV
eurjchem-1307	321	37	conjugated	conjugate	VERB
eurjchem-1307	321	38	with	with	ADP
eurjchem-1307	321	39	the	the	DET
eurjchem-1307	321	40	3‐	3‐	NUM
eurjchem-1307	321	41	membered	membere	VERB
eurjchem-1307	321	42	bromonium	bromonium	NOUN
eurjchem-1307	321	43	ion	ion	NOUN
eurjchem-1307	321	44	,	,	PUNCT
eurjchem-1307	321	45	this	this	DET
eurjchem-1307	321	46	bond	bond	NOUN
eurjchem-1307	321	47	is	be	AUX
eurjchem-1307	321	48	shorter	short	ADJ
eurjchem-1307	321	49	(	(	PUNCT
eurjchem-1307	321	50	1.36	1.36	NUM
eurjchem-1307	321	51	å	å	NOUN
eurjchem-1307	321	52	)	)	PUNCT
eurjchem-1307	321	53	than	than	ADP
eurjchem-1307	321	54	the	the	DET
eurjchem-1307	321	55	corresponding	correspond	VERB
eurjchem-1307	321	56	c2‐c3	c2‐c3	NOUN
eurjchem-1307	321	57	bond	bond	NOUN
eurjchem-1307	321	58	of	of	ADP
eurjchem-1307	321	59	ion	ion	NOUN
eurjchem-1307	321	60	28‐br+a	28‐br+a	PROPN
eurjchem-1307	321	61	(	(	PUNCT
eurjchem-1307	321	62	1.38	1.38	NUM
eurjchem-1307	321	63	å	å	NOUN
eurjchem-1307	321	64	)	)	PUNCT
eurjchem-1307	321	65	,	,	PUNCT
eurjchem-1307	321	66	showing	show	VERB
eurjchem-1307	321	67	more	more	ADJ
eurjchem-1307	321	68	double	double	ADJ
eurjchem-1307	321	69	bond	bond	NOUN
eurjchem-1307	321	70	character	character	NOUN
eurjchem-1307	321	71	.	.	PUNCT
eurjchem-1307	322	1	the	the	DET
eurjchem-1307	322	2	positive	positive	ADJ
eurjchem-1307	322	3	npa	npa	NOUN
eurjchem-1307	322	4	charge	charge	NOUN
eurjchem-1307	322	5	in	in	ADP
eurjchem-1307	322	6	ion	ion	NOUN
eurjchem-1307	322	7	28‐br+b	28‐br+b	PROPN
eurjchem-1307	322	8	is	be	AUX
eurjchem-1307	322	9	more	more	ADV
eurjchem-1307	322	10	localized	localized	ADJ
eurjchem-1307	322	11	on	on	ADP
eurjchem-1307	322	12	the	the	DET
eurjchem-1307	322	13	br	br	NOUN
eurjchem-1307	322	14	,	,	PUNCT
eurjchem-1307	322	15	as	as	ADV
eurjchem-1307	322	16	well	well	ADV
eurjchem-1307	322	17	,	,	PUNCT
eurjchem-1307	322	18	at	at	ADP
eurjchem-1307	322	19	+0.26	+0.26	PROPN
eurjchem-1307	322	20	,	,	PUNCT
eurjchem-1307	322	21	and	and	CCONJ
eurjchem-1307	322	22	c2	c2	PROPN
eurjchem-1307	322	23	and	and	CCONJ
eurjchem-1307	322	24	c7	c7	PROPN
eurjchem-1307	322	25	,	,	PUNCT
eurjchem-1307	322	26	the	the	DET
eurjchem-1307	322	27	two	two	NUM
eurjchem-1307	322	28	carbons	carbon	NOUN
eurjchem-1307	322	29	that	that	PRON
eurjchem-1307	322	30	could	could	AUX
eurjchem-1307	322	31	potentially	potentially	ADV
eurjchem-1307	322	32	share	share	VERB
eurjchem-1307	322	33	440	440	NUM
eurjchem-1307	322	34	silverberg	silverberg	PROPN
eurjchem-1307	322	35	et	et	PROPN
eurjchem-1307	322	36	al	al	PROPN
eurjchem-1307	322	37	.	.	PUNCT
eurjchem-1307	322	38	/	/	SYM
eurjchem-1307	322	39	european	european	PROPN
eurjchem-1307	322	40	journal	journal	PROPN
eurjchem-1307	322	41	of	of	ADP
eurjchem-1307	322	42	chemistry	chemistry	NOUN
eurjchem-1307	322	43	6	6	NUM
eurjchem-1307	322	44	(	(	PUNCT
eurjchem-1307	322	45	4	4	NUM
eurjchem-1307	322	46	)	)	PUNCT
eurjchem-1307	322	47	(	(	PUNCT
eurjchem-1307	322	48	2015	2015	NUM
eurjchem-1307	322	49	)	)	PUNCT
eurjchem-1307	322	50	430‐443	430‐443	PROPN
eurjchem-1307	322	51	                        	                        	SPACE
eurjchem-1307	322	52	figure	figure	NOUN
eurjchem-1307	322	53	3	3	NUM
eurjchem-1307	322	54	.	.	NOUN
eurjchem-1307	322	55	line	line	NOUN
eurjchem-1307	322	56	structures	structure	NOUN
eurjchem-1307	322	57	and	and	CCONJ
eurjchem-1307	322	58	optimized	optimize	VERB
eurjchem-1307	322	59	b3lyp	b3lyp	PROPN
eurjchem-1307	322	60	/	/	SYM
eurjchem-1307	322	61	cc‐pvdz	cc‐pvdz	ADJ
eurjchem-1307	322	62	structures	structure	NOUN
eurjchem-1307	322	63	are	be	AUX
eurjchem-1307	322	64	shown	show	VERB
eurjchem-1307	322	65	.	.	PUNCT
eurjchem-1307	323	1	carbon	carbon	NOUN
eurjchem-1307	323	2	atom	atom	NOUN
eurjchem-1307	323	3	numbering	numbering	NOUN
eurjchem-1307	323	4	shown	show	VERB
eurjchem-1307	323	5	is	be	AUX
eurjchem-1307	323	6	for	for	ADP
eurjchem-1307	323	7	discussion	discussion	NOUN
eurjchem-1307	323	8	purposes	purpose	NOUN
eurjchem-1307	323	9	only	only	ADV
eurjchem-1307	323	10	and	and	CCONJ
eurjchem-1307	323	11	may	may	AUX
eurjchem-1307	323	12	not	not	PART
eurjchem-1307	323	13	follow	follow	VERB
eurjchem-1307	323	14	iupac	iupac	NOUN
eurjchem-1307	323	15	rules	rule	NOUN
eurjchem-1307	323	16	.	.	PUNCT
eurjchem-1307	324	1	bond	bond	NOUN
eurjchem-1307	324	2	angles	angle	NOUN
eurjchem-1307	324	3	are	be	AUX
eurjchem-1307	324	4	delineated	delineate	VERB
eurjchem-1307	324	5	with	with	ADP
eurjchem-1307	324	6	a	a	DET
eurjchem-1307	324	7	blue	blue	ADJ
eurjchem-1307	324	8	arc	arc	NOUN
eurjchem-1307	324	9	,	,	PUNCT
eurjchem-1307	324	10	and	and	CCONJ
eurjchem-1307	324	11	labelled	label	VERB
eurjchem-1307	324	12	in	in	ADP
eurjchem-1307	324	13	degrees	degree	NOUN
eurjchem-1307	324	14	.	.	PUNCT
eurjchem-1307	325	1	bond	bond	NOUN
eurjchem-1307	325	2	lengths	length	NOUN
eurjchem-1307	325	3	are	be	AUX
eurjchem-1307	325	4	labelled	label	VERB
eurjchem-1307	325	5	along	along	ADP
eurjchem-1307	325	6	their	their	PRON
eurjchem-1307	325	7	particular	particular	ADJ
eurjchem-1307	325	8	lines	line	NOUN
eurjchem-1307	325	9	,	,	PUNCT
eurjchem-1307	325	10	in	in	ADP
eurjchem-1307	325	11	angstroms	angstrom	NOUN
eurjchem-1307	325	12	.	.	PUNCT
eurjchem-1307	326	1	npa	npa	NOUN
eurjchem-1307	326	2	charges	charge	NOUN
eurjchem-1307	326	3	are	be	AUX
eurjchem-1307	326	4	italicized	italicize	VERB
eurjchem-1307	326	5	and	and	CCONJ
eurjchem-1307	326	6	have	have	VERB
eurjchem-1307	326	7	units	unit	NOUN
eurjchem-1307	326	8	of	of	ADP
eurjchem-1307	326	9	e.	e.	PROPN
eurjchem-1307	326	10	for	for	ADP
eurjchem-1307	326	11	the	the	DET
eurjchem-1307	326	12	bromonium	bromonium	NOUN
eurjchem-1307	326	13	ions	ion	NOUN
eurjchem-1307	326	14	,	,	PUNCT
eurjchem-1307	326	15	the	the	DET
eurjchem-1307	326	16	br	br	PROPN
eurjchem-1307	326	17	atom	atom	NOUN
eurjchem-1307	326	18	is	be	AUX
eurjchem-1307	326	19	red	red	ADJ
eurjchem-1307	326	20	,	,	PUNCT
eurjchem-1307	326	21	and	and	CCONJ
eurjchem-1307	326	22	explicitly	explicitly	ADV
eurjchem-1307	326	23	labelled	label	VERB
eurjchem-1307	326	24	.	.	PUNCT
eurjchem-1307	327	1	partial	partial	ADJ
eurjchem-1307	327	2	bonds	bond	NOUN
eurjchem-1307	327	3	are	be	AUX
eurjchem-1307	327	4	shown	show	VERB
eurjchem-1307	327	5	as	as	ADP
eurjchem-1307	327	6	black	black	ADJ
eurjchem-1307	327	7	dashed	dash	VERB
eurjchem-1307	327	8	lines	line	NOUN
eurjchem-1307	327	9	.	.	PUNCT
eurjchem-1307	328	1	the	the	DET
eurjchem-1307	328	2	positive	positive	ADJ
eurjchem-1307	328	3	charge	charge	NOUN
eurjchem-1307	328	4	of	of	ADP
eurjchem-1307	328	5	the	the	DET
eurjchem-1307	328	6	br	br	NOUN
eurjchem-1307	328	7	through	through	ADP
eurjchem-1307	328	8	conjugation	conjugation	NOUN
eurjchem-1307	328	9	,	,	PUNCT
eurjchem-1307	328	10	do	do	AUX
eurjchem-1307	328	11	not	not	PART
eurjchem-1307	328	12	at	at	ADV
eurjchem-1307	328	13	all	all	ADV
eurjchem-1307	328	14	,	,	PUNCT
eurjchem-1307	328	15	displaying	display	VERB
eurjchem-1307	328	16	charges	charge	NOUN
eurjchem-1307	328	17	of	of	ADP
eurjchem-1307	328	18	‐0.01	‐0.01	NOUN
eurjchem-1307	328	19	and	and	CCONJ
eurjchem-1307	328	20	‐0.13	‐0.13	NUM
eurjchem-1307	328	21	,	,	PUNCT
eurjchem-1307	328	22	respectively	respectively	ADV
eurjchem-1307	328	23	.	.	PUNCT
eurjchem-1307	329	1	thus	thus	ADV
eurjchem-1307	329	2	,	,	PUNCT
eurjchem-1307	329	3	it	it	PRON
eurjchem-1307	329	4	is	be	AUX
eurjchem-1307	329	5	shown	show	VERB
eurjchem-1307	329	6	that	that	SCONJ
eurjchem-1307	329	7	while	while	SCONJ
eurjchem-1307	329	8	the	the	DET
eurjchem-1307	329	9	methylidene	methylidene	NOUN
eurjchem-1307	329	10	is	be	AUX
eurjchem-1307	329	11	in	in	ADP
eurjchem-1307	329	12	the	the	DET
eurjchem-1307	329	13	correct	correct	ADJ
eurjchem-1307	329	14	position	position	NOUN
eurjchem-1307	329	15	for	for	ADP
eurjchem-1307	329	16	conjugation	conjugation	NOUN
eurjchem-1307	329	17	,	,	PUNCT
eurjchem-1307	329	18	the	the	DET
eurjchem-1307	329	19	combination	combination	NOUN
eurjchem-1307	329	20	of	of	ADP
eurjchem-1307	329	21	a	a	DET
eurjchem-1307	329	22	secondary	secondary	ADJ
eurjchem-1307	329	23	br	br	NOUN
eurjchem-1307	329	24	and	and	CCONJ
eurjchem-1307	329	25	a	a	DET
eurjchem-1307	329	26	potentially	potentially	ADV
eurjchem-1307	329	27	primary	primary	ADJ
eurjchem-1307	329	28	cation	cation	NOUN
eurjchem-1307	329	29	does	do	AUX
eurjchem-1307	329	30	not	not	PART
eurjchem-1307	329	31	support	support	VERB
eurjchem-1307	329	32	effective	effective	ADJ
eurjchem-1307	329	33	resonance	resonance	NOUN
eurjchem-1307	329	34	in	in	ADP
eurjchem-1307	329	35	ion	ion	NOUN
eurjchem-1307	329	36	28‐br+b	28‐br+b	PROPN
eurjchem-1307	329	37	.	.	PUNCT
eurjchem-1307	330	1	figure	figure	NOUN
eurjchem-1307	330	2	4	4	NUM
eurjchem-1307	330	3	shows	show	VERB
eurjchem-1307	330	4	the	the	DET
eurjchem-1307	330	5	b3lyp	b3lyp	NOUN
eurjchem-1307	330	6	/	/	SYM
eurjchem-1307	330	7	aug‐cc‐pvdz	aug‐cc‐pvdz	ADJ
eurjchem-1307	330	8	absolute	absolute	ADJ
eurjchem-1307	330	9	hardness	hardness	ADJ
eurjchem-1307	330	10	index	index	NOUN
eurjchem-1307	330	11	values	value	NOUN
eurjchem-1307	330	12	,	,	PUNCT
eurjchem-1307	330	13	η	η	PROPN
eurjchem-1307	330	14	,	,	PUNCT
eurjchem-1307	330	15	for	for	ADP
eurjchem-1307	330	16	the	the	DET
eurjchem-1307	330	17	bromonium	bromonium	NOUN
eurjchem-1307	330	18	ions	ion	NOUN
eurjchem-1307	330	19	in	in	ADP
eurjchem-1307	330	20	this	this	DET
eurjchem-1307	330	21	report	report	NOUN
eurjchem-1307	330	22	,	,	PUNCT
eurjchem-1307	330	23	in	in	ADP
eurjchem-1307	330	24	kcal	kcal	PROPN
eurjchem-1307	330	25	/	/	SYM
eurjchem-1307	330	26	mol	mol	PROPN
eurjchem-1307	330	27	,	,	PUNCT
eurjchem-1307	330	28	and	and	CCONJ
eurjchem-1307	330	29	figure	figure	VERB
eurjchem-1307	330	30	5	5	NUM
eurjchem-1307	330	31	shows	show	VERB
eurjchem-1307	330	32	the	the	DET
eurjchem-1307	330	33	hf	hf	NOUN
eurjchem-1307	330	34	/	/	SYM
eurjchem-1307	330	35	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	330	36	results	result	NOUN
eurjchem-1307	330	37	for	for	ADP
eurjchem-1307	330	38	this	this	DET
eurjchem-1307	330	39	index	index	NOUN
eurjchem-1307	330	40	,	,	PUNCT
eurjchem-1307	330	41	also	also	ADV
eurjchem-1307	330	42	in	in	ADP
eurjchem-1307	330	43	kcal	kcal	PROPN
eurjchem-1307	330	44	/	/	SYM
eurjchem-1307	330	45	mol	mol	PROPN
eurjchem-1307	330	46	.	.	PUNCT
eurjchem-1307	331	1	in	in	ADP
eurjchem-1307	331	2	both	both	DET
eurjchem-1307	331	3	methods	method	NOUN
eurjchem-1307	331	4	,	,	PUNCT
eurjchem-1307	331	5	ions	ion	NOUN
eurjchem-1307	331	6	25‐br+	25‐br+	NOUN
eurjchem-1307	331	7	and	and	CCONJ
eurjchem-1307	331	8	26‐br+	26‐br+	NUM
eurjchem-1307	331	9	were	be	AUX
eurjchem-1307	331	10	expected	expect	VERB
eurjchem-1307	331	11	to	to	PART
eurjchem-1307	331	12	display	display	VERB
eurjchem-1307	331	13	the	the	DET
eurjchem-1307	331	14	highest	high	ADJ
eurjchem-1307	331	15	hardness	hardness	ADJ
eurjchem-1307	331	16	values	value	NOUN
eurjchem-1307	331	17	since	since	SCONJ
eurjchem-1307	331	18	they	they	PRON
eurjchem-1307	331	19	have	have	VERB
eurjchem-1307	331	20	no	no	DET
eurjchem-1307	331	21	possibility	possibility	NOUN
eurjchem-1307	331	22	of	of	ADP
eurjchem-1307	331	23	conjugation	conjugation	NOUN
eurjchem-1307	331	24	through	through	ADP
eurjchem-1307	331	25	additional	additional	ADJ
eurjchem-1307	331	26	double	double	ADJ
eurjchem-1307	331	27	bonds	bond	NOUN
eurjchem-1307	331	28	or	or	CCONJ
eurjchem-1307	331	29	,	,	PUNCT
eurjchem-1307	331	30	in	in	ADP
eurjchem-1307	331	31	the	the	DET
eurjchem-1307	331	32	cases	case	NOUN
eurjchem-1307	331	33	of	of	ADP
eurjchem-1307	331	34	the	the	DET
eurjchem-1307	331	35	carenes	carene	NOUN
eurjchem-1307	331	36	and	and	CCONJ
eurjchem-1307	331	37	pinenes	pinene	NOUN
eurjchem-1307	331	38	,	,	PUNCT
eurjchem-1307	331	39	cycloalkane	cycloalkane	NOUN
eurjchem-1307	331	40	ring	ring	NOUN
eurjchem-1307	331	41	openings	opening	NOUN
eurjchem-1307	331	42	.	.	PUNCT
eurjchem-1307	332	1	indeed	indeed	ADV
eurjchem-1307	332	2	,	,	PUNCT
eurjchem-1307	332	3	this	this	PRON
eurjchem-1307	332	4	was	be	AUX
eurjchem-1307	332	5	the	the	DET
eurjchem-1307	332	6	case	case	NOUN
eurjchem-1307	332	7	using	use	VERB
eurjchem-1307	332	8	both	both	CCONJ
eurjchem-1307	332	9	theoretical	theoretical	ADJ
eurjchem-1307	332	10	methods	method	NOUN
eurjchem-1307	332	11	.	.	PUNCT
eurjchem-1307	333	1	this	this	PRON
eurjchem-1307	333	2	was	be	AUX
eurjchem-1307	333	3	especially	especially	ADV
eurjchem-1307	333	4	true	true	ADJ
eurjchem-1307	333	5	with	with	ADP
eurjchem-1307	333	6	the	the	DET
eurjchem-1307	333	7	hf	hf	ADJ
eurjchem-1307	333	8	hardness	hardness	ADJ
eurjchem-1307	333	9	values	value	NOUN
eurjchem-1307	333	10	for	for	ADP
eurjchem-1307	333	11	these	these	DET
eurjchem-1307	333	12	two	two	NUM
eurjchem-1307	333	13	bromonium	bromonium	NOUN
eurjchem-1307	333	14	ions	ion	NOUN
eurjchem-1307	333	15	,	,	PUNCT
eurjchem-1307	333	16	with	with	ADP
eurjchem-1307	333	17	energy	energy	NOUN
eurjchem-1307	333	18	values	value	NOUN
eurjchem-1307	333	19	of	of	ADP
eurjchem-1307	333	20	137.2	137.2	NUM
eurjchem-1307	333	21	and	and	CCONJ
eurjchem-1307	333	22	147.5	147.5	NUM
eurjchem-1307	333	23	kcal	kcal	NOUN
eurjchem-1307	333	24	/	/	SYM
eurjchem-1307	333	25	mol	mol	PROPN
eurjchem-1307	333	26	,	,	PUNCT
eurjchem-1307	333	27	respectively	respectively	ADV
eurjchem-1307	333	28	.	.	PUNCT
eurjchem-1307	334	1	as	as	SCONJ
eurjchem-1307	334	2	expected	expect	VERB
eurjchem-1307	334	3	,	,	PUNCT
eurjchem-1307	334	4	the	the	DET
eurjchem-1307	334	5	more	more	ADV
eurjchem-1307	334	6	distorted	distorted	ADJ
eurjchem-1307	334	7	ion	ion	NOUN
eurjchem-1307	334	8	25‐br+	25‐br+	NOUN
eurjchem-1307	334	9	displayed	display	VERB
eurjchem-1307	334	10	slightly	slightly	ADV
eurjchem-1307	334	11	less	less	ADV
eurjchem-1307	334	12	hardness	hardness	ADJ
eurjchem-1307	334	13	than	than	ADP
eurjchem-1307	334	14	ion	ion	NOUN
eurjchem-1307	334	15	26‐br+	26‐br+	NUM
eurjchem-1307	334	16	,	,	PUNCT
eurjchem-1307	334	17	but	but	CCONJ
eurjchem-1307	334	18	both	both	PRON
eurjchem-1307	334	19	have	have	VERB
eurjchem-1307	334	20	hardness	hardness	ADJ
eurjchem-1307	334	21	values	value	NOUN
eurjchem-1307	334	22	higher	high	ADJ
eurjchem-1307	334	23	than	than	ADP
eurjchem-1307	334	24	the	the	DET
eurjchem-1307	334	25	other	other	ADJ
eurjchem-1307	334	26	potentially	potentially	ADV
eurjchem-1307	334	27	conjugated	conjugate	VERB
eurjchem-1307	334	28	bromonium	bromonium	NOUN
eurjchem-1307	334	29	ions	ion	NOUN
eurjchem-1307	334	30	.	.	PUNCT
eurjchem-1307	335	1	in	in	ADP
eurjchem-1307	335	2	the	the	DET
eurjchem-1307	335	3	case	case	NOUN
eurjchem-1307	335	4	of	of	ADP
eurjchem-1307	335	5	the	the	DET
eurjchem-1307	335	6	dft	dft	PROPN
eurjchem-1307	335	7	hardness	hardness	NOUN
eurjchem-1307	335	8	values	value	NOUN
eurjchem-1307	335	9	for	for	ADP
eurjchem-1307	335	10	these	these	DET
eurjchem-1307	335	11	two	two	NUM
eurjchem-1307	335	12	systems	system	NOUN
eurjchem-1307	335	13	,	,	PUNCT
eurjchem-1307	335	14	ion	ion	NOUN
eurjchem-1307	335	15	26‐br+	26‐br+	NOUN
eurjchem-1307	335	16	is	be	AUX
eurjchem-1307	335	17	the	the	DET
eurjchem-1307	335	18	highest	high	ADJ
eurjchem-1307	335	19	of	of	ADP
eurjchem-1307	335	20	all	all	DET
eurjchem-1307	335	21	bromonium	bromonium	NOUN
eurjchem-1307	335	22	ions	ion	NOUN
eurjchem-1307	335	23	in	in	ADP
eurjchem-1307	335	24	this	this	DET
eurjchem-1307	335	25	report	report	NOUN
eurjchem-1307	335	26	,	,	PUNCT
eurjchem-1307	335	27	at	at	ADP
eurjchem-1307	335	28	61.9	61.9	NUM
eurjchem-1307	335	29	kcal	kcal	NOUN
eurjchem-1307	335	30	/	/	SYM
eurjchem-1307	335	31	mol	mol	PROPN
eurjchem-1307	335	32	,	,	PUNCT
eurjchem-1307	335	33	but	but	CCONJ
eurjchem-1307	335	34	ion	ion	NOUN
eurjchem-1307	335	35	25‐br+	25‐br+	NOUN
eurjchem-1307	335	36	is	be	AUX
eurjchem-1307	335	37	much	much	ADV
eurjchem-1307	335	38	lower	low	ADJ
eurjchem-1307	335	39	at	at	ADP
eurjchem-1307	335	40	51.7	51.7	NUM
eurjchem-1307	335	41	kcal	kcal	NOUN
eurjchem-1307	335	42	/	/	SYM
eurjchem-1307	335	43	mol	mol	PROPN
eurjchem-1307	335	44	,	,	PUNCT
eurjchem-1307	335	45	making	make	VERB
eurjchem-1307	335	46	it	it	PRON
eurjchem-1307	335	47	just	just	ADV
eurjchem-1307	335	48	slightly	slightly	ADV
eurjchem-1307	335	49	harder	hard	ADJ
eurjchem-1307	335	50	than	than	ADP
eurjchem-1307	335	51	the	the	DET
eurjchem-1307	335	52	two	two	NUM
eurjchem-1307	335	53	pinene	pinene	NOUN
eurjchem-1307	335	54	silverberg	silverberg	PROPN
eurjchem-1307	335	55	et	et	PROPN
eurjchem-1307	335	56	al	al	PROPN
eurjchem-1307	335	57	.	.	PUNCT
eurjchem-1307	335	58	/	/	SYM
eurjchem-1307	335	59	european	european	PROPN
eurjchem-1307	335	60	journal	journal	PROPN
eurjchem-1307	335	61	of	of	ADP
eurjchem-1307	335	62	chemistry	chemistry	NOUN
eurjchem-1307	335	63	6	6	NUM
eurjchem-1307	335	64	(	(	PUNCT
eurjchem-1307	335	65	4	4	NUM
eurjchem-1307	335	66	)	)	PUNCT
eurjchem-1307	335	67	(	(	PUNCT
eurjchem-1307	335	68	2015	2015	NUM
eurjchem-1307	335	69	)	)	PUNCT
eurjchem-1307	336	1	430‐443	430‐443	PROPN
eurjchem-1307	336	2	441	441	NUM
eurjchem-1307	336	3	bromonium	bromonium	NOUN
eurjchem-1307	336	4	ions	ion	NOUN
eurjchem-1307	336	5	.	.	PUNCT
eurjchem-1307	337	1	we	we	PRON
eurjchem-1307	337	2	will	will	AUX
eurjchem-1307	337	3	discuss	discuss	VERB
eurjchem-1307	337	4	details	detail	NOUN
eurjchem-1307	337	5	of	of	ADP
eurjchem-1307	337	6	the	the	DET
eurjchem-1307	337	7	pinene	pinene	NOUN
eurjchem-1307	337	8	bromonium	bromonium	NOUN
eurjchem-1307	337	9	ions	ion	NOUN
eurjchem-1307	337	10	later	later	ADV
eurjchem-1307	337	11	,	,	PUNCT
eurjchem-1307	337	12	but	but	CCONJ
eurjchem-1307	337	13	we	we	PRON
eurjchem-1307	337	14	would	would	AUX
eurjchem-1307	337	15	expect	expect	VERB
eurjchem-1307	337	16	both	both	PRON
eurjchem-1307	337	17	to	to	PART
eurjchem-1307	337	18	be	be	AUX
eurjchem-1307	337	19	softer	soft	ADJ
eurjchem-1307	337	20	than	than	ADP
eurjchem-1307	337	21	the	the	DET
eurjchem-1307	337	22	unconjugated	unconjugated	ADJ
eurjchem-1307	337	23	ion	ion	NOUN
eurjchem-1307	337	24	25‐br+	25‐br+	PROPN
eurjchem-1307	337	25	.	.	PUNCT
eurjchem-1307	338	1	thus	thus	ADV
eurjchem-1307	338	2	,	,	PUNCT
eurjchem-1307	338	3	we	we	PRON
eurjchem-1307	338	4	suspect	suspect	VERB
eurjchem-1307	338	5	that	that	SCONJ
eurjchem-1307	338	6	either	either	CCONJ
eurjchem-1307	338	7	dft	dft	VERB
eurjchem-1307	338	8	itself	itself	PRON
eurjchem-1307	338	9	or	or	CCONJ
eurjchem-1307	338	10	the	the	DET
eurjchem-1307	338	11	b3lyp	b3lyp	NOUN
eurjchem-1307	338	12	functional	functional	ADJ
eurjchem-1307	338	13	is	be	AUX
eurjchem-1307	338	14	underestimating	underestimate	VERB
eurjchem-1307	338	15	the	the	DET
eurjchem-1307	338	16	hardness	hardness	NOUN
eurjchem-1307	338	17	for	for	ADP
eurjchem-1307	338	18	ion	ion	NOUN
eurjchem-1307	338	19	25‐br+	25‐br+	NUM
eurjchem-1307	338	20	.	.	PUNCT
eurjchem-1307	339	1	because	because	SCONJ
eurjchem-1307	339	2	hardness	hardness	NOUN
eurjchem-1307	339	3	is	be	AUX
eurjchem-1307	339	4	directly	directly	ADV
eurjchem-1307	339	5	related	relate	VERB
eurjchem-1307	339	6	to	to	ADP
eurjchem-1307	339	7	the	the	DET
eurjchem-1307	339	8	homo‐lumo	homo‐lumo	NOUN
eurjchem-1307	339	9	energy	energy	NOUN
eurjchem-1307	339	10	gap	gap	NOUN
eurjchem-1307	339	11	,	,	PUNCT
eurjchem-1307	339	12	this	this	PRON
eurjchem-1307	339	13	could	could	AUX
eurjchem-1307	339	14	be	be	AUX
eurjchem-1307	339	15	the	the	DET
eurjchem-1307	339	16	result	result	NOUN
eurjchem-1307	339	17	of	of	ADP
eurjchem-1307	339	18	poorly	poorly	ADV
eurjchem-1307	339	19	described	describe	VERB
eurjchem-1307	339	20	virtual	virtual	ADJ
eurjchem-1307	339	21	orbitals	orbital	NOUN
eurjchem-1307	339	22	in	in	ADP
eurjchem-1307	339	23	either	either	CCONJ
eurjchem-1307	339	24	dft	dft	PROPN
eurjchem-1307	339	25	or	or	CCONJ
eurjchem-1307	339	26	the	the	DET
eurjchem-1307	339	27	b3lyp	b3lyp	NOUN
eurjchem-1307	339	28	functional	functional	ADJ
eurjchem-1307	339	29	for	for	ADP
eurjchem-1307	339	30	bromonium	bromonium	NOUN
eurjchem-1307	339	31	ions	ion	NOUN
eurjchem-1307	339	32	.	.	PUNCT
eurjchem-1307	340	1	it	it	PRON
eurjchem-1307	340	2	should	should	AUX
eurjchem-1307	340	3	be	be	AUX
eurjchem-1307	340	4	noted	note	VERB
eurjchem-1307	340	5	that	that	SCONJ
eurjchem-1307	340	6	overall	overall	ADJ
eurjchem-1307	340	7	dft	dft	PROPN
eurjchem-1307	340	8	gives	give	VERB
eurjchem-1307	340	9	lower	low	ADJ
eurjchem-1307	340	10	hardness	hardness	ADJ
eurjchem-1307	340	11	values	value	NOUN
eurjchem-1307	340	12	than	than	ADP
eurjchem-1307	340	13	hf	hf	PROPN
eurjchem-1307	340	14	,	,	PUNCT
eurjchem-1307	340	15	but	but	CCONJ
eurjchem-1307	340	16	we	we	PRON
eurjchem-1307	340	17	are	be	AUX
eurjchem-1307	340	18	interested	interested	ADJ
eurjchem-1307	340	19	in	in	ADP
eurjchem-1307	340	20	qualitative	qualitative	ADJ
eurjchem-1307	340	21	trends	trend	NOUN
eurjchem-1307	340	22	between	between	ADP
eurjchem-1307	340	23	systems	system	NOUN
eurjchem-1307	340	24	within	within	ADP
eurjchem-1307	340	25	the	the	DET
eurjchem-1307	340	26	results	result	NOUN
eurjchem-1307	340	27	of	of	ADP
eurjchem-1307	340	28	a	a	DET
eurjchem-1307	340	29	method	method	NOUN
eurjchem-1307	340	30	.	.	PUNCT
eurjchem-1307	341	1	both	both	DET
eurjchem-1307	341	2	ions	ion	VERB
eurjchem-1307	341	3	28‐br+a	28‐br+a	PROPN
eurjchem-1307	341	4	and	and	CCONJ
eurjchem-1307	341	5	28‐br+b	28‐br+b	NUM
eurjchem-1307	341	6	show	show	VERB
eurjchem-1307	341	7	less	less	ADV
eurjchem-1307	341	8	hardness	hardness	ADJ
eurjchem-1307	341	9	than	than	ADP
eurjchem-1307	341	10	ions	ion	NOUN
eurjchem-1307	341	11	25‐br+	25‐br+	NOUN
eurjchem-1307	341	12	and	and	CCONJ
eurjchem-1307	341	13	26‐br+	26‐br+	NUM
eurjchem-1307	341	14	,	,	PUNCT
eurjchem-1307	341	15	with	with	ADP
eurjchem-1307	341	16	either	either	DET
eurjchem-1307	341	17	method	method	NOUN
eurjchem-1307	341	18	,	,	PUNCT
eurjchem-1307	341	19	as	as	SCONJ
eurjchem-1307	341	20	expected	expect	VERB
eurjchem-1307	341	21	,	,	PUNCT
eurjchem-1307	341	22	but	but	CCONJ
eurjchem-1307	341	23	while	while	SCONJ
eurjchem-1307	341	24	the	the	DET
eurjchem-1307	341	25	hardness	hardness	NOUN
eurjchem-1307	341	26	of	of	ADP
eurjchem-1307	341	27	ion	ion	NOUN
eurjchem-1307	341	28	28‐br+	28‐br+	NOUN
eurjchem-1307	341	29	is	be	AUX
eurjchem-1307	341	30	higher	high	ADJ
eurjchem-1307	341	31	than	than	ADP
eurjchem-1307	341	32	ion	ion	NOUN
eurjchem-1307	341	33	28‐br+	28‐br+	NOUN
eurjchem-1307	341	34	using	use	VERB
eurjchem-1307	341	35	dft	dft	PROPN
eurjchem-1307	341	36	mos	mos	PROPN
eurjchem-1307	341	37	,	,	PUNCT
eurjchem-1307	341	38	which	which	PRON
eurjchem-1307	341	39	could	could	AUX
eurjchem-1307	341	40	be	be	AUX
eurjchem-1307	341	41	predicted	predict	VERB
eurjchem-1307	341	42	due	due	ADP
eurjchem-1307	341	43	to	to	ADP
eurjchem-1307	341	44	less	less	ADV
eurjchem-1307	341	45	structural	structural	ADJ
eurjchem-1307	341	46	and	and	CCONJ
eurjchem-1307	341	47	charge	charge	NOUN
eurjchem-1307	341	48	evidence	evidence	NOUN
eurjchem-1307	341	49	of	of	ADP
eurjchem-1307	341	50	delocalization	delocalization	NOUN
eurjchem-1307	341	51	,	,	PUNCT
eurjchem-1307	341	52	the	the	DET
eurjchem-1307	341	53	hf	hf	ADJ
eurjchem-1307	341	54	hardness	hardness	NOUN
eurjchem-1307	341	55	of	of	ADP
eurjchem-1307	341	56	ion	ion	NOUN
eurjchem-1307	341	57	28‐br+a	28‐br+a	PROPN
eurjchem-1307	341	58	is	be	AUX
eurjchem-1307	341	59	greater	great	ADJ
eurjchem-1307	341	60	than	than	ADP
eurjchem-1307	341	61	that	that	PRON
eurjchem-1307	341	62	of	of	ADP
eurjchem-1307	341	63	ion	ion	NOUN
eurjchem-1307	341	64	28‐br+b	28‐br+b	NUM
eurjchem-1307	341	65	by	by	ADP
eurjchem-1307	341	66	about	about	ADV
eurjchem-1307	341	67	1.6	1.6	NUM
eurjchem-1307	341	68	kcal	kcal	NOUN
eurjchem-1307	341	69	/	/	SYM
eurjchem-1307	341	70	mol	mol	PROPN
eurjchem-1307	341	71	,	,	PUNCT
eurjchem-1307	341	72	a	a	DET
eurjchem-1307	341	73	surprising	surprising	ADJ
eurjchem-1307	341	74	result	result	NOUN
eurjchem-1307	341	75	which	which	PRON
eurjchem-1307	341	76	we	we	PRON
eurjchem-1307	341	77	do	do	AUX
eurjchem-1307	341	78	not	not	PART
eurjchem-1307	341	79	understand	understand	VERB
eurjchem-1307	341	80	,	,	PUNCT
eurjchem-1307	341	81	but	but	CCONJ
eurjchem-1307	341	82	plan	plan	VERB
eurjchem-1307	341	83	to	to	PART
eurjchem-1307	341	84	investigate	investigate	VERB
eurjchem-1307	341	85	in	in	ADP
eurjchem-1307	341	86	the	the	DET
eurjchem-1307	341	87	future	future	NOUN
eurjchem-1307	341	88	.	.	PUNCT
eurjchem-1307	342	1	figure	figure	VERB
eurjchem-1307	342	2	4	4	NUM
eurjchem-1307	342	3	.	.	PUNCT
eurjchem-1307	342	4	b3lyp	b3lyp	SYM
eurjchem-1307	342	5	/	/	SYM
eurjchem-1307	342	6	aug‐cc‐pvdz	aug‐cc‐pvdz	ADJ
eurjchem-1307	342	7	absolute	absolute	ADJ
eurjchem-1307	342	8	hardness	hardness	ADJ
eurjchem-1307	342	9	index	index	NOUN
eurjchem-1307	342	10	values	value	NOUN
eurjchem-1307	342	11	,	,	PUNCT
eurjchem-1307	342	12	η	η	NOUN
eurjchem-1307	342	13	,	,	PUNCT
eurjchem-1307	342	14	in	in	ADP
eurjchem-1307	342	15	kcal	kcal	PROPN
eurjchem-1307	342	16	/	/	SYM
eurjchem-1307	342	17	mol	mol	PROPN
eurjchem-1307	342	18	,	,	PUNCT
eurjchem-1307	342	19	by	by	ADP
eurjchem-1307	342	20	number	number	NOUN
eurjchem-1307	342	21	as	as	SCONJ
eurjchem-1307	342	22	defined	define	VERB
eurjchem-1307	342	23	in	in	ADP
eurjchem-1307	342	24	the	the	DET
eurjchem-1307	342	25	text	text	NOUN
eurjchem-1307	342	26	,	,	PUNCT
eurjchem-1307	342	27	and	and	CCONJ
eurjchem-1307	342	28	with	with	ADP
eurjchem-1307	342	29	line	line	NOUN
eurjchem-1307	342	30	structures	structure	NOUN
eurjchem-1307	342	31	of	of	ADP
eurjchem-1307	342	32	each	each	DET
eurjchem-1307	342	33	bromonium	bromonium	NOUN
eurjchem-1307	342	34	ion	ion	NOUN
eurjchem-1307	342	35	.	.	PUNCT
eurjchem-1307	343	1	figure	figure	NOUN
eurjchem-1307	343	2	5	5	NUM
eurjchem-1307	343	3	.	.	PUNCT
eurjchem-1307	343	4	hf	hf	NOUN
eurjchem-1307	343	5	/	/	SYM
eurjchem-1307	343	6	aug‐cc‐pvdz	aug‐cc‐pvdz	VERB
eurjchem-1307	343	7	absolute	absolute	ADJ
eurjchem-1307	343	8	hardness	hardness	ADJ
eurjchem-1307	343	9	index	index	NOUN
eurjchem-1307	343	10	values	value	NOUN
eurjchem-1307	343	11	,	,	PUNCT
eurjchem-1307	343	12	η	η	NOUN
eurjchem-1307	343	13	,	,	PUNCT
eurjchem-1307	343	14	in	in	ADP
eurjchem-1307	343	15	kcal	kcal	PROPN
eurjchem-1307	343	16	/	/	SYM
eurjchem-1307	343	17	mol	mol	PROPN
eurjchem-1307	343	18	,	,	PUNCT
eurjchem-1307	343	19	by	by	ADP
eurjchem-1307	343	20	number	number	NOUN
eurjchem-1307	343	21	as	as	SCONJ
eurjchem-1307	343	22	defined	define	VERB
eurjchem-1307	343	23	in	in	ADP
eurjchem-1307	343	24	the	the	DET
eurjchem-1307	343	25	text	text	NOUN
eurjchem-1307	343	26	,	,	PUNCT
eurjchem-1307	343	27	and	and	CCONJ
eurjchem-1307	343	28	with	with	ADP
eurjchem-1307	343	29	line	line	NOUN
eurjchem-1307	343	30	structures	structure	NOUN
eurjchem-1307	343	31	of	of	ADP
eurjchem-1307	343	32	each	each	DET
eurjchem-1307	343	33	bromonium	bromonium	NOUN
eurjchem-1307	343	34	ion	ion	NOUN
eurjchem-1307	343	35	.	.	PUNCT
eurjchem-1307	344	1	the	the	DET
eurjchem-1307	344	2	second	second	ADJ
eurjchem-1307	344	3	row	row	NOUN
eurjchem-1307	344	4	of	of	ADP
eurjchem-1307	344	5	figure	figure	NOUN
eurjchem-1307	344	6	3	3	NUM
eurjchem-1307	344	7	shows	show	VERB
eurjchem-1307	344	8	2‐carene	2‐carene	NUM
eurjchem-1307	344	9	,	,	PUNCT
eurjchem-1307	344	10	1	1	NUM
eurjchem-1307	344	11	,	,	PUNCT
eurjchem-1307	344	12	its	its	PRON
eurjchem-1307	344	13	bromonium	bromonium	NOUN
eurjchem-1307	344	14	ion	ion	NOUN
eurjchem-1307	344	15	,	,	PUNCT
eurjchem-1307	344	16	1‐br+	1‐br+	NUM
eurjchem-1307	344	17	,	,	PUNCT
eurjchem-1307	344	18	and	and	CCONJ
eurjchem-1307	344	19	ion	ion	NOUN
eurjchem-1307	344	20	29‐br+	29‐br+	NUM
eurjchem-1307	344	21	,	,	PUNCT
eurjchem-1307	344	22	which	which	PRON
eurjchem-1307	344	23	we	we	PRON
eurjchem-1307	344	24	felt	feel	VERB
eurjchem-1307	344	25	had	have	VERB
eurjchem-1307	344	26	enough	enough	ADJ
eurjchem-1307	344	27	structural	structural	ADJ
eurjchem-1307	344	28	similarities	similarity	NOUN
eurjchem-1307	344	29	to	to	PART
eurjchem-1307	344	30	ion	ion	VERB
eurjchem-1307	344	31	1‐br+	1‐br+	NUM
eurjchem-1307	344	32	to	to	PART
eurjchem-1307	344	33	directly	directly	ADV
eurjchem-1307	344	34	compare	compare	VERB
eurjchem-1307	344	35	.	.	PUNCT
eurjchem-1307	345	1	ion	ion	NOUN
eurjchem-1307	345	2	1‐br+	1‐br+	NUM
eurjchem-1307	345	3	shows	show	VERB
eurjchem-1307	345	4	considerable	considerable	ADJ
eurjchem-1307	345	5	structural	structural	ADJ
eurjchem-1307	345	6	effects	effect	NOUN
eurjchem-1307	345	7	remote	remote	ADJ
eurjchem-1307	345	8	from	from	ADP
eurjchem-1307	345	9	the	the	DET
eurjchem-1307	345	10	br	br	NOUN
eurjchem-1307	345	11	compared	compare	VERB
eurjchem-1307	345	12	to	to	PART
eurjchem-1307	345	13	compound	compound	VERB
eurjchem-1307	345	14	1	1	NUM
eurjchem-1307	345	15	.	.	PUNCT
eurjchem-1307	346	1	in	in	ADP
eurjchem-1307	346	2	compound	compound	NOUN
eurjchem-1307	346	3	1	1	NUM
eurjchem-1307	346	4	the	the	DET
eurjchem-1307	346	5	c2‐c3	c2‐c3	NOUN
eurjchem-1307	346	6	bond	bond	NOUN
eurjchem-1307	346	7	length	length	NOUN
eurjchem-1307	346	8	is	be	AUX
eurjchem-1307	346	9	close	close	ADJ
eurjchem-1307	346	10	to	to	ADP
eurjchem-1307	346	11	typical	typical	ADJ
eurjchem-1307	346	12	single	single	ADJ
eurjchem-1307	346	13	bond	bond	NOUN
eurjchem-1307	346	14	length	length	NOUN
eurjchem-1307	346	15	,	,	PUNCT
eurjchem-1307	346	16	at	at	ADP
eurjchem-1307	346	17	1.48	1.48	NUM
eurjchem-1307	346	18	å	å	NOUN
eurjchem-1307	346	19	,	,	PUNCT
eurjchem-1307	346	20	while	while	SCONJ
eurjchem-1307	346	21	in	in	ADP
eurjchem-1307	346	22	ion	ion	NOUN
eurjchem-1307	346	23	1‐br+	1‐br+	NUM
eurjchem-1307	346	24	this	this	DET
eurjchem-1307	346	25	bond	bond	NOUN
eurjchem-1307	346	26	has	have	AUX
eurjchem-1307	346	27	shortened	shorten	VERB
eurjchem-1307	346	28	to	to	AUX
eurjchem-1307	346	29	closer	close	ADV
eurjchem-1307	346	30	to	to	PART
eurjchem-1307	346	31	double	double	ADJ
eurjchem-1307	346	32	bond	bond	NOUN
eurjchem-1307	346	33	length	length	NOUN
eurjchem-1307	346	34	,	,	PUNCT
eurjchem-1307	346	35	at	at	ADP
eurjchem-1307	346	36	1.36	1.36	NUM
eurjchem-1307	346	37	å	å	NOUN
eurjchem-1307	346	38	.	.	PUNCT
eurjchem-1307	347	1	the	the	DET
eurjchem-1307	347	2	c3‐c8	c3‐c8	ADJ
eurjchem-1307	347	3	bond	bond	NOUN
eurjchem-1307	347	4	length	length	NOUN
eurjchem-1307	347	5	of	of	ADP
eurjchem-1307	347	6	the	the	DET
eurjchem-1307	347	7	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	347	8	ring	ring	NOUN
eurjchem-1307	347	9	in	in	ADP
eurjchem-1307	347	10	compound	compound	NOUN
eurjchem-1307	347	11	1	1	NUM
eurjchem-1307	347	12	is	be	AUX
eurjchem-1307	347	13	typical	typical	ADJ
eurjchem-1307	347	14	of	of	ADP
eurjchem-1307	347	15	a	a	DET
eurjchem-1307	347	16	c‐c	c‐c	PROPN
eurjchem-1307	347	17	single	single	ADJ
eurjchem-1307	347	18	bond	bond	NOUN
eurjchem-1307	347	19	,	,	PUNCT
eurjchem-1307	347	20	at	at	ADP
eurjchem-1307	347	21	1.54	1.54	NUM
eurjchem-1307	347	22	å	å	NOUN
eurjchem-1307	347	23	,	,	PUNCT
eurjchem-1307	347	24	while	while	SCONJ
eurjchem-1307	347	25	in	in	ADP
eurjchem-1307	347	26	ion	ion	NOUN
eurjchem-1307	347	27	1‐br+	1‐br+	NUM
eurjchem-1307	347	28	this	this	DET
eurjchem-1307	347	29	bond	bond	NOUN
eurjchem-1307	347	30	has	have	AUX
eurjchem-1307	347	31	stretched	stretch	VERB
eurjchem-1307	347	32	to	to	ADP
eurjchem-1307	347	33	1.96	1.96	NUM
eurjchem-1307	347	34	å	å	NOUN
eurjchem-1307	347	35	,	,	PUNCT
eurjchem-1307	347	36	implying	imply	VERB
eurjchem-1307	347	37	almost	almost	ADV
eurjchem-1307	347	38	complete	complete	ADJ
eurjchem-1307	347	39	ring	ring	NOUN
eurjchem-1307	347	40	opening	opening	NOUN
eurjchem-1307	347	41	of	of	ADP
eurjchem-1307	347	42	the	the	DET
eurjchem-1307	347	43	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	347	44	.	.	PUNCT
eurjchem-1307	348	1	indeed	indeed	ADV
eurjchem-1307	348	2	,	,	PUNCT
eurjchem-1307	348	3	this	this	PRON
eurjchem-1307	348	4	is	be	AUX
eurjchem-1307	348	5	also	also	ADV
eurjchem-1307	348	6	evident	evident	ADJ
eurjchem-1307	348	7	with	with	ADP
eurjchem-1307	348	8	the	the	DET
eurjchem-1307	348	9	dihedral	dihedral	ADJ
eurjchem-1307	348	10	angle	angle	NOUN
eurjchem-1307	348	11	at	at	ADP
eurjchem-1307	348	12	c8	c8	PROPN
eurjchem-1307	348	13	with	with	ADP
eurjchem-1307	348	14	c4	c4	NOUN
eurjchem-1307	348	15	and	and	CCONJ
eurjchem-1307	348	16	the	the	DET
eurjchem-1307	348	17	two	two	NUM
eurjchem-1307	348	18	methyl	methyl	NOUN
eurjchem-1307	348	19	carbons	carbon	NOUN
eurjchem-1307	348	20	attached	attach	VERB
eurjchem-1307	348	21	to	to	ADP
eurjchem-1307	348	22	c8	c8	PROPN
eurjchem-1307	348	23	,	,	PUNCT
eurjchem-1307	348	24	which	which	PRON
eurjchem-1307	348	25	is	be	AUX
eurjchem-1307	348	26	20.8	20.8	NUM
eurjchem-1307	348	27	°	°	NOUN
eurjchem-1307	348	28	in	in	ADP
eurjchem-1307	348	29	compound	compound	NOUN
eurjchem-1307	348	30	1	1	NUM
eurjchem-1307	348	31	,	,	PUNCT
eurjchem-1307	348	32	but	but	CCONJ
eurjchem-1307	348	33	flattens	flatten	VERB
eurjchem-1307	348	34	to	to	PART
eurjchem-1307	348	35	almost	almost	ADV
eurjchem-1307	348	36	planar	planar	ADJ
eurjchem-1307	348	37	in	in	ADP
eurjchem-1307	348	38	ion	ion	NOUN
eurjchem-1307	348	39	1‐br+	1‐br+	NUM
eurjchem-1307	348	40	,	,	PUNCT
eurjchem-1307	348	41	at	at	ADP
eurjchem-1307	348	42	4.5	4.5	NUM
eurjchem-1307	348	43	°	°	NOUN
eurjchem-1307	348	44	.	.	PUNCT
eurjchem-1307	349	1	the	the	DET
eurjchem-1307	349	2	3‐membered	3‐membered	NUM
eurjchem-1307	349	3	ring	ring	NOUN
eurjchem-1307	349	4	bromonium	bromonium	NOUN
eurjchem-1307	349	5	in	in	ADP
eurjchem-1307	349	6	ion	ion	NOUN
eurjchem-1307	349	7	1‐br+	1‐br+	NUM
eurjchem-1307	349	8	commensurately	commensurately	ADV
eurjchem-1307	349	9	distorted	distort	VERB
eurjchem-1307	349	10	to	to	PART
eurjchem-1307	349	11	be	be	AUX
eurjchem-1307	349	12	more	more	ADV
eurjchem-1307	349	13	open	open	ADJ
eurjchem-1307	349	14	,	,	PUNCT
eurjchem-1307	349	15	as	as	ADV
eurjchem-1307	349	16	well	well	ADV
eurjchem-1307	349	17	,	,	PUNCT
eurjchem-1307	349	18	with	with	ADP
eurjchem-1307	349	19	br‐	br‐	PROPN
eurjchem-1307	349	20	c1‐c2	c1‐c2	PROPN
eurjchem-1307	349	21	bond	bond	NOUN
eurjchem-1307	349	22	angle	angle	NOUN
eurjchem-1307	349	23	of	of	ADP
eurjchem-1307	349	24	97.2	97.2	NUM
eurjchem-1307	349	25	°	°	NOUN
eurjchem-1307	349	26	.	.	PUNCT
eurjchem-1307	350	1	the	the	DET
eurjchem-1307	350	2	npa	npa	PROPN
eurjchem-1307	350	3	charges	charge	NOUN
eurjchem-1307	350	4	are	be	AUX
eurjchem-1307	350	5	quite	quite	ADV
eurjchem-1307	350	6	delocalized	delocalize	VERB
eurjchem-1307	350	7	away	away	ADV
eurjchem-1307	350	8	from	from	ADP
eurjchem-1307	350	9	the	the	DET
eurjchem-1307	350	10	br	br	NOUN
eurjchem-1307	350	11	in	in	ADP
eurjchem-1307	350	12	ion	ion	NOUN
eurjchem-1307	350	13	1‐br+	1‐br+	NUM
eurjchem-1307	350	14	,	,	PUNCT
eurjchem-1307	350	15	with	with	ADP
eurjchem-1307	350	16	the	the	DET
eurjchem-1307	350	17	br	br	PROPN
eurjchem-1307	350	18	only	only	ADV
eurjchem-1307	350	19	retaining	retain	VERB
eurjchem-1307	350	20	+0.08	+0.08	PROPN
eurjchem-1307	350	21	charge	charge	NOUN
eurjchem-1307	350	22	,	,	PUNCT
eurjchem-1307	350	23	and	and	CCONJ
eurjchem-1307	350	24	c8	c8	PROPN
eurjchem-1307	350	25	getting	get	VERB
eurjchem-1307	350	26	a	a	DET
eurjchem-1307	350	27	charge	charge	NOUN
eurjchem-1307	350	28	of	of	ADP
eurjchem-1307	350	29	+0.28	+0.28	PROPN
eurjchem-1307	350	30	.	.	PUNCT
eurjchem-1307	351	1	thus	thus	ADV
eurjchem-1307	351	2	,	,	PUNCT
eurjchem-1307	351	3	it	it	PRON
eurjchem-1307	351	4	is	be	AUX
eurjchem-1307	351	5	clear	clear	ADJ
eurjchem-1307	351	6	that	that	SCONJ
eurjchem-1307	351	7	bromination	bromination	NOUN
eurjchem-1307	351	8	of	of	ADP
eurjchem-1307	351	9	compound	compound	NOUN
eurjchem-1307	351	10	1	1	NUM
eurjchem-1307	351	11	creates	create	VERB
eurjchem-1307	351	12	significant	significant	ADJ
eurjchem-1307	351	13	,	,	PUNCT
eurjchem-1307	351	14	almost	almost	ADV
eurjchem-1307	351	15	planar	planar	ADJ
eurjchem-1307	351	16	,	,	PUNCT
eurjchem-1307	351	17	carbocation	carbocation	NOUN
eurjchem-1307	351	18	character	character	NOUN
eurjchem-1307	351	19	at	at	ADP
eurjchem-1307	351	20	c8	c8	PROPN
eurjchem-1307	351	21	in	in	ADP
eurjchem-1307	351	22	ion	ion	NOUN
eurjchem-1307	351	23	1‐br+	1‐br+	NUM
eurjchem-1307	351	24	.	.	PUNCT
eurjchem-1307	352	1	this	this	PRON
eurjchem-1307	352	2	constitutes	constitute	VERB
eurjchem-1307	352	3	a	a	DET
eurjchem-1307	352	4	somewhat	somewhat	ADV
eurjchem-1307	352	5	different	different	ADJ
eurjchem-1307	352	6	intermediate	intermediate	ADJ
eurjchem-1307	352	7	structure	structure	NOUN
eurjchem-1307	352	8	than	than	ADP
eurjchem-1307	352	9	what	what	PRON
eurjchem-1307	352	10	has	have	AUX
eurjchem-1307	352	11	been	be	AUX
eurjchem-1307	352	12	proposed	propose	VERB
eurjchem-1307	352	13	previously	previously	ADV
eurjchem-1307	352	14	by	by	ADP
eurjchem-1307	352	15	chandrasekaran	chandrasekaran	PROPN
eurjchem-1307	352	16	et	et	PROPN
eurjchem-1307	352	17	al	al	PROPN
eurjchem-1307	352	18	.	.	PUNCT
eurjchem-1307	353	1	[	[	X
eurjchem-1307	353	2	16,17	16,17	NUM
eurjchem-1307	353	3	]	]	PUNCT
eurjchem-1307	353	4	,	,	PUNCT
eurjchem-1307	353	5	which	which	PRON
eurjchem-1307	353	6	had	have	VERB
eurjchem-1307	353	7	the	the	DET
eurjchem-1307	353	8	br‐c2	br‐c2	PROPN
eurjchem-1307	353	9	bond	bond	NOUN
eurjchem-1307	353	10	completely	completely	ADV
eurjchem-1307	353	11	broken	break	VERB
eurjchem-1307	353	12	in	in	ADP
eurjchem-1307	353	13	an	an	DET
eurjchem-1307	353	14	intimate	intimate	ADJ
eurjchem-1307	353	15	ion	ion	NOUN
eurjchem-1307	353	16	pair	pair	NOUN
eurjchem-1307	353	17	between	between	ADP
eurjchem-1307	353	18	the	the	DET
eurjchem-1307	353	19	br	br	NOUN
eurjchem-1307	353	20	and	and	CCONJ
eurjchem-1307	353	21	x‐	x‐	NUM
eurjchem-1307	353	22	,	,	PUNCT
eurjchem-1307	353	23	and	and	CCONJ
eurjchem-1307	353	24	the	the	DET
eurjchem-1307	353	25	positive	positive	ADJ
eurjchem-1307	353	26	charge	charge	NOUN
eurjchem-1307	353	27	delocalized	delocalize	VERB
eurjchem-1307	353	28	from	from	ADP
eurjchem-1307	353	29	c1	c1	PROPN
eurjchem-1307	353	30	to	to	ADP
eurjchem-1307	353	31	the	the	DET
eurjchem-1307	353	32	gem‐dimethyl	gem‐dimethyl	PROPN
eurjchem-1307	353	33	carbon	carbon	NOUN
eurjchem-1307	353	34	of	of	ADP
eurjchem-1307	353	35	the	the	DET
eurjchem-1307	353	36	cyclopropyl	cyclopropyl	ADJ
eurjchem-1307	353	37	moiety	moiety	NOUN
eurjchem-1307	353	38	(	(	PUNCT
eurjchem-1307	353	39	scheme	scheme	NOUN
eurjchem-1307	353	40	11	11	NUM
eurjchem-1307	353	41	)	)	PUNCT
eurjchem-1307	353	42	.	.	PUNCT
eurjchem-1307	354	1	however	however	ADV
eurjchem-1307	354	2	,	,	PUNCT
eurjchem-1307	354	3	as	as	SCONJ
eurjchem-1307	354	4	stated	state	VERB
eurjchem-1307	354	5	earlier	early	ADV
eurjchem-1307	354	6	,	,	PUNCT
eurjchem-1307	354	7	our	our	PRON
eurjchem-1307	354	8	interest	interest	NOUN
eurjchem-1307	354	9	was	be	AUX
eurjchem-1307	354	10	in	in	ADP
eurjchem-1307	354	11	the	the	DET
eurjchem-1307	354	12	intrinsic	intrinsic	ADJ
eurjchem-1307	354	13	electronic	electronic	ADJ
eurjchem-1307	354	14	and	and	CCONJ
eurjchem-1307	354	15	structural	structural	ADJ
eurjchem-1307	354	16	properties	property	NOUN
eurjchem-1307	354	17	of	of	ADP
eurjchem-1307	354	18	the	the	DET
eurjchem-1307	354	19	bromonium	bromonium	NOUN
eurjchem-1307	354	20	ions	ion	NOUN
eurjchem-1307	354	21	on	on	ADP
eurjchem-1307	354	22	their	their	PRON
eurjchem-1307	354	23	own	own	ADJ
eurjchem-1307	354	24	,	,	PUNCT
eurjchem-1307	354	25	without	without	ADP
eurjchem-1307	354	26	influence	influence	NOUN
eurjchem-1307	354	27	of	of	ADP
eurjchem-1307	354	28	solvent	solvent	NOUN
eurjchem-1307	354	29	or	or	CCONJ
eurjchem-1307	354	30	other	other	ADJ
eurjchem-1307	354	31	species	specie	NOUN
eurjchem-1307	354	32	,	,	PUNCT
eurjchem-1307	354	33	so	so	ADV
eurjchem-1307	354	34	their	their	PRON
eurjchem-1307	354	35	differences	difference	NOUN
eurjchem-1307	354	36	could	could	AUX
eurjchem-1307	354	37	be	be	AUX
eurjchem-1307	354	38	probed	probe	VERB
eurjchem-1307	354	39	in	in	ADP
eurjchem-1307	354	40	a	a	DET
eurjchem-1307	354	41	rigorous	rigorous	ADJ
eurjchem-1307	354	42	and	and	CCONJ
eurjchem-1307	354	43	controlled	control	VERB
eurjchem-1307	354	44	manner	manner	NOUN
eurjchem-1307	354	45	.	.	PUNCT
eurjchem-1307	355	1	therefore	therefore	ADV
eurjchem-1307	355	2	,	,	PUNCT
eurjchem-1307	355	3	these	these	DET
eurjchem-1307	355	4	two	two	NUM
eurjchem-1307	355	5	pictures	picture	NOUN
eurjchem-1307	355	6	should	should	AUX
eurjchem-1307	355	7	not	not	PART
eurjchem-1307	355	8	be	be	AUX
eurjchem-1307	355	9	viewed	view	VERB
eurjchem-1307	355	10	as	as	ADP
eurjchem-1307	355	11	contradictory	contradictory	ADJ
eurjchem-1307	355	12	,	,	PUNCT
eurjchem-1307	355	13	but	but	CCONJ
eurjchem-1307	355	14	rather	rather	ADV
eurjchem-1307	355	15	as	as	ADP
eurjchem-1307	355	16	complimentary	complimentary	ADJ
eurjchem-1307	355	17	.	.	PUNCT
eurjchem-1307	356	1	comparing	compare	VERB
eurjchem-1307	356	2	ion	ion	NOUN
eurjchem-1307	356	3	29‐br+	29‐br+	NUM
eurjchem-1307	356	4	to	to	PART
eurjchem-1307	356	5	ion	ion	VERB
eurjchem-1307	356	6	1‐br+	1‐br+	NUM
eurjchem-1307	356	7	,	,	PUNCT
eurjchem-1307	356	8	which	which	PRON
eurjchem-1307	356	9	replaces	replace	VERB
eurjchem-1307	356	10	the	the	DET
eurjchem-1307	356	11	cyclopropyl	cyclopropyl	NOUN
eurjchem-1307	356	12	with	with	ADP
eurjchem-1307	356	13	a	a	DET
eurjchem-1307	356	14	c3‐c4	c3‐c4	ADJ
eurjchem-1307	356	15	double	double	ADJ
eurjchem-1307	356	16	bond	bond	NOUN
eurjchem-1307	356	17	,	,	PUNCT
eurjchem-1307	356	18	it	it	PRON
eurjchem-1307	356	19	is	be	AUX
eurjchem-1307	356	20	interesting	interesting	ADJ
eurjchem-1307	356	21	that	that	SCONJ
eurjchem-1307	356	22	ion	ion	NOUN
eurjchem-1307	356	23	29‐br+	29‐br+	NOUN
eurjchem-1307	356	24	does	do	AUX
eurjchem-1307	356	25	not	not	PART
eurjchem-1307	356	26	display	display	VERB
eurjchem-1307	356	27	nearly	nearly	ADV
eurjchem-1307	356	28	the	the	DET
eurjchem-1307	356	29	extent	extent	NOUN
eurjchem-1307	356	30	of	of	ADP
eurjchem-1307	356	31	structural	structural	ADJ
eurjchem-1307	356	32	and	and	CCONJ
eurjchem-1307	356	33	charge	charge	NOUN
eurjchem-1307	356	34	effect	effect	NOUN
eurjchem-1307	356	35	of	of	ADP
eurjchem-1307	356	36	resonance	resonance	NOUN
eurjchem-1307	356	37	as	as	ADP
eurjchem-1307	356	38	ion	ion	NOUN
eurjchem-1307	356	39	1‐br+	1‐br+	NUM
eurjchem-1307	356	40	.	.	PUNCT
eurjchem-1307	357	1	in	in	ADP
eurjchem-1307	357	2	terms	term	NOUN
eurjchem-1307	357	3	of	of	ADP
eurjchem-1307	357	4	charges	charge	NOUN
eurjchem-1307	357	5	,	,	PUNCT
eurjchem-1307	357	6	the	the	DET
eurjchem-1307	357	7	br	br	NOUN
eurjchem-1307	357	8	in	in	ADP
eurjchem-1307	357	9	ion	ion	NOUN
eurjchem-1307	357	10	29‐br+	29‐br+	PROPN
eurjchem-1307	357	11	retains	retain	VERB
eurjchem-1307	357	12	a	a	DET
eurjchem-1307	357	13	value	value	NOUN
eurjchem-1307	357	14	of	of	ADP
eurjchem-1307	357	15	‐0.23	‐0.23	NOUN
eurjchem-1307	357	16	,	,	PUNCT
eurjchem-1307	357	17	which	which	PRON
eurjchem-1307	357	18	is	be	AUX
eurjchem-1307	357	19	actually	actually	ADV
eurjchem-1307	357	20	higher	high	ADJ
eurjchem-1307	357	21	than	than	ADP
eurjchem-1307	357	22	that	that	PRON
eurjchem-1307	357	23	of	of	ADP
eurjchem-1307	357	24	ion	ion	NOUN
eurjchem-1307	357	25	25‐br+	25‐br+	NUM
eurjchem-1307	357	26	,	,	PUNCT
eurjchem-1307	357	27	which	which	PRON
eurjchem-1307	357	28	has	have	VERB
eurjchem-1307	357	29	no	no	DET
eurjchem-1307	357	30	potential	potential	ADJ
eurjchem-1307	357	31	conjugation	conjugation	NOUN
eurjchem-1307	357	32	at	at	ADV
eurjchem-1307	357	33	all	all	ADV
eurjchem-1307	357	34	,	,	PUNCT
eurjchem-1307	357	35	but	but	CCONJ
eurjchem-1307	357	36	c4	c4	NOUN
eurjchem-1307	357	37	does	do	AUX
eurjchem-1307	357	38	acquire	acquire	VERB
eurjchem-1307	357	39	a	a	DET
eurjchem-1307	357	40	charge	charge	NOUN
eurjchem-1307	357	41	of	of	ADP
eurjchem-1307	357	42	+0.06	+0.06	PROPN
eurjchem-1307	357	43	,	,	PUNCT
eurjchem-1307	357	44	which	which	PRON
eurjchem-1307	357	45	while	while	SCONJ
eurjchem-1307	357	46	it	it	PRON
eurjchem-1307	357	47	is	be	AUX
eurjchem-1307	357	48	much	much	ADV
eurjchem-1307	357	49	less	less	ADJ
eurjchem-1307	357	50	than	than	ADP
eurjchem-1307	357	51	c8	c8	PROPN
eurjchem-1307	357	52	in	in	ADP
eurjchem-1307	357	53	ion	ion	NOUN
eurjchem-1307	357	54	1‐br+	1‐br+	NUM
eurjchem-1307	357	55	,	,	PUNCT
eurjchem-1307	357	56	or	or	CCONJ
eurjchem-1307	357	57	c3	c3	NOUN
eurjchem-1307	357	58	in	in	ADP
eurjchem-1307	357	59	ion	ion	NOUN
eurjchem-1307	357	60	28‐br+	28‐br+	NUM
eurjchem-1307	357	61	,	,	PUNCT
eurjchem-1307	357	62	one	one	NUM
eurjchem-1307	357	63	of	of	ADP
eurjchem-1307	357	64	the	the	DET
eurjchem-1307	357	65	previously	previously	ADV
eurjchem-1307	357	66	discussed	discuss	VERB
eurjchem-1307	357	67	bromonium	bromonium	NOUN
eurjchem-1307	357	68	ions	ion	NOUN
eurjchem-1307	357	69	of	of	ADP
eurjchem-1307	357	70	a	a	DET
eurjchem-1307	357	71	diene	diene	NOUN
eurjchem-1307	357	72	,	,	PUNCT
eurjchem-1307	357	73	but	but	CCONJ
eurjchem-1307	357	74	the	the	DET
eurjchem-1307	357	75	charge	charge	NOUN
eurjchem-1307	357	76	on	on	ADP
eurjchem-1307	357	77	c4	c4	NOUN
eurjchem-1307	357	78	is	be	AUX
eurjchem-1307	357	79	considerably	considerably	ADV
eurjchem-1307	357	80	more	more	ADV
eurjchem-1307	357	81	positive	positive	ADJ
eurjchem-1307	357	82	than	than	ADP
eurjchem-1307	357	83	c7	c7	PROPN
eurjchem-1307	357	84	of	of	ADP
eurjchem-1307	357	85	ion	ion	NOUN
eurjchem-1307	357	86	29‐br+	29‐br+	PROPN
eurjchem-1307	357	87	,	,	PUNCT
eurjchem-1307	357	88	the	the	DET
eurjchem-1307	357	89	other	other	ADJ
eurjchem-1307	357	90	previously	previously	ADV
eurjchem-1307	357	91	discussed	discuss	VERB
eurjchem-1307	357	92	bromonium	bromonium	NOUN
eurjchem-1307	357	93	of	of	ADP
eurjchem-1307	357	94	a	a	DET
eurjchem-1307	357	95	diene	diene	NOUN
eurjchem-1307	357	96	.	.	PUNCT
eurjchem-1307	358	1	the	the	DET
eurjchem-1307	358	2	structure	structure	NOUN
eurjchem-1307	358	3	of	of	ADP
eurjchem-1307	358	4	ion	ion	NOUN
eurjchem-1307	358	5	29‐br+	29‐br+	PROPN
eurjchem-1307	358	6	also	also	ADV
eurjchem-1307	358	7	indicates	indicate	VERB
eurjchem-1307	358	8	somewhat	somewhat	ADV
eurjchem-1307	358	9	limited	limited	ADJ
eurjchem-1307	358	10	conjugation	conjugation	NOUN
eurjchem-1307	358	11	.	.	PUNCT
eurjchem-1307	359	1	the	the	DET
eurjchem-1307	359	2	3‐membered	3‐membered	NUM
eurjchem-1307	359	3	bromonium	bromonium	NOUN
eurjchem-1307	359	4	ring	ring	NOUN
eurjchem-1307	359	5	is	be	AUX
eurjchem-1307	359	6	not	not	PART
eurjchem-1307	359	7	very	very	ADV
eurjchem-1307	359	8	opened	open	VERB
eurjchem-1307	359	9	,	,	PUNCT
eurjchem-1307	359	10	with	with	ADP
eurjchem-1307	359	11	a	a	DET
eurjchem-1307	359	12	br‐c1‐c2	br‐c1‐c2	PROPN
eurjchem-1307	359	13	bond	bond	NOUN
eurjchem-1307	359	14	angle	angle	NOUN
eurjchem-1307	359	15	of	of	ADP
eurjchem-1307	359	16	84.9	84.9	NUM
eurjchem-1307	359	17	°	°	NOUN
eurjchem-1307	359	18	,	,	PUNCT
eurjchem-1307	359	19	and	and	CCONJ
eurjchem-1307	359	20	its	its	PRON
eurjchem-1307	359	21	c2‐c3	c2‐c3	NOUN
eurjchem-1307	359	22	bond	bond	NOUN
eurjchem-1307	359	23	length	length	NOUN
eurjchem-1307	359	24	is	be	AUX
eurjchem-1307	359	25	1.41	1.41	NUM
eurjchem-1307	359	26	å	å	NOUN
eurjchem-1307	359	27	,	,	PUNCT
eurjchem-1307	359	28	which	which	PRON
eurjchem-1307	359	29	is	be	AUX
eurjchem-1307	359	30	less	less	ADJ
eurjchem-1307	359	31	than	than	ADP
eurjchem-1307	359	32	the	the	DET
eurjchem-1307	359	33	typical	typical	ADJ
eurjchem-1307	359	34	c‐c	c‐c	PROPN
eurjchem-1307	359	35	single	single	ADJ
eurjchem-1307	359	36	bond	bond	NOUN
eurjchem-1307	359	37	length	length	NOUN
eurjchem-1307	359	38	,	,	PUNCT
eurjchem-1307	359	39	but	but	CCONJ
eurjchem-1307	359	40	comparable	comparable	ADJ
eurjchem-1307	359	41	to	to	ADP
eurjchem-1307	359	42	c2‐c3	c2‐c3	NOUN
eurjchem-1307	359	43	in	in	ADP
eurjchem-1307	359	44	ion	ion	NOUN
eurjchem-1307	359	45	1‐br+	1‐br+	NUM
eurjchem-1307	359	46	(	(	PUNCT
eurjchem-1307	359	47	1.36	1.36	NUM
eurjchem-1307	359	48	å	å	NOUN
eurjchem-1307	359	49	)	)	PUNCT
eurjchem-1307	359	50	,	,	PUNCT
eurjchem-1307	359	51	which	which	PRON
eurjchem-1307	359	52	is	be	AUX
eurjchem-1307	359	53	much	much	ADV
eurjchem-1307	359	54	closer	close	ADJ
eurjchem-1307	359	55	to	to	PART
eurjchem-1307	359	56	double	double	ADJ
eurjchem-1307	359	57	bond	bond	NOUN
eurjchem-1307	359	58	character	character	NOUN
eurjchem-1307	359	59	.	.	PUNCT
eurjchem-1307	360	1	commensurate	commensurate	ADJ
eurjchem-1307	360	2	with	with	ADP
eurjchem-1307	360	3	the	the	DET
eurjchem-1307	360	4	structural	structural	ADJ
eurjchem-1307	360	5	and	and	CCONJ
eurjchem-1307	360	6	charge	charge	NOUN
eurjchem-1307	360	7	evidence	evidence	NOUN
eurjchem-1307	360	8	for	for	ADP
eurjchem-1307	360	9	delocalization	delocalization	NOUN
eurjchem-1307	360	10	,	,	PUNCT
eurjchem-1307	360	11	the	the	DET
eurjchem-1307	360	12	hardness	hardness	NOUN
eurjchem-1307	360	13	for	for	ADP
eurjchem-1307	360	14	ion	ion	NOUN
eurjchem-1307	360	15	1‐br+	1‐br+	NUM
eurjchem-1307	360	16	is	be	AUX
eurjchem-1307	360	17	among	among	ADP
eurjchem-1307	360	18	the	the	DET
eurjchem-1307	360	19	lowest	low	ADJ
eurjchem-1307	360	20	of	of	ADP
eurjchem-1307	360	21	the	the	DET
eurjchem-1307	360	22	bromonium	bromonium	NOUN
eurjchem-1307	360	23	ions	ion	NOUN
eurjchem-1307	360	24	presented	present	VERB
eurjchem-1307	360	25	in	in	ADP
eurjchem-1307	360	26	this	this	DET
eurjchem-1307	360	27	report	report	NOUN
eurjchem-1307	360	28	,	,	PUNCT
eurjchem-1307	360	29	and	and	CCONJ
eurjchem-1307	360	30	at	at	ADP
eurjchem-1307	360	31	both	both	CCONJ
eurjchem-1307	360	32	dft	dft	PROPN
eurjchem-1307	360	33	and	and	CCONJ
eurjchem-1307	360	34	hf	hf	ADJ
eurjchem-1307	360	35	levels	level	NOUN
eurjchem-1307	360	36	of	of	ADP
eurjchem-1307	360	37	theory	theory	NOUN
eurjchem-1307	360	38	,	,	PUNCT
eurjchem-1307	360	39	compared	compare	VERB
eurjchem-1307	360	40	to	to	ADP
eurjchem-1307	360	41	the	the	DET
eurjchem-1307	360	42	others	other	NOUN
eurjchem-1307	360	43	.	.	PUNCT
eurjchem-1307	361	1	at	at	ADP
eurjchem-1307	361	2	the	the	DET
eurjchem-1307	361	3	dft	dft	NOUN
eurjchem-1307	361	4	level	level	NOUN
eurjchem-1307	361	5	ion	ion	NOUN
eurjchem-1307	361	6	1‐br+	1‐br+	NUM
eurjchem-1307	361	7	is	be	AUX
eurjchem-1307	361	8	harder	hard	ADJ
eurjchem-1307	361	9	than	than	ADP
eurjchem-1307	361	10	ion	ion	NOUN
eurjchem-1307	361	11	28‐br+a	28‐br+a	PROPN
eurjchem-1307	361	12	,	,	PUNCT
eurjchem-1307	361	13	but	but	CCONJ
eurjchem-1307	361	14	less	less	ADV
eurjchem-1307	361	15	hard	hard	ADJ
eurjchem-1307	361	16	than	than	ADP
eurjchem-1307	361	17	ions	ion	NOUN
eurjchem-1307	361	18	28‐br+b	28‐br+b	NUM
eurjchem-1307	361	19	or	or	CCONJ
eurjchem-1307	361	20	29‐br+	29‐br+	NUM
eurjchem-1307	361	21	,	,	PUNCT
eurjchem-1307	361	22	while	while	SCONJ
eurjchem-1307	361	23	at	at	ADP
eurjchem-1307	361	24	the	the	DET
eurjchem-1307	361	25	hf	hf	ADJ
eurjchem-1307	361	26	level	level	NOUN
eurjchem-1307	361	27	all	all	DET
eurjchem-1307	361	28	four	four	NUM
eurjchem-1307	361	29	of	of	ADP
eurjchem-1307	361	30	these	these	DET
eurjchem-1307	361	31	bromonium	bromonium	NOUN
eurjchem-1307	361	32	ions	ion	NOUN
eurjchem-1307	361	33	are	be	AUX
eurjchem-1307	361	34	calculated	calculate	VERB
eurjchem-1307	361	35	to	to	PART
eurjchem-1307	361	36	have	have	VERB
eurjchem-1307	361	37	about	about	ADP
eurjchem-1307	361	38	equal	equal	ADJ
eurjchem-1307	361	39	hardness	hardness	NOUN
eurjchem-1307	361	40	.	.	PUNCT
eurjchem-1307	362	1	this	this	PRON
eurjchem-1307	362	2	shows	show	VERB
eurjchem-1307	362	3	that	that	SCONJ
eurjchem-1307	362	4	both	both	DET
eurjchem-1307	362	5	theories	theory	NOUN
eurjchem-1307	362	6	are	be	AUX
eurjchem-1307	362	7	good	good	ADJ
eurjchem-1307	362	8	at	at	ADP
eurjchem-1307	362	9	qualitatively	qualitatively	ADV
eurjchem-1307	362	10	predicting	predict	VERB
eurjchem-1307	362	11	hardness	hardness	NOUN
eurjchem-1307	362	12	of	of	ADP
eurjchem-1307	362	13	ion	ion	NOUN
eurjchem-1307	362	14	1‐br+	1‐br+	NUM
eurjchem-1307	362	15	,	,	PUNCT
eurjchem-1307	362	16	but	but	CCONJ
eurjchem-1307	362	17	subtle	subtle	ADJ
eurjchem-1307	362	18	differences	difference	NOUN
eurjchem-1307	362	19	with	with	ADP
eurjchem-1307	362	20	the	the	DET
eurjchem-1307	362	21	two	two	NUM
eurjchem-1307	362	22	bromonium	bromonium	NOUN
eurjchem-1307	362	23	ions	ion	NOUN
eurjchem-1307	362	24	of	of	ADP
eurjchem-1307	362	25	compounds	compound	NOUN
eurjchem-1307	362	26	28	28	NUM
eurjchem-1307	362	27	and	and	CCONJ
eurjchem-1307	362	28	29	29	NUM
eurjchem-1307	362	29	are	be	AUX
eurjchem-1307	362	30	more	more	ADV
eurjchem-1307	362	31	challenging	challenging	ADJ
eurjchem-1307	362	32	to	to	PART
eurjchem-1307	362	33	understand	understand	VERB
eurjchem-1307	362	34	,	,	PUNCT
eurjchem-1307	362	35	and	and	CCONJ
eurjchem-1307	362	36	may	may	AUX
eurjchem-1307	362	37	be	be	AUX
eurjchem-1307	362	38	the	the	DET
eurjchem-1307	362	39	result	result	NOUN
eurjchem-1307	362	40	of	of	ADP
eurjchem-1307	362	41	differences	difference	NOUN
eurjchem-1307	362	42	in	in	ADP
eurjchem-1307	362	43	how	how	SCONJ
eurjchem-1307	362	44	the	the	DET
eurjchem-1307	362	45	two	two	NUM
eurjchem-1307	362	46	levels	level	NOUN
eurjchem-1307	362	47	of	of	ADP
eurjchem-1307	362	48	theory	theory	NOUN
eurjchem-1307	362	49	treat	treat	VERB
eurjchem-1307	362	50	any	any	DET
eurjchem-1307	362	51	local	local	ADJ
eurjchem-1307	362	52	hardness	hardness	NOUN
eurjchem-1307	362	53	of	of	ADP
eurjchem-1307	362	54	the	the	DET
eurjchem-1307	362	55	cyclopropyl	cyclopropyl	NOUN
eurjchem-1307	362	56	.	.	PUNCT
eurjchem-1307	363	1	we	we	PRON
eurjchem-1307	363	2	will	will	AUX
eurjchem-1307	363	3	see	see	VERB
eurjchem-1307	363	4	further	further	ADJ
eurjchem-1307	363	5	evidence	evidence	NOUN
eurjchem-1307	363	6	of	of	ADP
eurjchem-1307	363	7	this	this	PRON
eurjchem-1307	363	8	later	later	ADV
eurjchem-1307	363	9	.	.	PUNCT
eurjchem-1307	364	1	focusing	focus	VERB
eurjchem-1307	364	2	on	on	ADP
eurjchem-1307	364	3	compound	compound	NOUN
eurjchem-1307	364	4	3	3	NUM
eurjchem-1307	364	5	,	,	PUNCT
eurjchem-1307	364	6	where	where	SCONJ
eurjchem-1307	364	7	the	the	DET
eurjchem-1307	364	8	double	double	ADJ
eurjchem-1307	364	9	bond	bond	NOUN
eurjchem-1307	364	10	is	be	AUX
eurjchem-1307	364	11	more	more	ADV
eurjchem-1307	364	12	removed	remove	VERB
eurjchem-1307	364	13	from	from	ADP
eurjchem-1307	364	14	the	the	DET
eurjchem-1307	364	15	cyclopropyl	cyclopropyl	NOUN
eurjchem-1307	364	16	,	,	PUNCT
eurjchem-1307	364	17	we	we	PRON
eurjchem-1307	364	18	would	would	AUX
eurjchem-1307	364	19	predict	predict	VERB
eurjchem-1307	364	20	that	that	SCONJ
eurjchem-1307	364	21	bromination	bromination	NOUN
eurjchem-1307	364	22	of	of	ADP
eurjchem-1307	364	23	this	this	DET
eurjchem-1307	364	24	double	double	ADJ
eurjchem-1307	364	25	bond	bond	NOUN
eurjchem-1307	364	26	should	should	AUX
eurjchem-1307	364	27	have	have	VERB
eurjchem-1307	364	28	little	little	ADJ
eurjchem-1307	364	29	of	of	ADP
eurjchem-1307	364	30	the	the	DET
eurjchem-1307	364	31	conjugation	conjugation	NOUN
eurjchem-1307	364	32	effects	effect	NOUN
eurjchem-1307	364	33	on	on	ADP
eurjchem-1307	364	34	structure	structure	NOUN
eurjchem-1307	364	35	or	or	CCONJ
eurjchem-1307	364	36	charge	charge	NOUN
eurjchem-1307	364	37	distribution	distribution	NOUN
eurjchem-1307	364	38	as	as	SCONJ
eurjchem-1307	364	39	seen	see	VERB
eurjchem-1307	364	40	in	in	ADP
eurjchem-1307	364	41	ion	ion	NOUN
eurjchem-1307	364	42	1‐br+	1‐br+	NUM
eurjchem-1307	364	43	.	.	PUNCT
eurjchem-1307	365	1	indeed	indeed	ADV
eurjchem-1307	365	2	,	,	PUNCT
eurjchem-1307	365	3	this	this	PRON
eurjchem-1307	365	4	is	be	AUX
eurjchem-1307	365	5	what	what	PRON
eurjchem-1307	365	6	our	our	PRON
eurjchem-1307	365	7	calculations	calculation	NOUN
eurjchem-1307	365	8	predict	predict	VERB
eurjchem-1307	365	9	.	.	PUNCT
eurjchem-1307	366	1	compound	compound	NOUN
eurjchem-1307	366	2	3	3	NUM
eurjchem-1307	366	3	and	and	CCONJ
eurjchem-1307	366	4	ion	ion	NOUN
eurjchem-1307	366	5	3‐br+	3‐br+	NUM
eurjchem-1307	366	6	are	be	AUX
eurjchem-1307	366	7	shown	show	VERB
eurjchem-1307	366	8	in	in	ADP
eurjchem-1307	366	9	the	the	DET
eurjchem-1307	366	10	third	third	ADJ
eurjchem-1307	366	11	row	row	NOUN
eurjchem-1307	366	12	of	of	ADP
eurjchem-1307	366	13	figure	figure	NOUN
eurjchem-1307	366	14	3	3	NUM
eurjchem-1307	366	15	.	.	PUNCT
eurjchem-1307	366	16	bromination	bromination	NOUN
eurjchem-1307	366	17	has	have	VERB
eurjchem-1307	366	18	little	little	ADJ
eurjchem-1307	366	19	to	to	PART
eurjchem-1307	366	20	no	no	DET
eurjchem-1307	366	21	effect	effect	NOUN
eurjchem-1307	366	22	on	on	ADP
eurjchem-1307	366	23	the	the	DET
eurjchem-1307	366	24	c2‐c3	c2‐c3	NOUN
eurjchem-1307	366	25	and	and	CCONJ
eurjchem-1307	366	26	c3‐c8	c3‐c8	ADJ
eurjchem-1307	366	27	bond	bond	NOUN
eurjchem-1307	366	28	lengths	length	NOUN
eurjchem-1307	366	29	,	,	PUNCT
eurjchem-1307	366	30	with	with	ADP
eurjchem-1307	366	31	both	both	DET
eurjchem-1307	366	32	3	3	NUM
eurjchem-1307	366	33	and	and	CCONJ
eurjchem-1307	366	34	ion	ion	NOUN
eurjchem-1307	366	35	3‐br+	3‐br+	NUM
eurjchem-1307	366	36	having	have	VERB
eurjchem-1307	366	37	values	value	NOUN
eurjchem-1307	366	38	of	of	ADP
eurjchem-1307	366	39	1.50	1.50	NUM
eurjchem-1307	366	40	and	and	CCONJ
eurjchem-1307	366	41	1.52	1.52	NUM
eurjchem-1307	366	42	å	å	NOUN
eurjchem-1307	366	43	,	,	PUNCT
eurjchem-1307	366	44	respectively	respectively	ADV
eurjchem-1307	366	45	,	,	PUNCT
eurjchem-1307	366	46	and	and	CCONJ
eurjchem-1307	366	47	the	the	DET
eurjchem-1307	366	48	c8	c8	PROPN
eurjchem-1307	366	49	dihedral	dihedral	PROPN
eurjchem-1307	366	50	angle	angle	NOUN
eurjchem-1307	366	51	of	of	ADP
eurjchem-1307	366	52	20.4	20.4	NUM
eurjchem-1307	366	53	°	°	NOUN
eurjchem-1307	366	54	for	for	ADP
eurjchem-1307	366	55	compound	compound	NOUN
eurjchem-1307	366	56	3	3	NUM
eurjchem-1307	366	57	and	and	CCONJ
eurjchem-1307	366	58	21.8	21.8	NUM
eurjchem-1307	366	59	°	°	NOUN
eurjchem-1307	366	60	for	for	ADP
eurjchem-1307	366	61	ion	ion	NOUN
eurjchem-1307	366	62	3‐br+	3‐br+	NUM
eurjchem-1307	366	63	.	.	PUNCT
eurjchem-1307	367	1	the	the	DET
eurjchem-1307	367	2	3‐	3‐	NUM
eurjchem-1307	367	3	membered	membere	VERB
eurjchem-1307	367	4	bromonium	bromonium	NOUN
eurjchem-1307	367	5	ring	ring	NOUN
eurjchem-1307	367	6	in	in	ADP
eurjchem-1307	367	7	ion	ion	NOUN
eurjchem-1307	367	8	3‐br+	3‐br+	NUM
eurjchem-1307	367	9	is	be	AUX
eurjchem-1307	367	10	also	also	ADV
eurjchem-1307	367	11	not	not	PART
eurjchem-1307	367	12	opened	open	VERB
eurjchem-1307	367	13	,	,	PUNCT
eurjchem-1307	367	14	as	as	SCONJ
eurjchem-1307	367	15	was	be	AUX
eurjchem-1307	367	16	predicted	predict	VERB
eurjchem-1307	367	17	,	,	PUNCT
eurjchem-1307	367	18	with	with	ADP
eurjchem-1307	367	19	a	a	DET
eurjchem-1307	367	20	br‐c6‐c1	br‐c6‐c1	PROPN
eurjchem-1307	367	21	bond	bond	NOUN
eurjchem-1307	367	22	angle	angle	NOUN
eurjchem-1307	367	23	of	of	ADP
eurjchem-1307	367	24	78.5	78.5	NUM
eurjchem-1307	367	25	°	°	NOUN
eurjchem-1307	367	26	.	.	PUNCT
eurjchem-1307	368	1	likewise	likewise	ADV
eurjchem-1307	368	2	,	,	PUNCT
eurjchem-1307	368	3	the	the	DET
eurjchem-1307	368	4	positive	positive	ADJ
eurjchem-1307	368	5	charge	charge	NOUN
eurjchem-1307	368	6	is	be	AUX
eurjchem-1307	368	7	mostly	mostly	ADV
eurjchem-1307	368	8	on	on	ADP
eurjchem-1307	368	9	the	the	DET
eurjchem-1307	368	10	br	br	NOUN
eurjchem-1307	368	11	(	(	PUNCT
eurjchem-1307	368	12	+0.32	+0.32	PROPN
eurjchem-1307	368	13	)	)	PUNCT
eurjchem-1307	368	14	and	and	CCONJ
eurjchem-1307	368	15	c1	c1	PROPN
eurjchem-1307	368	16	(	(	PUNCT
eurjchem-1307	368	17	+0.18	+0.18	PROPN
eurjchem-1307	368	18	)	)	PUNCT
eurjchem-1307	368	19	,	,	PUNCT
eurjchem-1307	368	20	with	with	ADP
eurjchem-1307	368	21	charges	charge	NOUN
eurjchem-1307	368	22	of	of	ADP
eurjchem-1307	368	23	‐0.19	‐0.19	NOUN
eurjchem-1307	368	24	at	at	ADP
eurjchem-1307	368	25	c6	c6	PROPN
eurjchem-1307	368	26	,	,	PUNCT
eurjchem-1307	368	27	and	and	CCONJ
eurjchem-1307	368	28	‐0.04	‐0.04	NOUN
eurjchem-1307	368	29	at	at	ADP
eurjchem-1307	368	30	c8	c8	NOUN
eurjchem-1307	368	31	,	,	PUNCT
eurjchem-1307	368	32	showing	show	VERB
eurjchem-1307	368	33	none	none	NOUN
eurjchem-1307	368	34	of	of	ADP
eurjchem-1307	368	35	the	the	DET
eurjchem-1307	368	36	positive	positive	ADJ
eurjchem-1307	368	37	charge	charge	NOUN
eurjchem-1307	368	38	has	have	AUX
eurjchem-1307	368	39	delocalized	delocalize	VERB
eurjchem-1307	368	40	to	to	ADP
eurjchem-1307	368	41	the	the	DET
eurjchem-1307	368	42	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	368	43	as	as	SCONJ
eurjchem-1307	368	44	it	it	PRON
eurjchem-1307	368	45	does	do	VERB
eurjchem-1307	368	46	in	in	ADP
eurjchem-1307	368	47	ion	ion	NOUN
eurjchem-1307	368	48	1‐br+	1‐br+	NUM
eurjchem-1307	368	49	.	.	PUNCT
eurjchem-1307	369	1	for	for	ADP
eurjchem-1307	369	2	comparison	comparison	NOUN
eurjchem-1307	369	3	,	,	PUNCT
eurjchem-1307	369	4	the	the	DET
eurjchem-1307	369	5	third	third	ADJ
eurjchem-1307	369	6	panel	panel	NOUN
eurjchem-1307	369	7	of	of	ADP
eurjchem-1307	369	8	the	the	DET
eurjchem-1307	369	9	third	third	ADJ
eurjchem-1307	369	10	row	row	NOUN
eurjchem-1307	369	11	of	of	ADP
eurjchem-1307	369	12	figure	figure	NOUN
eurjchem-1307	369	13	3	3	NUM
eurjchem-1307	369	14	shows	show	VERB
eurjchem-1307	369	15	ion	ion	NOUN
eurjchem-1307	369	16	26‐br+	26‐br+	NUM
eurjchem-1307	369	17	,	,	PUNCT
eurjchem-1307	369	18	which	which	PRON
eurjchem-1307	369	19	is	be	AUX
eurjchem-1307	369	20	the	the	DET
eurjchem-1307	369	21	bromonium	bromonium	NOUN
eurjchem-1307	369	22	ion	ion	NOUN
eurjchem-1307	369	23	of	of	ADP
eurjchem-1307	369	24	the	the	DET
eurjchem-1307	369	25	mono‐alkene	mono‐alkene	NOUN
eurjchem-1307	369	26	1‐methylcyclohexene	1‐methylcyclohexene	NOUN
eurjchem-1307	369	27	,	,	PUNCT
eurjchem-1307	369	28	26	26	NUM
eurjchem-1307	369	29	,	,	PUNCT
eurjchem-1307	369	30	and	and	CCONJ
eurjchem-1307	369	31	should	should	AUX
eurjchem-1307	369	32	display	display	VERB
eurjchem-1307	369	33	no	no	DET
eurjchem-1307	369	34	conjugation	conjugation	NOUN
eurjchem-1307	369	35	effects	effect	NOUN
eurjchem-1307	369	36	,	,	PUNCT
eurjchem-1307	369	37	but	but	CCONJ
eurjchem-1307	369	38	still	still	ADV
eurjchem-1307	369	39	has	have	VERB
eurjchem-1307	369	40	the	the	DET
eurjchem-1307	369	41	bromine	bromine	NOUN
eurjchem-1307	369	42	and	and	CCONJ
eurjchem-1307	369	43	442	442	NUM
eurjchem-1307	369	44	silverberg	silverberg	PROPN
eurjchem-1307	369	45	et	et	PROPN
eurjchem-1307	369	46	al	al	PROPN
eurjchem-1307	369	47	.	.	PUNCT
eurjchem-1307	369	48	/	/	SYM
eurjchem-1307	369	49	european	european	PROPN
eurjchem-1307	369	50	journal	journal	PROPN
eurjchem-1307	369	51	of	of	ADP
eurjchem-1307	369	52	chemistry	chemistry	NOUN
eurjchem-1307	369	53	6	6	NUM
eurjchem-1307	369	54	(	(	PUNCT
eurjchem-1307	369	55	4	4	NUM
eurjchem-1307	369	56	)	)	PUNCT
eurjchem-1307	369	57	(	(	PUNCT
eurjchem-1307	369	58	2015	2015	NUM
eurjchem-1307	369	59	)	)	PUNCT
eurjchem-1307	369	60	430‐443	430‐443	PROPN
eurjchem-1307	369	61	methyl	methyl	NOUN
eurjchem-1307	369	62	positioned	position	VERB
eurjchem-1307	369	63	similarly	similarly	ADV
eurjchem-1307	369	64	to	to	ADP
eurjchem-1307	369	65	ion	ion	NOUN
eurjchem-1307	369	66	3‐br+	3‐br+	NUM
eurjchem-1307	369	67	.	.	PUNCT
eurjchem-1307	370	1	indeed	indeed	ADV
eurjchem-1307	370	2	,	,	PUNCT
eurjchem-1307	370	3	both	both	PRON
eurjchem-1307	370	4	ion	ion	NOUN
eurjchem-1307	370	5	26‐	26‐	NUM
eurjchem-1307	370	6	br+	br+	NOUN
eurjchem-1307	370	7	and	and	CCONJ
eurjchem-1307	370	8	ion	ion	NOUN
eurjchem-1307	370	9	3‐br+	3‐br+	NUM
eurjchem-1307	370	10	display	display	NOUN
eurjchem-1307	370	11	undistorted	undistorte	VERB
eurjchem-1307	370	12	,	,	PUNCT
eurjchem-1307	370	13	unopened	unopened	ADJ
eurjchem-1307	370	14	3‐membered	3‐membered	NUM
eurjchem-1307	370	15	bromonium	bromonium	NOUN
eurjchem-1307	370	16	ion	ion	NOUN
eurjchem-1307	370	17	rings	ring	NOUN
eurjchem-1307	370	18	.	.	PUNCT
eurjchem-1307	371	1	likewise	likewise	ADV
eurjchem-1307	371	2	,	,	PUNCT
eurjchem-1307	371	3	the	the	DET
eurjchem-1307	371	4	br	br	NOUN
eurjchem-1307	371	5	in	in	ADP
eurjchem-1307	371	6	ion	ion	NOUN
eurjchem-1307	371	7	26‐br+	26‐br+	NOUN
eurjchem-1307	371	8	carries	carry	VERB
eurjchem-1307	371	9	an	an	DET
eurjchem-1307	371	10	npa	npa	NOUN
eurjchem-1307	371	11	charge	charge	NOUN
eurjchem-1307	371	12	of	of	ADP
eurjchem-1307	371	13	+0.32	+0.32	PROPN
eurjchem-1307	371	14	,	,	PUNCT
eurjchem-1307	371	15	with	with	ADP
eurjchem-1307	371	16	c1	c1	PROPN
eurjchem-1307	371	17	having	have	VERB
eurjchem-1307	371	18	a	a	DET
eurjchem-1307	371	19	charge	charge	NOUN
eurjchem-1307	371	20	of	of	ADP
eurjchem-1307	371	21	+0.35	+0.35	PROPN
eurjchem-1307	371	22	and	and	CCONJ
eurjchem-1307	371	23	c2	c2	PROPN
eurjchem-1307	371	24	a	a	DET
eurjchem-1307	371	25	charge	charge	NOUN
eurjchem-1307	371	26	of	of	ADP
eurjchem-1307	371	27	‐0.18	‐0.18	PROPN
eurjchem-1307	371	28	.	.	PUNCT
eurjchem-1307	372	1	thus	thus	ADV
eurjchem-1307	372	2	,	,	PUNCT
eurjchem-1307	372	3	it	it	PRON
eurjchem-1307	372	4	is	be	AUX
eurjchem-1307	372	5	clear	clear	ADJ
eurjchem-1307	372	6	in	in	ADP
eurjchem-1307	372	7	terms	term	NOUN
eurjchem-1307	372	8	of	of	ADP
eurjchem-1307	372	9	structure	structure	NOUN
eurjchem-1307	372	10	and	and	CCONJ
eurjchem-1307	372	11	charge	charge	NOUN
eurjchem-1307	372	12	distribution	distribution	NOUN
eurjchem-1307	372	13	that	that	PRON
eurjchem-1307	372	14	ion	ion	NOUN
eurjchem-1307	372	15	3‐br+	3‐br+	NUM
eurjchem-1307	372	16	behaves	behave	VERB
eurjchem-1307	372	17	much	much	ADV
eurjchem-1307	372	18	more	more	ADJ
eurjchem-1307	372	19	like	like	ADP
eurjchem-1307	372	20	a	a	DET
eurjchem-1307	372	21	mono‐alkene	mono‐alkene	NOUN
eurjchem-1307	372	22	bromonium	bromonium	NOUN
eurjchem-1307	372	23	ion	ion	NOUN
eurjchem-1307	372	24	,	,	PUNCT
eurjchem-1307	372	25	with	with	ADP
eurjchem-1307	372	26	little	little	ADJ
eurjchem-1307	372	27	to	to	ADP
eurjchem-1307	372	28	no	no	DET
eurjchem-1307	372	29	conjugation	conjugation	NOUN
eurjchem-1307	372	30	,	,	PUNCT
eurjchem-1307	372	31	than	than	ADP
eurjchem-1307	372	32	a	a	DET
eurjchem-1307	372	33	bromonium	bromonium	NOUN
eurjchem-1307	372	34	ion	ion	NOUN
eurjchem-1307	372	35	of	of	ADP
eurjchem-1307	372	36	a	a	DET
eurjchem-1307	372	37	conjugated	conjugated	ADJ
eurjchem-1307	372	38	diene	diene	NOUN
eurjchem-1307	372	39	or	or	CCONJ
eurjchem-1307	372	40	2‐carene	2‐carene	NUM
eurjchem-1307	372	41	.	.	PUNCT
eurjchem-1307	373	1	the	the	DET
eurjchem-1307	373	2	picture	picture	NOUN
eurjchem-1307	373	3	is	be	AUX
eurjchem-1307	373	4	less	less	ADV
eurjchem-1307	373	5	clear	clear	ADJ
eurjchem-1307	373	6	when	when	SCONJ
eurjchem-1307	373	7	looking	look	VERB
eurjchem-1307	373	8	at	at	ADP
eurjchem-1307	373	9	the	the	DET
eurjchem-1307	373	10	dft	dft	NOUN
eurjchem-1307	373	11	or	or	CCONJ
eurjchem-1307	373	12	hf	hf	ADP
eurjchem-1307	373	13	absolute	absolute	ADJ
eurjchem-1307	373	14	hardness	hardness	ADJ
eurjchem-1307	373	15	index	index	NOUN
eurjchem-1307	373	16	of	of	ADP
eurjchem-1307	373	17	ion	ion	NOUN
eurjchem-1307	373	18	3‐br+	3‐br+	NUM
eurjchem-1307	373	19	compared	compare	VERB
eurjchem-1307	373	20	to	to	ADP
eurjchem-1307	373	21	ion	ion	NOUN
eurjchem-1307	373	22	26‐br+	26‐br+	PROPN
eurjchem-1307	373	23	.	.	PUNCT
eurjchem-1307	374	1	dft	dft	PROPN
eurjchem-1307	374	2	predicts	predict	VERB
eurjchem-1307	374	3	a	a	DET
eurjchem-1307	374	4	hardness	hardness	NOUN
eurjchem-1307	374	5	for	for	ADP
eurjchem-1307	374	6	ion	ion	NOUN
eurjchem-1307	374	7	3‐br+	3‐br+	NUM
eurjchem-1307	374	8	almost	almost	ADV
eurjchem-1307	374	9	equal	equal	ADJ
eurjchem-1307	374	10	to	to	ADP
eurjchem-1307	374	11	that	that	PRON
eurjchem-1307	374	12	of	of	ADP
eurjchem-1307	374	13	ion	ion	NOUN
eurjchem-1307	374	14	1‐br+	1‐br+	NUM
eurjchem-1307	374	15	,	,	PUNCT
eurjchem-1307	374	16	which	which	PRON
eurjchem-1307	374	17	is	be	AUX
eurjchem-1307	374	18	certainly	certainly	ADV
eurjchem-1307	374	19	not	not	PART
eurjchem-1307	374	20	supported	support	VERB
eurjchem-1307	374	21	by	by	ADP
eurjchem-1307	374	22	either	either	CCONJ
eurjchem-1307	374	23	structural	structural	ADJ
eurjchem-1307	374	24	features	feature	NOUN
eurjchem-1307	374	25	or	or	CCONJ
eurjchem-1307	374	26	npa	npa	NOUN
eurjchem-1307	374	27	charge	charge	NOUN
eurjchem-1307	374	28	distributions	distribution	NOUN
eurjchem-1307	374	29	.	.	PUNCT
eurjchem-1307	375	1	we	we	PRON
eurjchem-1307	375	2	are	be	AUX
eurjchem-1307	375	3	not	not	PART
eurjchem-1307	375	4	sure	sure	ADJ
eurjchem-1307	375	5	of	of	ADP
eurjchem-1307	375	6	the	the	DET
eurjchem-1307	375	7	reason	reason	NOUN
eurjchem-1307	375	8	for	for	ADP
eurjchem-1307	375	9	this	this	DET
eurjchem-1307	375	10	anomalous	anomalous	ADJ
eurjchem-1307	375	11	result	result	NOUN
eurjchem-1307	375	12	,	,	PUNCT
eurjchem-1307	375	13	but	but	CCONJ
eurjchem-1307	375	14	we	we	PRON
eurjchem-1307	375	15	suspect	suspect	VERB
eurjchem-1307	375	16	it	it	PRON
eurjchem-1307	375	17	may	may	AUX
eurjchem-1307	375	18	be	be	AUX
eurjchem-1307	375	19	in	in	ADP
eurjchem-1307	375	20	the	the	DET
eurjchem-1307	375	21	way	way	NOUN
eurjchem-1307	375	22	dft	dft	NOUN
eurjchem-1307	375	23	treats	treat	VERB
eurjchem-1307	375	24	the	the	DET
eurjchem-1307	375	25	orbitals	orbital	NOUN
eurjchem-1307	375	26	in	in	ADP
eurjchem-1307	375	27	the	the	DET
eurjchem-1307	375	28	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	375	29	group	group	NOUN
eurjchem-1307	375	30	,	,	PUNCT
eurjchem-1307	375	31	and	and	CCONJ
eurjchem-1307	375	32	may	may	AUX
eurjchem-1307	375	33	underestimate	underestimate	VERB
eurjchem-1307	375	34	its	its	PRON
eurjchem-1307	375	35	local	local	ADJ
eurjchem-1307	375	36	hardness	hardness	NOUN
eurjchem-1307	375	37	.	.	PUNCT
eurjchem-1307	376	1	the	the	DET
eurjchem-1307	376	2	hf	hf	ADJ
eurjchem-1307	376	3	hardness	hardness	NOUN
eurjchem-1307	376	4	of	of	ADP
eurjchem-1307	376	5	ion	ion	NOUN
eurjchem-1307	376	6	3‐br+	3‐br+	NUM
eurjchem-1307	376	7	makes	make	VERB
eurjchem-1307	376	8	a	a	DET
eurjchem-1307	376	9	bit	bit	NOUN
eurjchem-1307	376	10	more	more	ADJ
eurjchem-1307	376	11	sense	sense	NOUN
eurjchem-1307	376	12	,	,	PUNCT
eurjchem-1307	376	13	with	with	ADP
eurjchem-1307	376	14	a	a	DET
eurjchem-1307	376	15	value	value	NOUN
eurjchem-1307	376	16	greater	great	ADJ
eurjchem-1307	376	17	than	than	ADP
eurjchem-1307	376	18	ion	ion	NOUN
eurjchem-1307	376	19	1‐	1‐	NUM
eurjchem-1307	376	20	br+	br+	NOUN
eurjchem-1307	376	21	,	,	PUNCT
eurjchem-1307	376	22	but	but	CCONJ
eurjchem-1307	376	23	still	still	ADV
eurjchem-1307	376	24	much	much	ADV
eurjchem-1307	376	25	less	less	ADJ
eurjchem-1307	376	26	than	than	ADP
eurjchem-1307	376	27	ion	ion	NOUN
eurjchem-1307	376	28	26‐br+	26‐br+	NOUN
eurjchem-1307	376	29	.	.	PUNCT
eurjchem-1307	377	1	thus	thus	ADV
eurjchem-1307	377	2	,	,	PUNCT
eurjchem-1307	377	3	like	like	ADP
eurjchem-1307	377	4	the	the	DET
eurjchem-1307	377	5	case	case	NOUN
eurjchem-1307	377	6	of	of	ADP
eurjchem-1307	377	7	dft	dft	PROPN
eurjchem-1307	377	8	hardness	hardness	NOUN
eurjchem-1307	377	9	of	of	ADP
eurjchem-1307	377	10	ion	ion	NOUN
eurjchem-1307	377	11	3‐br+	3‐br+	NUM
eurjchem-1307	377	12	,	,	PUNCT
eurjchem-1307	377	13	hf	hf	NOUN
eurjchem-1307	377	14	may	may	AUX
eurjchem-1307	377	15	be	be	AUX
eurjchem-1307	377	16	treating	treat	VERB
eurjchem-1307	377	17	the	the	DET
eurjchem-1307	377	18	local	local	ADJ
eurjchem-1307	377	19	hardness	hardness	NOUN
eurjchem-1307	377	20	of	of	ADP
eurjchem-1307	377	21	the	the	DET
eurjchem-1307	377	22	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	377	23	group	group	NOUN
eurjchem-1307	377	24	as	as	ADP
eurjchem-1307	377	25	erroneously	erroneously	ADV
eurjchem-1307	377	26	too	too	ADV
eurjchem-1307	377	27	soft	soft	ADJ
eurjchem-1307	377	28	.	.	PUNCT
eurjchem-1307	378	1	shown	show	VERB
eurjchem-1307	378	2	in	in	ADP
eurjchem-1307	378	3	the	the	DET
eurjchem-1307	378	4	fourth	fourth	ADJ
eurjchem-1307	378	5	row	row	NOUN
eurjchem-1307	378	6	of	of	ADP
eurjchem-1307	378	7	structures	structure	NOUN
eurjchem-1307	378	8	in	in	ADP
eurjchem-1307	378	9	figure	figure	NOUN
eurjchem-1307	378	10	3	3	NUM
eurjchem-1307	378	11	is	be	AUX
eurjchem-1307	378	12	α‐	α‐	NUM
eurjchem-1307	378	13	pinene	pinene	NOUN
eurjchem-1307	378	14	,	,	PUNCT
eurjchem-1307	378	15	11	11	NUM
eurjchem-1307	378	16	,	,	PUNCT
eurjchem-1307	378	17	its	its	PRON
eurjchem-1307	378	18	bromonium	bromonium	NOUN
eurjchem-1307	378	19	ion	ion	NOUN
eurjchem-1307	378	20	,	,	PUNCT
eurjchem-1307	378	21	ion	ion	NOUN
eurjchem-1307	378	22	11‐br+	11‐br+	NUM
eurjchem-1307	378	23	,	,	PUNCT
eurjchem-1307	378	24	and	and	CCONJ
eurjchem-1307	378	25	,	,	PUNCT
eurjchem-1307	378	26	for	for	ADP
eurjchem-1307	378	27	comparison	comparison	NOUN
eurjchem-1307	378	28	,	,	PUNCT
eurjchem-1307	378	29	the	the	DET
eurjchem-1307	378	30	bromonium	bromonium	NOUN
eurjchem-1307	378	31	ion	ion	NOUN
eurjchem-1307	378	32	of	of	ADP
eurjchem-1307	378	33	2‐methyl‐1,3‐hexadiene	2‐methyl‐1,3‐hexadiene	NUM
eurjchem-1307	378	34	,	,	PUNCT
eurjchem-1307	378	35	27‐br+	27‐br+	NUM
eurjchem-1307	378	36	.	.	PUNCT
eurjchem-1307	379	1	if	if	SCONJ
eurjchem-1307	379	2	the	the	DET
eurjchem-1307	379	3	pinene	pinene	NOUN
eurjchem-1307	379	4	cyclobutyl	cyclobutyl	VERB
eurjchem-1307	379	5	moiety	moiety	NOUN
eurjchem-1307	379	6	in	in	ADP
eurjchem-1307	379	7	11‐br+	11‐br+	PROPN
eurjchem-1307	379	8	is	be	AUX
eurjchem-1307	379	9	in	in	ADP
eurjchem-1307	379	10	conjugation	conjugation	NOUN
eurjchem-1307	379	11	with	with	ADP
eurjchem-1307	379	12	the	the	DET
eurjchem-1307	379	13	bromonium	bromonium	NOUN
eurjchem-1307	379	14	3‐membered	3‐membered	NUM
eurjchem-1307	379	15	ring	ring	NOUN
eurjchem-1307	379	16	,	,	PUNCT
eurjchem-1307	379	17	then	then	ADV
eurjchem-1307	379	18	one	one	PRON
eurjchem-1307	379	19	would	would	AUX
eurjchem-1307	379	20	expect	expect	VERB
eurjchem-1307	379	21	lengthening	lengthen	VERB
eurjchem-1307	379	22	of	of	ADP
eurjchem-1307	379	23	the	the	DET
eurjchem-1307	379	24	c6‐c8	c6‐c8	ADJ
eurjchem-1307	379	25	bond	bond	NOUN
eurjchem-1307	379	26	,	,	PUNCT
eurjchem-1307	379	27	with	with	SCONJ
eurjchem-1307	379	28	the	the	DET
eurjchem-1307	379	29	c8	c8	PROPN
eurjchem-1307	379	30	dihedral	dihedral	PROPN
eurjchem-1307	379	31	angle	angle	PROPN
eurjchem-1307	379	32	to	to	PART
eurjchem-1307	379	33	reflect	reflect	VERB
eurjchem-1307	379	34	the	the	DET
eurjchem-1307	379	35	approach	approach	NOUN
eurjchem-1307	379	36	to	to	ADP
eurjchem-1307	379	37	planarity	planarity	NOUN
eurjchem-1307	379	38	,	,	PUNCT
eurjchem-1307	379	39	compared	compare	VERB
eurjchem-1307	379	40	to	to	ADP
eurjchem-1307	379	41	the	the	DET
eurjchem-1307	379	42	unbrominated	unbrominate	VERB
eurjchem-1307	379	43	compound	compound	NOUN
eurjchem-1307	379	44	11	11	NUM
eurjchem-1307	379	45	.	.	PUNCT
eurjchem-1307	380	1	indeed	indeed	ADV
eurjchem-1307	380	2	,	,	PUNCT
eurjchem-1307	380	3	this	this	PRON
eurjchem-1307	380	4	is	be	AUX
eurjchem-1307	380	5	what	what	PRON
eurjchem-1307	380	6	is	be	AUX
eurjchem-1307	380	7	seen	see	VERB
eurjchem-1307	380	8	at	at	ADP
eurjchem-1307	380	9	the	the	DET
eurjchem-1307	380	10	b3lyp	b3lyp	SYM
eurjchem-1307	380	11	/	/	SYM
eurjchem-1307	380	12	cc‐pvdz	cc‐pvdz	ADJ
eurjchem-1307	380	13	level	level	NOUN
eurjchem-1307	380	14	of	of	ADP
eurjchem-1307	380	15	theory	theory	NOUN
eurjchem-1307	380	16	.	.	PUNCT
eurjchem-1307	381	1	the	the	DET
eurjchem-1307	381	2	c6‐c8	c6‐c8	ADJ
eurjchem-1307	381	3	bond	bond	NOUN
eurjchem-1307	381	4	length	length	NOUN
eurjchem-1307	381	5	in	in	ADP
eurjchem-1307	381	6	compound	compound	NOUN
eurjchem-1307	381	7	11	11	NUM
eurjchem-1307	381	8	is	be	AUX
eurjchem-1307	381	9	1.52	1.52	NUM
eurjchem-1307	381	10	å	å	NOUN
eurjchem-1307	381	11	,	,	PUNCT
eurjchem-1307	381	12	typical	typical	ADJ
eurjchem-1307	381	13	for	for	ADP
eurjchem-1307	381	14	a	a	DET
eurjchem-1307	381	15	c‐c	c‐c	PROPN
eurjchem-1307	381	16	single	single	ADJ
eurjchem-1307	381	17	bond	bond	NOUN
eurjchem-1307	381	18	,	,	PUNCT
eurjchem-1307	381	19	but	but	CCONJ
eurjchem-1307	381	20	it	it	PRON
eurjchem-1307	381	21	increases	increase	VERB
eurjchem-1307	381	22	to	to	ADP
eurjchem-1307	381	23	2.01	2.01	NUM
eurjchem-1307	381	24	å	å	NOUN
eurjchem-1307	381	25	in	in	ADP
eurjchem-1307	381	26	ion	ion	NOUN
eurjchem-1307	381	27	11‐br+	11‐br+	PROPN
eurjchem-1307	381	28	,	,	PUNCT
eurjchem-1307	381	29	and	and	CCONJ
eurjchem-1307	381	30	the	the	DET
eurjchem-1307	381	31	almost	almost	ADV
eurjchem-1307	381	32	tetrahedral	tetrahedral	ADJ
eurjchem-1307	381	33	dihedral	dihedral	ADJ
eurjchem-1307	381	34	angle	angle	NOUN
eurjchem-1307	381	35	at	at	ADP
eurjchem-1307	381	36	c8	c8	PROPN
eurjchem-1307	381	37	of	of	ADP
eurjchem-1307	381	38	31.7	31.7	NUM
eurjchem-1307	381	39	°	°	NOUN
eurjchem-1307	381	40	in	in	ADP
eurjchem-1307	381	41	compound	compound	NOUN
eurjchem-1307	381	42	11	11	NUM
eurjchem-1307	381	43	decreases	decrease	NOUN
eurjchem-1307	381	44	to	to	ADP
eurjchem-1307	381	45	19.6	19.6	NUM
eurjchem-1307	381	46	°	°	NOUN
eurjchem-1307	381	47	upon	upon	SCONJ
eurjchem-1307	381	48	bromination	bromination	NOUN
eurjchem-1307	381	49	in	in	ADP
eurjchem-1307	381	50	ion	ion	NOUN
eurjchem-1307	381	51	11‐br+	11‐br+	NUM
eurjchem-1307	381	52	,	,	PUNCT
eurjchem-1307	381	53	which	which	PRON
eurjchem-1307	381	54	while	while	SCONJ
eurjchem-1307	381	55	it	it	PRON
eurjchem-1307	381	56	is	be	AUX
eurjchem-1307	381	57	not	not	PART
eurjchem-1307	381	58	quite	quite	ADV
eurjchem-1307	381	59	planar	planar	ADJ
eurjchem-1307	381	60	is	be	AUX
eurjchem-1307	381	61	more	more	ADV
eurjchem-1307	381	62	planar	planar	ADJ
eurjchem-1307	381	63	than	than	ADP
eurjchem-1307	381	64	in	in	ADP
eurjchem-1307	381	65	compound	compound	NOUN
eurjchem-1307	381	66	11	11	NUM
eurjchem-1307	381	67	.	.	PUNCT
eurjchem-1307	382	1	additionally	additionally	ADV
eurjchem-1307	382	2	,	,	PUNCT
eurjchem-1307	382	3	the	the	DET
eurjchem-1307	382	4	c1‐c6	c1‐c6	NOUN
eurjchem-1307	382	5	single‐bond	single‐bond	NOUN
eurjchem-1307	382	6	length	length	NOUN
eurjchem-1307	382	7	of	of	ADP
eurjchem-1307	382	8	1.58	1.58	NUM
eurjchem-1307	382	9	å	å	PROPN
eurjchem-1307	382	10	decreases	decrease	NOUN
eurjchem-1307	382	11	to	to	PART
eurjchem-1307	382	12	closer	close	ADV
eurjchem-1307	382	13	to	to	PART
eurjchem-1307	382	14	double‐bond	double‐bond	VERB
eurjchem-1307	382	15	length	length	NOUN
eurjchem-1307	382	16	in	in	ADP
eurjchem-1307	382	17	ion	ion	NOUN
eurjchem-1307	382	18	11‐br+	11‐br+	NUM
eurjchem-1307	382	19	,	,	PUNCT
eurjchem-1307	382	20	at	at	ADP
eurjchem-1307	382	21	1.36	1.36	NUM
eurjchem-1307	382	22	å	å	NOUN
eurjchem-1307	382	23	.	.	PUNCT
eurjchem-1307	383	1	the	the	DET
eurjchem-1307	383	2	3‐	3‐	NUM
eurjchem-1307	383	3	membered	membere	VERB
eurjchem-1307	383	4	bromonium	bromonium	NOUN
eurjchem-1307	383	5	ring	ring	NOUN
eurjchem-1307	383	6	is	be	AUX
eurjchem-1307	383	7	also	also	ADV
eurjchem-1307	383	8	essentially	essentially	ADV
eurjchem-1307	383	9	completely	completely	ADV
eurjchem-1307	383	10	open	open	ADJ
eurjchem-1307	383	11	at	at	ADP
eurjchem-1307	383	12	c1	c1	NOUN
eurjchem-1307	383	13	,	,	PUNCT
eurjchem-1307	383	14	with	with	ADP
eurjchem-1307	383	15	a	a	DET
eurjchem-1307	383	16	br‐c2‐c1	br‐c2‐c1	PROPN
eurjchem-1307	383	17	bond	bond	NOUN
eurjchem-1307	383	18	angle	angle	NOUN
eurjchem-1307	383	19	of	of	ADP
eurjchem-1307	383	20	103.4	103.4	NUM
eurjchem-1307	383	21	°	°	NOUN
eurjchem-1307	383	22	,	,	PUNCT
eurjchem-1307	383	23	very	very	ADV
eurjchem-1307	383	24	close	close	ADJ
eurjchem-1307	383	25	to	to	ADP
eurjchem-1307	383	26	tetrahedral	tetrahedral	ADJ
eurjchem-1307	383	27	.	.	PUNCT
eurjchem-1307	384	1	thus	thus	ADV
eurjchem-1307	384	2	,	,	PUNCT
eurjchem-1307	384	3	structural	structural	ADJ
eurjchem-1307	384	4	effects	effect	NOUN
eurjchem-1307	384	5	in	in	ADP
eurjchem-1307	384	6	ion	ion	NOUN
eurjchem-1307	384	7	11‐br+	11‐br+	NUM
eurjchem-1307	384	8	point	point	NOUN
eurjchem-1307	384	9	to	to	ADP
eurjchem-1307	384	10	significant	significant	ADJ
eurjchem-1307	384	11	conjugation	conjugation	NOUN
eurjchem-1307	384	12	between	between	ADP
eurjchem-1307	384	13	the	the	DET
eurjchem-1307	384	14	bromonium	bromonium	NOUN
eurjchem-1307	384	15	3‐membered	3‐membered	NUM
eurjchem-1307	384	16	ring	ring	NOUN
eurjchem-1307	384	17	and	and	CCONJ
eurjchem-1307	384	18	the	the	DET
eurjchem-1307	384	19	cyclobutyl	cyclobutyl	ADJ
eurjchem-1307	384	20	moiety	moiety	NOUN
eurjchem-1307	384	21	.	.	PUNCT
eurjchem-1307	385	1	the	the	DET
eurjchem-1307	385	2	npa	npa	NOUN
eurjchem-1307	385	3	charge	charge	NOUN
eurjchem-1307	385	4	distribution	distribution	NOUN
eurjchem-1307	385	5	in	in	ADP
eurjchem-1307	385	6	ion	ion	NOUN
eurjchem-1307	385	7	11‐br+	11‐br+	NUM
eurjchem-1307	385	8	also	also	ADV
eurjchem-1307	385	9	supports	support	VERB
eurjchem-1307	385	10	this	this	DET
eurjchem-1307	385	11	conjugation	conjugation	NOUN
eurjchem-1307	385	12	,	,	PUNCT
eurjchem-1307	385	13	with	with	ADP
eurjchem-1307	385	14	positive	positive	ADJ
eurjchem-1307	385	15	charge	charge	NOUN
eurjchem-1307	385	16	at	at	ADP
eurjchem-1307	385	17	the	the	DET
eurjchem-1307	385	18	br	br	PROPN
eurjchem-1307	385	19	,	,	PUNCT
eurjchem-1307	385	20	c1	c1	PROPN
eurjchem-1307	385	21	and	and	CCONJ
eurjchem-1307	385	22	c8	c8	PROPN
eurjchem-1307	385	23	calculated	calculate	VERB
eurjchem-1307	385	24	to	to	PART
eurjchem-1307	385	25	be	be	AUX
eurjchem-1307	385	26	+0.11	+0.11	PROPN
eurjchem-1307	385	27	,	,	PUNCT
eurjchem-1307	385	28	+0.15	+0.15	PROPN
eurjchem-1307	385	29	and	and	CCONJ
eurjchem-1307	385	30	+0.18	+0.18	PROPN
eurjchem-1307	385	31	,	,	PUNCT
eurjchem-1307	385	32	respectively	respectively	ADV
eurjchem-1307	385	33	.	.	PUNCT
eurjchem-1307	386	1	similar	similar	ADJ
eurjchem-1307	386	2	structural	structural	ADJ
eurjchem-1307	386	3	and	and	CCONJ
eurjchem-1307	386	4	charge	charge	NOUN
eurjchem-1307	386	5	effects	effect	NOUN
eurjchem-1307	386	6	are	be	AUX
eurjchem-1307	386	7	seen	see	VERB
eurjchem-1307	386	8	in	in	ADP
eurjchem-1307	386	9	ion	ion	NOUN
eurjchem-1307	386	10	27‐br+	27‐br+	NUM
eurjchem-1307	386	11	,	,	PUNCT
eurjchem-1307	386	12	although	although	SCONJ
eurjchem-1307	386	13	the	the	DET
eurjchem-1307	386	14	effects	effect	NOUN
eurjchem-1307	386	15	are	be	AUX
eurjchem-1307	386	16	somewhat	somewhat	ADV
eurjchem-1307	386	17	weaker	weak	ADJ
eurjchem-1307	386	18	than	than	ADP
eurjchem-1307	386	19	in	in	ADP
eurjchem-1307	386	20	ion	ion	NOUN
eurjchem-1307	386	21	11‐br+	11‐br+	NUM
eurjchem-1307	386	22	.	.	PUNCT
eurjchem-1307	387	1	the	the	DET
eurjchem-1307	387	2	3‐membered	3‐membered	NUM
eurjchem-1307	387	3	bromonium	bromonium	NOUN
eurjchem-1307	387	4	ring	ring	NOUN
eurjchem-1307	387	5	is	be	AUX
eurjchem-1307	387	6	also	also	ADV
eurjchem-1307	387	7	quite	quite	ADV
eurjchem-1307	387	8	opened	open	VERB
eurjchem-1307	387	9	,	,	PUNCT
eurjchem-1307	387	10	with	with	ADP
eurjchem-1307	387	11	a	a	DET
eurjchem-1307	387	12	br‐c2‐c1	br‐c2‐c1	PROPN
eurjchem-1307	387	13	bond	bond	NOUN
eurjchem-1307	387	14	angle	angle	NOUN
eurjchem-1307	387	15	of	of	ADP
eurjchem-1307	387	16	98.6	98.6	NUM
eurjchem-1307	387	17	°	°	NOUN
eurjchem-1307	387	18	,	,	PUNCT
eurjchem-1307	387	19	and	and	CCONJ
eurjchem-1307	387	20	the	the	DET
eurjchem-1307	387	21	c1‐c6	c1‐c6	NOUN
eurjchem-1307	387	22	bond	bond	NOUN
eurjchem-1307	387	23	is	be	AUX
eurjchem-1307	387	24	significantly	significantly	ADV
eurjchem-1307	387	25	less	less	ADJ
eurjchem-1307	387	26	than	than	ADP
eurjchem-1307	387	27	a	a	DET
eurjchem-1307	387	28	normal	normal	ADJ
eurjchem-1307	387	29	c‐c	c‐c	NOUN
eurjchem-1307	387	30	single‐bond	single‐bond	NOUN
eurjchem-1307	387	31	length	length	NOUN
eurjchem-1307	387	32	,	,	PUNCT
eurjchem-1307	387	33	at	at	ADP
eurjchem-1307	387	34	1.41	1.41	NUM
eurjchem-1307	387	35	å	å	NOUN
eurjchem-1307	387	36	,	,	PUNCT
eurjchem-1307	387	37	and	and	CCONJ
eurjchem-1307	387	38	the	the	DET
eurjchem-1307	387	39	c5‐c6	c5‐c6	NOUN
eurjchem-1307	387	40	bond	bond	NOUN
eurjchem-1307	387	41	length	length	NOUN
eurjchem-1307	387	42	a	a	DET
eurjchem-1307	387	43	bit	bit	NOUN
eurjchem-1307	387	44	longer	long	ADV
eurjchem-1307	387	45	than	than	ADP
eurjchem-1307	387	46	a	a	DET
eurjchem-1307	387	47	typical	typical	ADJ
eurjchem-1307	387	48	double	double	ADJ
eurjchem-1307	387	49	bond	bond	NOUN
eurjchem-1307	387	50	,	,	PUNCT
eurjchem-1307	387	51	at	at	ADP
eurjchem-1307	387	52	1.38	1.38	NUM
eurjchem-1307	387	53	å	å	NOUN
eurjchem-1307	387	54	.	.	PUNCT
eurjchem-1307	388	1	the	the	DET
eurjchem-1307	388	2	br	br	PROPN
eurjchem-1307	388	3	has	have	VERB
eurjchem-1307	388	4	an	an	DET
eurjchem-1307	388	5	npa	npa	NOUN
eurjchem-1307	388	6	charge	charge	NOUN
eurjchem-1307	388	7	of	of	ADP
eurjchem-1307	388	8	+0.25	+0.25	PROPN
eurjchem-1307	388	9	,	,	PUNCT
eurjchem-1307	388	10	while	while	SCONJ
eurjchem-1307	388	11	c1	c1	PROPN
eurjchem-1307	388	12	and	and	CCONJ
eurjchem-1307	388	13	c5	c5	PROPN
eurjchem-1307	388	14	have	have	VERB
eurjchem-1307	388	15	charges	charge	NOUN
eurjchem-1307	388	16	of	of	ADP
eurjchem-1307	388	17	+0.12	+0.12	PROPN
eurjchem-1307	388	18	and	and	CCONJ
eurjchem-1307	388	19	+0.11	+0.11	PROPN
eurjchem-1307	388	20	,	,	PUNCT
eurjchem-1307	388	21	respectively	respectively	ADV
eurjchem-1307	388	22	.	.	PUNCT
eurjchem-1307	389	1	thus	thus	ADV
eurjchem-1307	389	2	,	,	PUNCT
eurjchem-1307	389	3	in	in	ADP
eurjchem-1307	389	4	terms	term	NOUN
eurjchem-1307	389	5	of	of	ADP
eurjchem-1307	389	6	structure	structure	NOUN
eurjchem-1307	389	7	and	and	CCONJ
eurjchem-1307	389	8	charges	charge	NOUN
eurjchem-1307	389	9	,	,	PUNCT
eurjchem-1307	389	10	ion	ion	NOUN
eurjchem-1307	389	11	11‐br+	11‐br+	PROPN
eurjchem-1307	389	12	displays	display	VERB
eurjchem-1307	389	13	conjugation	conjugation	NOUN
eurjchem-1307	389	14	effects	effect	NOUN
eurjchem-1307	389	15	similar	similar	ADJ
eurjchem-1307	389	16	to	to	ADP
eurjchem-1307	389	17	the	the	DET
eurjchem-1307	389	18	analogous	analogous	ADJ
eurjchem-1307	389	19	diene	diene	NOUN
eurjchem-1307	389	20	bromonium	bromonium	NOUN
eurjchem-1307	389	21	ion	ion	NOUN
eurjchem-1307	389	22	27‐br+	27‐br+	NUM
eurjchem-1307	389	23	.	.	PUNCT
eurjchem-1307	390	1	the	the	DET
eurjchem-1307	390	2	dft	dft	PROPN
eurjchem-1307	390	3	and	and	CCONJ
eurjchem-1307	390	4	hf	hf	ADP
eurjchem-1307	390	5	hardness	hardness	PROPN
eurjchem-1307	390	6	index	index	NOUN
eurjchem-1307	390	7	values	value	NOUN
eurjchem-1307	390	8	for	for	ADP
eurjchem-1307	390	9	ions	ion	NOUN
eurjchem-1307	390	10	11‐br+	11‐br+	NUM
eurjchem-1307	390	11	and	and	CCONJ
eurjchem-1307	390	12	27‐br+	27‐br+	NUM
eurjchem-1307	390	13	are	be	AUX
eurjchem-1307	390	14	shown	show	VERB
eurjchem-1307	390	15	in	in	ADP
eurjchem-1307	390	16	figures	figure	NOUN
eurjchem-1307	390	17	4	4	NUM
eurjchem-1307	390	18	and	and	CCONJ
eurjchem-1307	390	19	5	5	NUM
eurjchem-1307	390	20	.	.	X
eurjchem-1307	390	21	hf	hf	PROPN
eurjchem-1307	390	22	gives	give	VERB
eurjchem-1307	390	23	a	a	DET
eurjchem-1307	390	24	hardness	hardness	NOUN
eurjchem-1307	390	25	of	of	ADP
eurjchem-1307	390	26	about	about	ADV
eurjchem-1307	390	27	131	131	NUM
eurjchem-1307	390	28	kcal	kcal	NOUN
eurjchem-1307	390	29	/	/	SYM
eurjchem-1307	390	30	mol	mol	PROPN
eurjchem-1307	390	31	,	,	PUNCT
eurjchem-1307	390	32	putting	put	VERB
eurjchem-1307	390	33	it	it	PRON
eurjchem-1307	390	34	between	between	ADP
eurjchem-1307	390	35	the	the	DET
eurjchem-1307	390	36	mono‐alkene	mono‐alkene	NOUN
eurjchem-1307	390	37	bromonium	bromonium	NOUN
eurjchem-1307	390	38	ion	ion	NOUN
eurjchem-1307	390	39	25‐br+	25‐br+	NOUN
eurjchem-1307	390	40	(	(	PUNCT
eurjchem-1307	390	41	137.2	137.2	NUM
eurjchem-1307	390	42	kcal	kcal	NOUN
eurjchem-1307	390	43	/	/	SYM
eurjchem-1307	390	44	mol	mol	NOUN
eurjchem-1307	390	45	)	)	PUNCT
eurjchem-1307	390	46	and	and	CCONJ
eurjchem-1307	390	47	diene	diene	NOUN
eurjchem-1307	390	48	and	and	CCONJ
eurjchem-1307	390	49	2‐	2‐	NUM
eurjchem-1307	390	50	carene	carene	ADJ
eurjchem-1307	390	51	bromonium	bromonium	NOUN
eurjchem-1307	390	52	ions	ion	NOUN
eurjchem-1307	390	53	28‐br+a	28‐br+a	PROPN
eurjchem-1307	390	54	and	and	CCONJ
eurjchem-1307	390	55	b	b	PROPN
eurjchem-1307	390	56	,	,	PUNCT
eurjchem-1307	390	57	29‐br+	29‐br+	NUM
eurjchem-1307	390	58	,	,	PUNCT
eurjchem-1307	390	59	and	and	CCONJ
eurjchem-1307	390	60	1‐br+	1‐br+	NUM
eurjchem-1307	390	61	.	.	PUNCT
eurjchem-1307	391	1	this	this	PRON
eurjchem-1307	391	2	is	be	AUX
eurjchem-1307	391	3	understandable	understandable	ADJ
eurjchem-1307	391	4	qualitatively	qualitatively	ADV
eurjchem-1307	391	5	,	,	PUNCT
eurjchem-1307	391	6	since	since	SCONJ
eurjchem-1307	391	7	the	the	DET
eurjchem-1307	391	8	structure	structure	NOUN
eurjchem-1307	391	9	of	of	ADP
eurjchem-1307	391	10	ion	ion	NOUN
eurjchem-1307	391	11	11‐br+	11‐br+	INTJ
eurjchem-1307	391	12	does	do	AUX
eurjchem-1307	391	13	not	not	PART
eurjchem-1307	391	14	show	show	VERB
eurjchem-1307	391	15	the	the	DET
eurjchem-1307	391	16	extent	extent	NOUN
eurjchem-1307	391	17	of	of	ADP
eurjchem-1307	391	18	cyclobutyl	cyclobutyl	ADJ
eurjchem-1307	391	19	ring	ring	NOUN
eurjchem-1307	391	20	opening	open	VERB
eurjchem-1307	391	21	that	that	DET
eurjchem-1307	391	22	ion	ion	NOUN
eurjchem-1307	391	23	1‐br+	1‐br+	NUM
eurjchem-1307	391	24	shows	show	NOUN
eurjchem-1307	391	25	,	,	PUNCT
eurjchem-1307	391	26	nor	nor	CCONJ
eurjchem-1307	391	27	is	be	AUX
eurjchem-1307	391	28	its	its	PRON
eurjchem-1307	391	29	positive	positive	ADJ
eurjchem-1307	391	30	charge	charge	NOUN
eurjchem-1307	391	31	as	as	SCONJ
eurjchem-1307	391	32	shifted	shift	VERB
eurjchem-1307	391	33	onto	onto	ADP
eurjchem-1307	391	34	c8	c8	PROPN
eurjchem-1307	391	35	as	as	SCONJ
eurjchem-1307	391	36	it	it	PRON
eurjchem-1307	391	37	is	be	AUX
eurjchem-1307	391	38	in	in	ADP
eurjchem-1307	391	39	ion	ion	NOUN
eurjchem-1307	391	40	1‐br+	1‐br+	NUM
eurjchem-1307	391	41	.	.	PUNCT
eurjchem-1307	392	1	the	the	DET
eurjchem-1307	392	2	dft	dft	PROPN
eurjchem-1307	392	3	hardness	hardness	PROPN
eurjchem-1307	392	4	index	index	NOUN
eurjchem-1307	392	5	of	of	ADP
eurjchem-1307	392	6	ion	ion	NOUN
eurjchem-1307	392	7	11‐br+	11‐br+	NUM
eurjchem-1307	392	8	,	,	PUNCT
eurjchem-1307	392	9	51.3	51.3	NUM
eurjchem-1307	392	10	kcal	kcal	NOUN
eurjchem-1307	392	11	/	/	SYM
eurjchem-1307	392	12	mol	mol	PROPN
eurjchem-1307	392	13	,	,	PUNCT
eurjchem-1307	392	14	is	be	AUX
eurjchem-1307	392	15	also	also	ADV
eurjchem-1307	392	16	between	between	ADP
eurjchem-1307	392	17	that	that	PRON
eurjchem-1307	392	18	of	of	ADP
eurjchem-1307	392	19	ion	ion	NOUN
eurjchem-1307	392	20	25‐br+	25‐br+	NOUN
eurjchem-1307	392	21	(	(	PUNCT
eurjchem-1307	392	22	51.7	51.7	NUM
eurjchem-1307	392	23	kcal	kcal	NOUN
eurjchem-1307	392	24	/	/	SYM
eurjchem-1307	392	25	mol	mol	NOUN
eurjchem-1307	392	26	)	)	PUNCT
eurjchem-1307	392	27	and	and	CCONJ
eurjchem-1307	392	28	ions	ion	NOUN
eurjchem-1307	392	29	28‐br+a	28‐br+a	PROPN
eurjchem-1307	392	30	and	and	CCONJ
eurjchem-1307	392	31	b	b	PROPN
eurjchem-1307	392	32	,	,	PUNCT
eurjchem-1307	392	33	29‐br+	29‐br+	NUM
eurjchem-1307	392	34	and	and	CCONJ
eurjchem-1307	392	35	1‐br+	1‐br+	NUM
eurjchem-1307	392	36	(	(	PUNCT
eurjchem-1307	392	37	average	average	ADJ
eurjchem-1307	392	38	η	η	NOUN
eurjchem-1307	392	39	=	=	PROPN
eurjchem-1307	392	40	43.4	43.4	NUM
eurjchem-1307	392	41	kcal	kcal	NOUN
eurjchem-1307	392	42	/	/	SYM
eurjchem-1307	392	43	mol	mol	NOUN
eurjchem-1307	392	44	)	)	PUNCT
eurjchem-1307	392	45	,	,	PUNCT
eurjchem-1307	392	46	but	but	CCONJ
eurjchem-1307	392	47	the	the	DET
eurjchem-1307	392	48	fact	fact	NOUN
eurjchem-1307	392	49	that	that	SCONJ
eurjchem-1307	392	50	it	it	PRON
eurjchem-1307	392	51	is	be	AUX
eurjchem-1307	392	52	almost	almost	ADV
eurjchem-1307	392	53	equal	equal	ADJ
eurjchem-1307	392	54	to	to	ADP
eurjchem-1307	392	55	that	that	PRON
eurjchem-1307	392	56	of	of	ADP
eurjchem-1307	392	57	ion	ion	NOUN
eurjchem-1307	392	58	25‐br+	25‐br+	NUM
eurjchem-1307	392	59	,	,	PUNCT
eurjchem-1307	392	60	the	the	DET
eurjchem-1307	392	61	bromonium	bromonium	NOUN
eurjchem-1307	392	62	ion	ion	NOUN
eurjchem-1307	392	63	of	of	ADP
eurjchem-1307	392	64	a	a	DET
eurjchem-1307	392	65	mono‐alkene	mono‐alkene	NOUN
eurjchem-1307	392	66	where	where	SCONJ
eurjchem-1307	392	67	no	no	DET
eurjchem-1307	392	68	conjugation	conjugation	NOUN
eurjchem-1307	392	69	is	be	AUX
eurjchem-1307	392	70	possible	possible	ADJ
eurjchem-1307	392	71	,	,	PUNCT
eurjchem-1307	392	72	is	be	AUX
eurjchem-1307	392	73	a	a	DET
eurjchem-1307	392	74	result	result	NOUN
eurjchem-1307	392	75	that	that	PRON
eurjchem-1307	392	76	needs	need	VERB
eurjchem-1307	392	77	to	to	PART
eurjchem-1307	392	78	be	be	AUX
eurjchem-1307	392	79	investigated	investigate	VERB
eurjchem-1307	392	80	further	far	ADV
eurjchem-1307	392	81	,	,	PUNCT
eurjchem-1307	392	82	and	and	CCONJ
eurjchem-1307	392	83	could	could	AUX
eurjchem-1307	392	84	be	be	AUX
eurjchem-1307	392	85	a	a	DET
eurjchem-1307	392	86	function	function	NOUN
eurjchem-1307	392	87	of	of	ADP
eurjchem-1307	392	88	functional	functional	ADJ
eurjchem-1307	392	89	chosen	choose	VERB
eurjchem-1307	392	90	or	or	CCONJ
eurjchem-1307	392	91	basis	basis	NOUN
eurjchem-1307	392	92	set	set	NOUN
eurjchem-1307	392	93	.	.	PUNCT
eurjchem-1307	393	1	a	a	DET
eurjchem-1307	393	2	similar	similar	ADJ
eurjchem-1307	393	3	scenario	scenario	NOUN
eurjchem-1307	393	4	is	be	AUX
eurjchem-1307	393	5	observed	observe	VERB
eurjchem-1307	393	6	for	for	ADP
eurjchem-1307	393	7	β‐pinene	β‐pinene	SYM
eurjchem-1307	393	8	,	,	PUNCT
eurjchem-1307	393	9	7	7	NUM
eurjchem-1307	393	10	,	,	PUNCT
eurjchem-1307	393	11	and	and	CCONJ
eurjchem-1307	393	12	its	its	PRON
eurjchem-1307	393	13	bromonium	bromonium	NOUN
eurjchem-1307	393	14	ion	ion	NOUN
eurjchem-1307	393	15	,	,	PUNCT
eurjchem-1307	393	16	7‐br+	7‐br+	NUM
eurjchem-1307	393	17	.	.	PUNCT
eurjchem-1307	394	1	for	for	ADP
eurjchem-1307	394	2	comparison	comparison	NOUN
eurjchem-1307	394	3	and	and	CCONJ
eurjchem-1307	394	4	viewing	view	VERB
eurjchem-1307	394	5	convenience	convenience	NOUN
eurjchem-1307	394	6	ion	ion	NOUN
eurjchem-1307	394	7	28‐br+	28‐br+	NOUN
eurjchem-1307	394	8	is	be	AUX
eurjchem-1307	394	9	shown	show	VERB
eurjchem-1307	394	10	again	again	ADV
eurjchem-1307	394	11	along	along	ADP
eurjchem-1307	394	12	with	with	ADP
eurjchem-1307	394	13	compound	compound	NOUN
eurjchem-1307	394	14	7	7	NUM
eurjchem-1307	394	15	and	and	CCONJ
eurjchem-1307	394	16	ion	ion	NOUN
eurjchem-1307	394	17	7‐br+	7‐br+	NUM
eurjchem-1307	394	18	in	in	ADP
eurjchem-1307	394	19	the	the	DET
eurjchem-1307	394	20	fifth	fifth	ADJ
eurjchem-1307	394	21	row	row	NOUN
eurjchem-1307	394	22	of	of	ADP
eurjchem-1307	394	23	figure	figure	NOUN
eurjchem-1307	394	24	3	3	NUM
eurjchem-1307	394	25	,	,	PUNCT
eurjchem-1307	394	26	since	since	SCONJ
eurjchem-1307	394	27	as	as	SCONJ
eurjchem-1307	394	28	is	be	AUX
eurjchem-1307	394	29	the	the	DET
eurjchem-1307	394	30	case	case	NOUN
eurjchem-1307	394	31	with	with	ADP
eurjchem-1307	394	32	ion	ion	NOUN
eurjchem-1307	394	33	7‐br+	7‐br+	NUM
eurjchem-1307	394	34	,	,	PUNCT
eurjchem-1307	394	35	conjugation	conjugation	NOUN
eurjchem-1307	394	36	can	can	AUX
eurjchem-1307	394	37	cause	cause	VERB
eurjchem-1307	394	38	the	the	DET
eurjchem-1307	394	39	3‐membered	3‐membered	NUM
eurjchem-1307	394	40	bromonium	bromonium	NOUN
eurjchem-1307	394	41	ion	ion	NOUN
eurjchem-1307	394	42	ring	ring	NOUN
eurjchem-1307	394	43	to	to	PART
eurjchem-1307	394	44	open	open	VERB
eurjchem-1307	394	45	with	with	ADP
eurjchem-1307	394	46	the	the	DET
eurjchem-1307	394	47	br	br	NOUN
eurjchem-1307	394	48	being	be	AUX
eurjchem-1307	394	49	mainly	mainly	ADV
eurjchem-1307	394	50	bonded	bond	VERB
eurjchem-1307	394	51	to	to	ADP
eurjchem-1307	394	52	the	the	DET
eurjchem-1307	394	53	primary	primary	ADJ
eurjchem-1307	394	54	carbon	carbon	NOUN
eurjchem-1307	394	55	of	of	ADP
eurjchem-1307	394	56	the	the	DET
eurjchem-1307	394	57	methylidene	methylidene	NOUN
eurjchem-1307	394	58	.	.	PUNCT
eurjchem-1307	395	1	as	as	SCONJ
eurjchem-1307	395	2	was	be	AUX
eurjchem-1307	395	3	the	the	DET
eurjchem-1307	395	4	case	case	NOUN
eurjchem-1307	395	5	with	with	ADP
eurjchem-1307	395	6	compound	compound	NOUN
eurjchem-1307	395	7	11	11	NUM
eurjchem-1307	395	8	and	and	CCONJ
eurjchem-1307	395	9	ion	ion	NOUN
eurjchem-1307	395	10	11‐br+	11‐br+	NUM
eurjchem-1307	395	11	,	,	PUNCT
eurjchem-1307	395	12	bromination	bromination	NOUN
eurjchem-1307	395	13	of	of	ADP
eurjchem-1307	395	14	the	the	DET
eurjchem-1307	395	15	c1‐c7	c1‐c7	NOUN
eurjchem-1307	395	16	bond	bond	NOUN
eurjchem-1307	395	17	in	in	ADP
eurjchem-1307	395	18	compound	compound	NOUN
eurjchem-1307	395	19	7	7	NUM
eurjchem-1307	395	20	leads	lead	VERB
eurjchem-1307	395	21	to	to	ADP
eurjchem-1307	395	22	a	a	DET
eurjchem-1307	395	23	distorted	distort	VERB
eurjchem-1307	395	24	bromonium	bromonium	NOUN
eurjchem-1307	395	25	ion	ion	NOUN
eurjchem-1307	395	26	structure	structure	NOUN
eurjchem-1307	395	27	,	,	PUNCT
eurjchem-1307	395	28	with	with	ADP
eurjchem-1307	395	29	c7	c7	PROPN
eurjchem-1307	395	30	showing	show	VERB
eurjchem-1307	395	31	close	close	ADV
eurjchem-1307	395	32	to	to	ADP
eurjchem-1307	395	33	pure	pure	ADJ
eurjchem-1307	395	34	sp3	sp3	ADJ
eurjchem-1307	395	35	geometry	geometry	NOUN
eurjchem-1307	395	36	and	and	CCONJ
eurjchem-1307	395	37	a	a	DET
eurjchem-1307	395	38	br‐c7‐c1	br‐c7‐c1	PROPN
eurjchem-1307	395	39	bond	bond	NOUN
eurjchem-1307	395	40	angle	angle	NOUN
eurjchem-1307	395	41	of	of	ADP
eurjchem-1307	395	42	106.9	106.9	NUM
eurjchem-1307	395	43	°	°	NOUN
eurjchem-1307	395	44	.	.	PUNCT
eurjchem-1307	396	1	also	also	ADV
eurjchem-1307	396	2	observed	observe	VERB
eurjchem-1307	396	3	upon	upon	SCONJ
eurjchem-1307	396	4	bromination	bromination	NOUN
eurjchem-1307	396	5	is	be	AUX
eurjchem-1307	396	6	the	the	DET
eurjchem-1307	396	7	opening	opening	NOUN
eurjchem-1307	396	8	of	of	ADP
eurjchem-1307	396	9	the	the	DET
eurjchem-1307	396	10	cyclobutyl	cyclobutyl	PROPN
eurjchem-1307	396	11	ring	ring	NOUN
eurjchem-1307	396	12	,	,	PUNCT
eurjchem-1307	396	13	with	with	ADP
eurjchem-1307	396	14	the	the	DET
eurjchem-1307	396	15	c8‐c6	c8‐c6	ADJ
eurjchem-1307	396	16	distance	distance	NOUN
eurjchem-1307	396	17	stretching	stretch	VERB
eurjchem-1307	396	18	from	from	ADP
eurjchem-1307	396	19	1.51	1.51	NUM
eurjchem-1307	396	20	å	å	PROPN
eurjchem-1307	396	21	in	in	ADP
eurjchem-1307	396	22	7	7	NUM
eurjchem-1307	396	23	to	to	ADP
eurjchem-1307	396	24	2.10	2.10	NUM
eurjchem-1307	396	25	å	å	NOUN
eurjchem-1307	396	26	in	in	ADP
eurjchem-1307	396	27	ion	ion	NOUN
eurjchem-1307	396	28	7‐br+	7‐br+	NUM
eurjchem-1307	396	29	,	,	PUNCT
eurjchem-1307	396	30	and	and	CCONJ
eurjchem-1307	396	31	the	the	DET
eurjchem-1307	396	32	c8	c8	PROPN
eurjchem-1307	396	33	dihedral	dihedral	PROPN
eurjchem-1307	396	34	angle	angle	PROPN
eurjchem-1307	396	35	decreasing	decrease	VERB
eurjchem-1307	396	36	from	from	ADP
eurjchem-1307	396	37	28.0	28.0	NUM
eurjchem-1307	396	38	°	°	NOUN
eurjchem-1307	396	39	in	in	ADP
eurjchem-1307	396	40	compound	compound	NOUN
eurjchem-1307	396	41	7	7	NUM
eurjchem-1307	396	42	to	to	ADP
eurjchem-1307	396	43	18.2	18.2	NUM
eurjchem-1307	396	44	°	°	NOUN
eurjchem-1307	396	45	in	in	ADP
eurjchem-1307	396	46	ion	ion	NOUN
eurjchem-1307	396	47	7‐br+	7‐br+	NUM
eurjchem-1307	396	48	,	,	PUNCT
eurjchem-1307	396	49	displaying	display	VERB
eurjchem-1307	396	50	,	,	PUNCT
eurjchem-1307	396	51	like	like	ADP
eurjchem-1307	396	52	in	in	ADP
eurjchem-1307	396	53	ion	ion	NOUN
eurjchem-1307	396	54	11‐br+	11‐br+	NUM
eurjchem-1307	396	55	,	,	PUNCT
eurjchem-1307	396	56	partial	partial	ADJ
eurjchem-1307	396	57	ring	ring	NOUN
eurjchem-1307	396	58	opening	opening	NOUN
eurjchem-1307	396	59	,	,	PUNCT
eurjchem-1307	396	60	but	but	CCONJ
eurjchem-1307	396	61	not	not	PART
eurjchem-1307	396	62	to	to	ADP
eurjchem-1307	396	63	the	the	DET
eurjchem-1307	396	64	extent	extent	NOUN
eurjchem-1307	396	65	that	that	PRON
eurjchem-1307	396	66	was	be	AUX
eurjchem-1307	396	67	observed	observe	VERB
eurjchem-1307	396	68	in	in	ADP
eurjchem-1307	396	69	ion	ion	NOUN
eurjchem-1307	396	70	1‐br+	1‐br+	NUM
eurjchem-1307	396	71	,	,	PUNCT
eurjchem-1307	396	72	where	where	SCONJ
eurjchem-1307	396	73	c8	c8	PROPN
eurjchem-1307	396	74	becomes	become	VERB
eurjchem-1307	396	75	almost	almost	ADV
eurjchem-1307	396	76	completely	completely	ADV
eurjchem-1307	396	77	planar	planar	ADJ
eurjchem-1307	396	78	.	.	PUNCT
eurjchem-1307	397	1	significant	significant	ADJ
eurjchem-1307	397	2	double	double	ADJ
eurjchem-1307	397	3	bond	bond	NOUN
eurjchem-1307	397	4	character	character	NOUN
eurjchem-1307	397	5	of	of	ADP
eurjchem-1307	397	6	the	the	DET
eurjchem-1307	397	7	c1‐c6	c1‐c6	NOUN
eurjchem-1307	397	8	bond	bond	NOUN
eurjchem-1307	397	9	also	also	ADV
eurjchem-1307	397	10	manifests	manifest	VERB
eurjchem-1307	397	11	in	in	ADP
eurjchem-1307	397	12	ion	ion	NOUN
eurjchem-1307	397	13	7‐br+	7‐br+	NUM
eurjchem-1307	397	14	compared	compare	VERB
eurjchem-1307	397	15	to	to	ADP
eurjchem-1307	397	16	7	7	NUM
eurjchem-1307	397	17	,	,	PUNCT
eurjchem-1307	397	18	with	with	ADP
eurjchem-1307	397	19	this	this	DET
eurjchem-1307	397	20	bond	bond	NOUN
eurjchem-1307	397	21	shortening	shorten	VERB
eurjchem-1307	397	22	from	from	ADP
eurjchem-1307	397	23	1.58	1.58	NUM
eurjchem-1307	397	24	å	å	NOUN
eurjchem-1307	397	25	to	to	ADP
eurjchem-1307	397	26	1.39	1.39	NUM
eurjchem-1307	397	27	å	å	NOUN
eurjchem-1307	397	28	.	.	PUNCT
eurjchem-1307	398	1	npa	npa	NOUN
eurjchem-1307	398	2	charges	charge	NOUN
eurjchem-1307	398	3	on	on	ADP
eurjchem-1307	398	4	ion	ion	NOUN
eurjchem-1307	398	5	7‐br+	7‐br+	NUM
eurjchem-1307	398	6	also	also	ADV
eurjchem-1307	398	7	support	support	VERB
eurjchem-1307	398	8	conjugation	conjugation	NOUN
eurjchem-1307	398	9	with	with	ADP
eurjchem-1307	398	10	the	the	DET
eurjchem-1307	398	11	bromonium	bromonium	NOUN
eurjchem-1307	398	12	ring	ring	NOUN
eurjchem-1307	398	13	.	.	PUNCT
eurjchem-1307	399	1	the	the	DET
eurjchem-1307	399	2	majority	majority	NOUN
eurjchem-1307	399	3	of	of	ADP
eurjchem-1307	399	4	positive	positive	ADJ
eurjchem-1307	399	5	charge	charge	NOUN
eurjchem-1307	399	6	is	be	AUX
eurjchem-1307	399	7	localized	localize	VERB
eurjchem-1307	399	8	on	on	ADP
eurjchem-1307	399	9	c8	c8	PROPN
eurjchem-1307	399	10	(	(	PUNCT
eurjchem-1307	399	11	+0.22	+0.22	PROPN
eurjchem-1307	399	12	)	)	PUNCT
eurjchem-1307	399	13	,	,	PUNCT
eurjchem-1307	399	14	with	with	ADP
eurjchem-1307	399	15	the	the	DET
eurjchem-1307	399	16	br	br	NOUN
eurjchem-1307	399	17	and	and	CCONJ
eurjchem-1307	399	18	c1	c1	PROPN
eurjchem-1307	399	19	having	have	VERB
eurjchem-1307	399	20	less	less	ADV
eurjchem-1307	399	21	positive	positive	ADJ
eurjchem-1307	399	22	charge	charge	NOUN
eurjchem-1307	399	23	,	,	PUNCT
eurjchem-1307	399	24	+0.09	+0.09	PROPN
eurjchem-1307	399	25	and	and	CCONJ
eurjchem-1307	399	26	+0.11	+0.11	PROPN
eurjchem-1307	399	27	,	,	PUNCT
eurjchem-1307	399	28	respectively	respectively	ADV
eurjchem-1307	399	29	.	.	PUNCT
eurjchem-1307	400	1	this	this	PRON
eurjchem-1307	400	2	displays	display	VERB
eurjchem-1307	400	3	more	more	ADJ
eurjchem-1307	400	4	charge	charge	NOUN
eurjchem-1307	400	5	transfer	transfer	NOUN
eurjchem-1307	400	6	away	away	ADV
eurjchem-1307	400	7	from	from	ADP
eurjchem-1307	400	8	the	the	DET
eurjchem-1307	400	9	br	br	NOUN
eurjchem-1307	400	10	than	than	ADP
eurjchem-1307	400	11	that	that	PRON
eurjchem-1307	400	12	observed	observe	VERB
eurjchem-1307	400	13	in	in	ADP
eurjchem-1307	400	14	ion	ion	NOUN
eurjchem-1307	400	15	28‐	28‐	NUM
eurjchem-1307	400	16	br+a	br+a	PROPN
eurjchem-1307	400	17	.	.	PUNCT
eurjchem-1307	401	1	results	result	NOUN
eurjchem-1307	401	2	of	of	ADP
eurjchem-1307	401	3	dft	dft	PROPN
eurjchem-1307	401	4	and	and	CCONJ
eurjchem-1307	401	5	hf	hf	ADP
eurjchem-1307	401	6	hardness	hardness	ADJ
eurjchem-1307	401	7	calculations	calculation	NOUN
eurjchem-1307	401	8	for	for	ADP
eurjchem-1307	401	9	ion	ion	NOUN
eurjchem-1307	401	10	7‐br+	7‐br+	NUM
eurjchem-1307	401	11	were	be	AUX
eurjchem-1307	401	12	similar	similar	ADJ
eurjchem-1307	401	13	to	to	ADP
eurjchem-1307	401	14	those	those	PRON
eurjchem-1307	401	15	of	of	ADP
eurjchem-1307	401	16	ion	ion	NOUN
eurjchem-1307	401	17	11‐br+	11‐br+	ADV
eurjchem-1307	401	18	,	,	PUNCT
eurjchem-1307	401	19	although	although	SCONJ
eurjchem-1307	401	20	both	both	DET
eurjchem-1307	401	21	methods	method	NOUN
eurjchem-1307	401	22	give	give	VERB
eurjchem-1307	401	23	values	value	NOUN
eurjchem-1307	401	24	slightly	slightly	ADV
eurjchem-1307	401	25	lower	low	ADJ
eurjchem-1307	401	26	for	for	ADP
eurjchem-1307	401	27	ion	ion	NOUN
eurjchem-1307	401	28	7‐br+	7‐br+	NUM
eurjchem-1307	401	29	than	than	ADP
eurjchem-1307	401	30	ion	ion	NOUN
eurjchem-1307	401	31	11‐br+	11‐br+	PROPN
eurjchem-1307	401	32	.	.	PUNCT
eurjchem-1307	402	1	dft	dft	PROPN
eurjchem-1307	402	2	hardness	hardness	PROPN
eurjchem-1307	402	3	was	be	AUX
eurjchem-1307	402	4	49.3	49.3	NUM
eurjchem-1307	402	5	kcal	kcal	NOUN
eurjchem-1307	402	6	/	/	SYM
eurjchem-1307	402	7	mol	mol	PROPN
eurjchem-1307	402	8	,	,	PUNCT
eurjchem-1307	402	9	compared	compare	VERB
eurjchem-1307	402	10	to	to	ADP
eurjchem-1307	402	11	51.3	51.3	NUM
eurjchem-1307	402	12	kcal	kcal	NOUN
eurjchem-1307	402	13	/	/	SYM
eurjchem-1307	402	14	mol	mol	NOUN
eurjchem-1307	402	15	for	for	ADP
eurjchem-1307	402	16	ion	ion	NOUN
eurjchem-1307	402	17	11‐br+	11‐br+	NUM
eurjchem-1307	402	18	,	,	PUNCT
eurjchem-1307	402	19	and	and	CCONJ
eurjchem-1307	402	20	the	the	DET
eurjchem-1307	402	21	hf	hf	ADJ
eurjchem-1307	402	22	hardness	hardness	NOUN
eurjchem-1307	402	23	was	be	AUX
eurjchem-1307	402	24	129.8	129.8	NUM
eurjchem-1307	402	25	kcal	kcal	NOUN
eurjchem-1307	402	26	/	/	SYM
eurjchem-1307	402	27	mol	mol	PROPN
eurjchem-1307	402	28	,	,	PUNCT
eurjchem-1307	402	29	compared	compare	VERB
eurjchem-1307	402	30	to	to	ADP
eurjchem-1307	402	31	131.0	131.0	NUM
eurjchem-1307	402	32	kcal	kcal	NOUN
eurjchem-1307	402	33	/	/	SYM
eurjchem-1307	402	34	mol	mol	NOUN
eurjchem-1307	402	35	for	for	ADP
eurjchem-1307	402	36	ion	ion	NOUN
eurjchem-1307	402	37	7‐br+	7‐br+	NUM
eurjchem-1307	402	38	.	.	PUNCT
eurjchem-1307	403	1	these	these	DET
eurjchem-1307	403	2	results	result	NOUN
eurjchem-1307	403	3	correlate	correlate	VERB
eurjchem-1307	403	4	well	well	ADV
eurjchem-1307	403	5	with	with	ADP
eurjchem-1307	403	6	the	the	DET
eurjchem-1307	403	7	slightly	slightly	ADV
eurjchem-1307	403	8	greater	great	ADJ
eurjchem-1307	403	9	conjugation	conjugation	NOUN
eurjchem-1307	403	10	effects	effect	NOUN
eurjchem-1307	403	11	seen	see	VERB
eurjchem-1307	403	12	in	in	ADP
eurjchem-1307	403	13	the	the	DET
eurjchem-1307	403	14	distortion	distortion	NOUN
eurjchem-1307	403	15	and	and	CCONJ
eurjchem-1307	403	16	charge	charge	NOUN
eurjchem-1307	403	17	distribution	distribution	NOUN
eurjchem-1307	403	18	of	of	ADP
eurjchem-1307	403	19	ion	ion	NOUN
eurjchem-1307	403	20	7‐br+	7‐br+	NUM
eurjchem-1307	403	21	compared	compare	VERB
eurjchem-1307	403	22	to	to	ADP
eurjchem-1307	403	23	ion	ion	NOUN
eurjchem-1307	403	24	11‐br+	11‐br+	NUM
eurjchem-1307	403	25	.	.	PUNCT
eurjchem-1307	404	1	the	the	DET
eurjchem-1307	404	2	overall	overall	ADV
eurjchem-1307	404	3	greater	great	ADJ
eurjchem-1307	404	4	hardness	hardness	NOUN
eurjchem-1307	404	5	in	in	ADP
eurjchem-1307	404	6	ions	ion	NOUN
eurjchem-1307	404	7	7‐br+	7‐br+	NUM
eurjchem-1307	404	8	and	and	CCONJ
eurjchem-1307	404	9	11‐br+	11‐br+	NUM
eurjchem-1307	404	10	compared	compare	VERB
eurjchem-1307	404	11	to	to	ADP
eurjchem-1307	404	12	ion	ion	NOUN
eurjchem-1307	404	13	1‐br+	1‐br+	NUM
eurjchem-1307	404	14	is	be	AUX
eurjchem-1307	404	15	probably	probably	ADV
eurjchem-1307	404	16	explained	explain	VERB
eurjchem-1307	404	17	by	by	ADP
eurjchem-1307	404	18	the	the	DET
eurjchem-1307	404	19	lower	low	ADJ
eurjchem-1307	404	20	ring	ring	NOUN
eurjchem-1307	404	21	strain	strain	NOUN
eurjchem-1307	404	22	of	of	ADP
eurjchem-1307	404	23	the	the	DET
eurjchem-1307	404	24	cyclobutyl	cyclobutyl	ADJ
eurjchem-1307	404	25	moiety	moiety	NOUN
eurjchem-1307	404	26	compared	compare	VERB
eurjchem-1307	404	27	to	to	ADP
eurjchem-1307	404	28	the	the	DET
eurjchem-1307	404	29	cyclopropyl	cyclopropyl	NOUN
eurjchem-1307	404	30	,	,	PUNCT
eurjchem-1307	404	31	and	and	CCONJ
eurjchem-1307	404	32	this	this	PRON
eurjchem-1307	404	33	also	also	ADV
eurjchem-1307	404	34	can	can	AUX
eurjchem-1307	404	35	explain	explain	VERB
eurjchem-1307	404	36	the	the	DET
eurjchem-1307	404	37	relatively	relatively	ADV
eurjchem-1307	404	38	less	less	ADV
eurjchem-1307	404	39	planar	planar	ADJ
eurjchem-1307	404	40	carbocation	carbocation	NOUN
eurjchem-1307	404	41	character	character	NOUN
eurjchem-1307	404	42	of	of	ADP
eurjchem-1307	404	43	c8	c8	PROPN
eurjchem-1307	404	44	in	in	ADP
eurjchem-1307	404	45	the	the	DET
eurjchem-1307	404	46	pinene	pinene	NOUN
eurjchem-1307	404	47	bromonium	bromonium	NOUN
eurjchem-1307	404	48	ions	ion	NOUN
eurjchem-1307	404	49	,	,	PUNCT
eurjchem-1307	404	50	compared	compare	VERB
eurjchem-1307	404	51	to	to	ADP
eurjchem-1307	404	52	ion	ion	NOUN
eurjchem-1307	404	53	1‐br+	1‐br+	NUM
eurjchem-1307	404	54	.	.	PUNCT
eurjchem-1307	405	1	this	this	PRON
eurjchem-1307	405	2	may	may	AUX
eurjchem-1307	405	3	also	also	ADV
eurjchem-1307	405	4	explain	explain	VERB
eurjchem-1307	405	5	the	the	DET
eurjchem-1307	405	6	tendency	tendency	NOUN
eurjchem-1307	405	7	of	of	ADP
eurjchem-1307	405	8	ion	ion	NOUN
eurjchem-1307	405	9	7‐br+	7‐br+	NUM
eurjchem-1307	405	10	and	and	CCONJ
eurjchem-1307	405	11	ion	ion	NOUN
eurjchem-1307	405	12	11‐br+	11‐br+	INTJ
eurjchem-1307	405	13	to	to	PART
eurjchem-1307	405	14	eliminate	eliminate	VERB
eurjchem-1307	405	15	,	,	PUNCT
eurjchem-1307	405	16	rather	rather	ADV
eurjchem-1307	405	17	than	than	ADP
eurjchem-1307	405	18	undergo	undergo	VERB
eurjchem-1307	405	19	direct	direct	ADJ
eurjchem-1307	405	20	nucleophilic	nucleophilic	ADJ
eurjchem-1307	405	21	attack	attack	NOUN
eurjchem-1307	405	22	at	at	ADP
eurjchem-1307	405	23	c7	c7	PROPN
eurjchem-1307	405	24	,	,	PUNCT
eurjchem-1307	405	25	as	as	SCONJ
eurjchem-1307	405	26	was	be	AUX
eurjchem-1307	405	27	the	the	DET
eurjchem-1307	405	28	case	case	NOUN
eurjchem-1307	405	29	with	with	ADP
eurjchem-1307	405	30	ion	ion	NOUN
eurjchem-1307	405	31	1‐br+	1‐br+	NUM
eurjchem-1307	405	32	,	,	PUNCT
eurjchem-1307	405	33	which	which	PRON
eurjchem-1307	405	34	displayed	display	VERB
eurjchem-1307	405	35	higher	high	ADJ
eurjchem-1307	405	36	positive	positive	ADJ
eurjchem-1307	405	37	charge	charge	NOUN
eurjchem-1307	405	38	and	and	CCONJ
eurjchem-1307	405	39	planarity	planarity	NOUN
eurjchem-1307	405	40	at	at	ADP
eurjchem-1307	405	41	c8	c8	PROPN
eurjchem-1307	405	42	.	.	PUNCT
eurjchem-1307	406	1	5	5	X
eurjchem-1307	406	2	.	.	X
eurjchem-1307	406	3	conclusion	conclusion	NOUN
eurjchem-1307	406	4	it	it	PRON
eurjchem-1307	406	5	has	have	AUX
eurjchem-1307	406	6	been	be	AUX
eurjchem-1307	406	7	demonstrated	demonstrate	VERB
eurjchem-1307	406	8	that	that	SCONJ
eurjchem-1307	406	9	the	the	DET
eurjchem-1307	406	10	reactivity	reactivity	NOUN
eurjchem-1307	406	11	of	of	ADP
eurjchem-1307	406	12	the	the	DET
eurjchem-1307	406	13	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	406	14	halonium	halonium	PROPN
eurjchem-1307	406	15	ions	ion	NOUN
eurjchem-1307	406	16	of	of	ADP
eurjchem-1307	406	17	compound	compound	NOUN
eurjchem-1307	406	18	1	1	NUM
eurjchem-1307	406	19	is	be	AUX
eurjchem-1307	406	20	similar	similar	ADJ
eurjchem-1307	406	21	to	to	ADP
eurjchem-1307	406	22	that	that	PRON
eurjchem-1307	406	23	of	of	ADP
eurjchem-1307	406	24	the	the	DET
eurjchem-1307	406	25	protonated	protonate	VERB
eurjchem-1307	406	26	cyclopropyl	cyclopropyl	NOUN
eurjchem-1307	406	27	epoxide	epoxide	VERB
eurjchem-1307	406	28	2	2	NUM
eurjchem-1307	407	1	[	[	X
eurjchem-1307	407	2	6	6	NUM
eurjchem-1307	407	3	]	]	PUNCT
eurjchem-1307	407	4	and	and	CCONJ
eurjchem-1307	407	5	cyclopropyl	cyclopropyl	ADJ
eurjchem-1307	407	6	tosylaziridine	tosylaziridine	NOUN
eurjchem-1307	407	7	5	5	NUM
eurjchem-1307	408	1	[	[	X
eurjchem-1307	408	2	10	10	NUM
eurjchem-1307	408	3	]	]	PUNCT
eurjchem-1307	408	4	.	.	PUNCT
eurjchem-1307	409	1	as	as	SCONJ
eurjchem-1307	409	2	expected	expect	VERB
eurjchem-1307	409	3	,	,	PUNCT
eurjchem-1307	409	4	the	the	DET
eurjchem-1307	409	5	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	409	6	halonium	halonium	PROPN
eurjchem-1307	409	7	ions	ion	NOUN
eurjchem-1307	409	8	were	be	AUX
eurjchem-1307	409	9	extremely	extremely	ADV
eurjchem-1307	409	10	reactive	reactive	ADJ
eurjchem-1307	409	11	,	,	PUNCT
eurjchem-1307	409	12	but	but	CCONJ
eurjchem-1307	409	13	acetonitrile	acetonitrile	NOUN
eurjchem-1307	409	14	was	be	AUX
eurjchem-1307	409	15	able	able	ADJ
eurjchem-1307	409	16	to	to	PART
eurjchem-1307	409	17	trap	trap	VERB
eurjchem-1307	409	18	them	they	PRON
eurjchem-1307	409	19	,	,	PUNCT
eurjchem-1307	409	20	with	with	ADP
eurjchem-1307	409	21	1,4‐addition	1,4‐addition	NUM
eurjchem-1307	409	22	occurring	occurring	NOUN
eurjchem-1307	409	23	,	,	PUNCT
eurjchem-1307	409	24	opening	open	VERB
eurjchem-1307	409	25	the	the	DET
eurjchem-1307	409	26	cyclopropane	cyclopropane	NOUN
eurjchem-1307	409	27	ring	ring	NOUN
eurjchem-1307	409	28	,	,	PUNCT
eurjchem-1307	409	29	instead	instead	ADV
eurjchem-1307	409	30	of	of	ADP
eurjchem-1307	409	31	1,2‐addition	1,2‐addition	PROPN
eurjchem-1307	409	32	occurring	occurring	NOUN
eurjchem-1307	409	33	,	,	PUNCT
eurjchem-1307	409	34	as	as	SCONJ
eurjchem-1307	409	35	occurs	occur	VERB
eurjchem-1307	409	36	with	with	ADP
eurjchem-1307	409	37	halonium	halonium	NOUN
eurjchem-1307	409	38	ions	ion	NOUN
eurjchem-1307	409	39	of	of	ADP
eurjchem-1307	409	40	compound	compound	NOUN
eurjchem-1307	409	41	3	3	NUM
eurjchem-1307	409	42	[	[	X
eurjchem-1307	409	43	27	27	NUM
eurjchem-1307	409	44	]	]	PUNCT
eurjchem-1307	409	45	.	.	PUNCT
eurjchem-1307	410	1	furthermore	furthermore	ADV
eurjchem-1307	410	2	,	,	PUNCT
eurjchem-1307	410	3	the	the	DET
eurjchem-1307	410	4	reactivity	reactivity	NOUN
eurjchem-1307	410	5	of	of	ADP
eurjchem-1307	410	6	the	the	DET
eurjchem-1307	410	7	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	410	8	halonium	halonium	PROPN
eurjchem-1307	410	9	ions	ion	NOUN
eurjchem-1307	410	10	of	of	ADP
eurjchem-1307	410	11	compound	compound	NOUN
eurjchem-1307	410	12	1	1	NUM
eurjchem-1307	410	13	was	be	AUX
eurjchem-1307	410	14	also	also	ADV
eurjchem-1307	410	15	different	different	ADJ
eurjchem-1307	410	16	than	than	ADP
eurjchem-1307	410	17	that	that	PRON
eurjchem-1307	410	18	reported	report	VERB
eurjchem-1307	410	19	for	for	ADP
eurjchem-1307	410	20	the	the	DET
eurjchem-1307	410	21	acid‐catalyzed	acid‐catalyze	VERB
eurjchem-1307	410	22	prins	prin	NOUN
eurjchem-1307	410	23	reaction	reaction	NOUN
eurjchem-1307	410	24	of	of	ADP
eurjchem-1307	410	25	compound	compound	NOUN
eurjchem-1307	410	26	1	1	NUM
eurjchem-1307	411	1	[	[	X
eurjchem-1307	411	2	2	2	NUM
eurjchem-1307	411	3	]	]	PUNCT
eurjchem-1307	411	4	.	.	PUNCT
eurjchem-1307	412	1	this	this	PRON
eurjchem-1307	412	2	supports	support	VERB
eurjchem-1307	412	3	the	the	DET
eurjchem-1307	412	4	idea	idea	NOUN
eurjchem-1307	412	5	that	that	SCONJ
eurjchem-1307	412	6	the	the	DET
eurjchem-1307	412	7	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	412	8	halonium	halonium	PROPN
eurjchem-1307	412	9	ions	ion	NOUN
eurjchem-1307	412	10	are	be	AUX
eurjchem-1307	412	11	delocalized	delocalize	VERB
eurjchem-1307	412	12	though	though	SCONJ
eurjchem-1307	412	13	the	the	DET
eurjchem-1307	412	14	cyclopropane	cyclopropane	NOUN
eurjchem-1307	412	15	.	.	PUNCT
eurjchem-1307	413	1	similarly	similarly	ADV
eurjchem-1307	413	2	,	,	PUNCT
eurjchem-1307	413	3	the	the	DET
eurjchem-1307	413	4	reactions	reaction	NOUN
eurjchem-1307	413	5	of	of	ADP
eurjchem-1307	413	6	the	the	DET
eurjchem-1307	413	7	bromonium	bromonium	NOUN
eurjchem-1307	413	8	ions	ion	NOUN
eurjchem-1307	413	9	of	of	ADP
eurjchem-1307	413	10	pinenes	pinene	NOUN
eurjchem-1307	413	11	involved	involve	VERB
eurjchem-1307	413	12	opening	opening	NOUN
eurjchem-1307	413	13	of	of	ADP
eurjchem-1307	413	14	the	the	DET
eurjchem-1307	413	15	cyclobutane	cyclobutane	NOUN
eurjchem-1307	413	16	ring	ring	NOUN
eurjchem-1307	413	17	to	to	PART
eurjchem-1307	413	18	give	give	VERB
eurjchem-1307	413	19	an	an	DET
eurjchem-1307	413	20	allylic	allylic	ADJ
eurjchem-1307	413	21	bromide	bromide	NOUN
eurjchem-1307	413	22	,	,	PUNCT
eurjchem-1307	413	23	which	which	PRON
eurjchem-1307	413	24	was	be	AUX
eurjchem-1307	413	25	subsequently	subsequently	ADV
eurjchem-1307	413	26	displaced	displace	VERB
eurjchem-1307	413	27	by	by	ADP
eurjchem-1307	413	28	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	413	29	.	.	PUNCT
eurjchem-1307	414	1	the	the	DET
eurjchem-1307	414	2	cyclobutyl	cyclobutyl	PROPN
eurjchem-1307	414	3	halonium	halonium	NOUN
eurjchem-1307	414	4	ions	ion	NOUN
eurjchem-1307	414	5	could	could	AUX
eurjchem-1307	414	6	be	be	AUX
eurjchem-1307	414	7	trapped	trap	VERB
eurjchem-1307	414	8	directly	directly	ADV
eurjchem-1307	414	9	with	with	ADP
eurjchem-1307	414	10	chloramine‐t	chloramine‐t	PROPN
eurjchem-1307	414	11	,	,	PUNCT
eurjchem-1307	414	12	unlike	unlike	ADP
eurjchem-1307	414	13	the	the	DET
eurjchem-1307	414	14	more	more	ADV
eurjchem-1307	414	15	reactive	reactive	ADJ
eurjchem-1307	414	16	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	414	17	halonium	halonium	NOUN
eurjchem-1307	414	18	ions	ion	NOUN
eurjchem-1307	414	19	,	,	PUNCT
eurjchem-1307	414	20	which	which	PRON
eurjchem-1307	414	21	had	have	VERB
eurjchem-1307	414	22	to	to	PART
eurjchem-1307	414	23	first	first	ADV
eurjchem-1307	414	24	be	be	AUX
eurjchem-1307	414	25	trapped	trap	VERB
eurjchem-1307	414	26	by	by	ADP
eurjchem-1307	414	27	acetonitrile	acetonitrile	ADJ
eurjchem-1307	414	28	solvent	solvent	NOUN
eurjchem-1307	414	29	.	.	PUNCT
eurjchem-1307	415	1	x‐	x‐	PROPN
eurjchem-1307	415	2	ray	ray	PROPN
eurjchem-1307	415	3	crystallography	crystallography	NOUN
eurjchem-1307	415	4	of	of	ADP
eurjchem-1307	415	5	allylic	allylic	ADJ
eurjchem-1307	415	6	amine	amine	ADJ
eurjchem-1307	415	7	16b	16b	NOUN
eurjchem-1307	415	8	and	and	CCONJ
eurjchem-1307	415	9	the	the	DET
eurjchem-1307	415	10	formation	formation	NOUN
eurjchem-1307	415	11	of	of	ADP
eurjchem-1307	415	12	compound	compound	NOUN
eurjchem-1307	415	13	22	22	NUM
eurjchem-1307	415	14	suggest	suggest	VERB
eurjchem-1307	415	15	that	that	SCONJ
eurjchem-1307	415	16	after	after	ADP
eurjchem-1307	415	17	opening	opening	NOUN
eurjchem-1307	415	18	of	of	ADP
eurjchem-1307	415	19	the	the	DET
eurjchem-1307	415	20	cyclobutyl	cyclobutyl	PROPN
eurjchem-1307	415	21	halonium	halonium	NOUN
eurjchem-1307	415	22	ion	ion	NOUN
eurjchem-1307	415	23	,	,	PUNCT
eurjchem-1307	415	24	the	the	DET
eurjchem-1307	415	25	displacement	displacement	NOUN
eurjchem-1307	415	26	of	of	ADP
eurjchem-1307	415	27	the	the	DET
eurjchem-1307	415	28	halide	halide	NOUN
eurjchem-1307	415	29	occurs	occur	VERB
eurjchem-1307	415	30	by	by	ADP
eurjchem-1307	415	31	an	an	DET
eurjchem-1307	415	32	sn2	sn2	PROPN
eurjchem-1307	415	33	mechanism	mechanism	NOUN
eurjchem-1307	415	34	with	with	ADP
eurjchem-1307	415	35	displacement	displacement	NOUN
eurjchem-1307	415	36	directly	directly	ADV
eurjchem-1307	415	37	at	at	ADP
eurjchem-1307	415	38	the	the	DET
eurjchem-1307	415	39	halogenated	halogenated	ADJ
eurjchem-1307	415	40	carbon	carbon	NOUN
eurjchem-1307	415	41	rather	rather	ADV
eurjchem-1307	415	42	than	than	ADP
eurjchem-1307	415	43	at	at	ADP
eurjchem-1307	415	44	the	the	DET
eurjchem-1307	415	45	allylic	allylic	ADJ
eurjchem-1307	415	46	carbon	carbon	NOUN
eurjchem-1307	415	47	.	.	PUNCT
eurjchem-1307	416	1	silverberg	silverberg	PROPN
eurjchem-1307	416	2	et	et	PROPN
eurjchem-1307	416	3	al	al	PROPN
eurjchem-1307	416	4	.	.	PUNCT
eurjchem-1307	416	5	/	/	SYM
eurjchem-1307	416	6	european	european	PROPN
eurjchem-1307	416	7	journal	journal	PROPN
eurjchem-1307	416	8	of	of	ADP
eurjchem-1307	416	9	chemistry	chemistry	NOUN
eurjchem-1307	416	10	6	6	NUM
eurjchem-1307	416	11	(	(	PUNCT
eurjchem-1307	416	12	4	4	NUM
eurjchem-1307	416	13	)	)	PUNCT
eurjchem-1307	416	14	(	(	PUNCT
eurjchem-1307	416	15	2015	2015	NUM
eurjchem-1307	416	16	)	)	PUNCT
eurjchem-1307	416	17	430‐443	430‐443	NOUN
eurjchem-1307	416	18	443	443	NUM
eurjchem-1307	416	19	the	the	DET
eurjchem-1307	416	20	molecular	molecular	ADJ
eurjchem-1307	416	21	and	and	CCONJ
eurjchem-1307	416	22	electronic	electronic	ADJ
eurjchem-1307	416	23	structures	structure	NOUN
eurjchem-1307	416	24	of	of	ADP
eurjchem-1307	416	25	bromonium	bromonium	NOUN
eurjchem-1307	416	26	ions	ion	NOUN
eurjchem-1307	416	27	1‐br+	1‐br+	NUM
eurjchem-1307	416	28	,	,	PUNCT
eurjchem-1307	416	29	7‐br+	7‐br+	NUM
eurjchem-1307	416	30	and	and	CCONJ
eurjchem-1307	416	31	11‐br+	11‐br+	NUM
eurjchem-1307	416	32	were	be	AUX
eurjchem-1307	416	33	calculated	calculate	VERB
eurjchem-1307	416	34	using	use	VERB
eurjchem-1307	416	35	various	various	ADJ
eurjchem-1307	416	36	ab	ab	PROPN
eurjchem-1307	416	37	initio	initio	NOUN
eurjchem-1307	416	38	and	and	CCONJ
eurjchem-1307	416	39	density	density	NOUN
eurjchem-1307	416	40	functional	functional	ADJ
eurjchem-1307	416	41	theory	theory	NOUN
eurjchem-1307	416	42	methods	method	NOUN
eurjchem-1307	416	43	,	,	PUNCT
eurjchem-1307	416	44	and	and	CCONJ
eurjchem-1307	416	45	compared	compare	VERB
eurjchem-1307	416	46	with	with	ADP
eurjchem-1307	416	47	bromonium	bromonium	NOUN
eurjchem-1307	416	48	ions	ion	NOUN
eurjchem-1307	416	49	of	of	ADP
eurjchem-1307	416	50	select	select	ADJ
eurjchem-1307	416	51	cyclohexenes	cyclohexene	NOUN
eurjchem-1307	416	52	,	,	PUNCT
eurjchem-1307	416	53	and	and	CCONJ
eurjchem-1307	416	54	also	also	ADV
eurjchem-1307	416	55	those	those	PRON
eurjchem-1307	416	56	of	of	ADP
eurjchem-1307	416	57	select	select	ADJ
eurjchem-1307	416	58	cyclohexadienes	cyclohexadiene	NOUN
eurjchem-1307	416	59	with	with	ADP
eurjchem-1307	416	60	double	double	ADJ
eurjchem-1307	416	61	bonds	bond	NOUN
eurjchem-1307	416	62	in	in	ADP
eurjchem-1307	416	63	conjugation	conjugation	NOUN
eurjchem-1307	416	64	.	.	PUNCT
eurjchem-1307	417	1	in	in	ADP
eurjchem-1307	417	2	terms	term	NOUN
eurjchem-1307	417	3	of	of	ADP
eurjchem-1307	417	4	their	their	PRON
eurjchem-1307	417	5	optimized	optimize	VERB
eurjchem-1307	417	6	structures	structure	NOUN
eurjchem-1307	417	7	,	,	PUNCT
eurjchem-1307	417	8	ions	ion	NOUN
eurjchem-1307	417	9	1‐br+	1‐br+	NUM
eurjchem-1307	417	10	(	(	PUNCT
eurjchem-1307	417	11	cyclopropane	cyclopropane	NOUN
eurjchem-1307	417	12	)	)	PUNCT
eurjchem-1307	417	13	,	,	PUNCT
eurjchem-1307	417	14	7‐br+	7‐br+	NUM
eurjchem-1307	417	15	and	and	CCONJ
eurjchem-1307	417	16	11‐br+	11‐br+	NUM
eurjchem-1307	417	17	(	(	PUNCT
eurjchem-1307	417	18	cyclobutanes	cyclobutane	NOUN
eurjchem-1307	417	19	)	)	PUNCT
eurjchem-1307	417	20	all	all	PRON
eurjchem-1307	417	21	display	display	VERB
eurjchem-1307	417	22	partial	partial	ADJ
eurjchem-1307	417	23	small	small	ADJ
eurjchem-1307	417	24	alkyl	alkyl	NOUN
eurjchem-1307	417	25	ring	ring	NOUN
eurjchem-1307	417	26	opening	opening	NOUN
eurjchem-1307	417	27	,	,	PUNCT
eurjchem-1307	417	28	as	as	ADV
eurjchem-1307	417	29	well	well	ADV
eurjchem-1307	417	30	as	as	ADP
eurjchem-1307	417	31	bond	bond	NOUN
eurjchem-1307	417	32	distortions	distortion	NOUN
eurjchem-1307	417	33	commensurate	commensurate	ADJ
eurjchem-1307	417	34	with	with	ADP
eurjchem-1307	417	35	conjugation	conjugation	NOUN
eurjchem-1307	417	36	to	to	ADP
eurjchem-1307	417	37	the	the	DET
eurjchem-1307	417	38	cyclopropane	cyclopropane	NOUN
eurjchem-1307	417	39	or	or	CCONJ
eurjchem-1307	417	40	cyclobutane	cyclobutane	NOUN
eurjchem-1307	417	41	ring	ring	NOUN
eurjchem-1307	417	42	from	from	ADP
eurjchem-1307	417	43	the	the	DET
eurjchem-1307	417	44	bromine	bromine	NOUN
eurjchem-1307	417	45	,	,	PUNCT
eurjchem-1307	417	46	including	include	VERB
eurjchem-1307	417	47	partial	partial	ADJ
eurjchem-1307	417	48	ring	ring	NOUN
eurjchem-1307	417	49	opening	opening	NOUN
eurjchem-1307	417	50	of	of	ADP
eurjchem-1307	417	51	the	the	DET
eurjchem-1307	417	52	three‐	three‐	NOUN
eurjchem-1307	417	53	membered	membere	VERB
eurjchem-1307	417	54	ring	ring	NOUN
eurjchem-1307	417	55	of	of	ADP
eurjchem-1307	417	56	the	the	DET
eurjchem-1307	417	57	bromonium	bromonium	NOUN
eurjchem-1307	417	58	ion	ion	NOUN
eurjchem-1307	417	59	moiety	moiety	NOUN
eurjchem-1307	417	60	.	.	PUNCT
eurjchem-1307	418	1	bond	bond	NOUN
eurjchem-1307	418	2	length	length	NOUN
eurjchem-1307	418	3	changes	change	NOUN
eurjchem-1307	418	4	compared	compare	VERB
eurjchem-1307	418	5	to	to	ADP
eurjchem-1307	418	6	the	the	DET
eurjchem-1307	418	7	substrates	substrate	NOUN
eurjchem-1307	418	8	,	,	PUNCT
eurjchem-1307	418	9	in	in	ADP
eurjchem-1307	418	10	general	general	ADJ
eurjchem-1307	418	11	,	,	PUNCT
eurjchem-1307	418	12	were	be	AUX
eurjchem-1307	418	13	similar	similar	ADJ
eurjchem-1307	418	14	with	with	ADP
eurjchem-1307	418	15	the	the	DET
eurjchem-1307	418	16	bromonium	bromonium	NOUN
eurjchem-1307	418	17	ions	ion	NOUN
eurjchem-1307	418	18	of	of	ADP
eurjchem-1307	418	19	the	the	DET
eurjchem-1307	418	20	conjugated	conjugate	VERB
eurjchem-1307	418	21	cyclohexadienes	cyclohexadiene	NOUN
eurjchem-1307	418	22	we	we	PRON
eurjchem-1307	418	23	chose	choose	VERB
eurjchem-1307	418	24	to	to	PART
eurjchem-1307	418	25	include	include	VERB
eurjchem-1307	418	26	.	.	PUNCT
eurjchem-1307	419	1	absolute	absolute	ADJ
eurjchem-1307	419	2	hardness	hardness	NOUN
eurjchem-1307	419	3	,	,	PUNCT
eurjchem-1307	419	4	using	use	VERB
eurjchem-1307	419	5	hf	hf	NOUN
eurjchem-1307	419	6	/	/	SYM
eurjchem-1307	419	7	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	419	8	and	and	CCONJ
eurjchem-1307	419	9	b3lyp	b3lyp	SYM
eurjchem-1307	419	10	/	/	SYM
eurjchem-1307	419	11	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	419	12	,	,	PUNCT
eurjchem-1307	419	13	was	be	AUX
eurjchem-1307	419	14	calculated	calculate	VERB
eurjchem-1307	419	15	for	for	ADP
eurjchem-1307	419	16	all	all	DET
eurjchem-1307	419	17	bromonium	bromonium	NOUN
eurjchem-1307	419	18	ions	ion	NOUN
eurjchem-1307	419	19	presented	present	VERB
eurjchem-1307	419	20	in	in	ADP
eurjchem-1307	419	21	this	this	DET
eurjchem-1307	419	22	report	report	NOUN
eurjchem-1307	419	23	.	.	PUNCT
eurjchem-1307	420	1	to	to	ADP
eurjchem-1307	420	2	the	the	DET
eurjchem-1307	420	3	best	good	ADJ
eurjchem-1307	420	4	of	of	ADP
eurjchem-1307	420	5	our	our	PRON
eurjchem-1307	420	6	knowledge	knowledge	NOUN
eurjchem-1307	420	7	,	,	PUNCT
eurjchem-1307	420	8	this	this	DET
eurjchem-1307	420	9	method	method	NOUN
eurjchem-1307	420	10	has	have	AUX
eurjchem-1307	420	11	not	not	PART
eurjchem-1307	420	12	been	be	AUX
eurjchem-1307	420	13	used	use	VERB
eurjchem-1307	420	14	for	for	ADP
eurjchem-1307	420	15	analyzing	analyze	VERB
eurjchem-1307	420	16	such	such	ADJ
eurjchem-1307	420	17	reactive	reactive	ADJ
eurjchem-1307	420	18	intermediates	intermediate	NOUN
eurjchem-1307	420	19	,	,	PUNCT
eurjchem-1307	420	20	but	but	CCONJ
eurjchem-1307	420	21	the	the	DET
eurjchem-1307	420	22	results	result	NOUN
eurjchem-1307	420	23	showed	show	VERB
eurjchem-1307	420	24	that	that	SCONJ
eurjchem-1307	420	25	ion	ion	NOUN
eurjchem-1307	420	26	1‐br+	1‐br+	NUM
eurjchem-1307	420	27	displays	display	NOUN
eurjchem-1307	420	28	similar	similar	ADJ
eurjchem-1307	420	29	hardness	hardness	NOUN
eurjchem-1307	420	30	,	,	PUNCT
eurjchem-1307	420	31	or	or	CCONJ
eurjchem-1307	420	32	the	the	DET
eurjchem-1307	420	33	lack	lack	NOUN
eurjchem-1307	420	34	thereof	thereof	ADV
eurjchem-1307	420	35	,	,	PUNCT
eurjchem-1307	420	36	as	as	ADP
eurjchem-1307	420	37	those	those	PRON
eurjchem-1307	420	38	of	of	ADP
eurjchem-1307	420	39	bromonium	bromonium	NOUN
eurjchem-1307	420	40	ions	ion	NOUN
eurjchem-1307	420	41	of	of	ADP
eurjchem-1307	420	42	the	the	DET
eurjchem-1307	420	43	conjugated	conjugate	VERB
eurjchem-1307	420	44	cyclohexenes	cyclohexene	NOUN
eurjchem-1307	420	45	included	include	VERB
eurjchem-1307	420	46	in	in	ADP
eurjchem-1307	420	47	this	this	DET
eurjchem-1307	420	48	theoretical	theoretical	ADJ
eurjchem-1307	420	49	study	study	NOUN
eurjchem-1307	420	50	,	,	PUNCT
eurjchem-1307	420	51	which	which	PRON
eurjchem-1307	420	52	was	be	AUX
eurjchem-1307	420	53	expected	expect	VERB
eurjchem-1307	420	54	,	,	PUNCT
eurjchem-1307	420	55	and	and	CCONJ
eurjchem-1307	420	56	ions	ion	NOUN
eurjchem-1307	420	57	7‐br+	7‐br+	NUM
eurjchem-1307	420	58	and	and	CCONJ
eurjchem-1307	420	59	11‐	11‐	NUM
eurjchem-1307	420	60	br+	br+	NOUN
eurjchem-1307	420	61	,	,	PUNCT
eurjchem-1307	420	62	while	while	SCONJ
eurjchem-1307	420	63	somewhat	somewhat	ADV
eurjchem-1307	420	64	harder	hard	ADV
eurjchem-1307	420	65	than	than	ADP
eurjchem-1307	420	66	ion	ion	NOUN
eurjchem-1307	420	67	1‐br+	1‐br+	NUM
eurjchem-1307	420	68	,	,	PUNCT
eurjchem-1307	420	69	also	also	ADV
eurjchem-1307	420	70	displayed	display	VERB
eurjchem-1307	420	71	hardness	hardness	ADJ
eurjchem-1307	420	72	values	value	NOUN
eurjchem-1307	420	73	much	much	ADV
eurjchem-1307	420	74	lower	low	ADJ
eurjchem-1307	420	75	than	than	ADP
eurjchem-1307	420	76	bromonium	bromonium	NOUN
eurjchem-1307	420	77	ions	ion	NOUN
eurjchem-1307	420	78	of	of	ADP
eurjchem-1307	420	79	non‐	non‐	ADV
eurjchem-1307	420	80	conjugated	conjugated	ADJ
eurjchem-1307	420	81	mono‐alkenes	mono‐alkene	NOUN
eurjchem-1307	420	82	included	include	VERB
eurjchem-1307	420	83	in	in	ADP
eurjchem-1307	420	84	this	this	DET
eurjchem-1307	420	85	report	report	NOUN
eurjchem-1307	420	86	.	.	PUNCT
eurjchem-1307	421	1	finally	finally	ADV
eurjchem-1307	421	2	,	,	PUNCT
eurjchem-1307	421	3	npa	npa	PROPN
eurjchem-1307	421	4	atomic	atomic	ADJ
eurjchem-1307	421	5	charges	charge	NOUN
eurjchem-1307	421	6	on	on	ADP
eurjchem-1307	421	7	all	all	DET
eurjchem-1307	421	8	bromonium	bromonium	NOUN
eurjchem-1307	421	9	ions	ion	NOUN
eurjchem-1307	421	10	in	in	ADP
eurjchem-1307	421	11	this	this	DET
eurjchem-1307	421	12	report	report	NOUN
eurjchem-1307	421	13	were	be	AUX
eurjchem-1307	421	14	calculated	calculate	VERB
eurjchem-1307	421	15	from	from	ADP
eurjchem-1307	421	16	their	their	PRON
eurjchem-1307	421	17	mp2	mp2	NOUN
eurjchem-1307	421	18	/	/	SYM
eurjchem-1307	421	19	aug‐cc‐pvdz	aug‐cc‐pvdz	NOUN
eurjchem-1307	421	20	electron	electron	NOUN
eurjchem-1307	421	21	densities	density	NOUN
eurjchem-1307	421	22	,	,	PUNCT
eurjchem-1307	421	23	and	and	CCONJ
eurjchem-1307	421	24	those	those	PRON
eurjchem-1307	421	25	of	of	ADP
eurjchem-1307	421	26	atoms	atom	NOUN
eurjchem-1307	421	27	potentially	potentially	ADV
eurjchem-1307	421	28	involved	involve	VERB
eurjchem-1307	421	29	in	in	ADP
eurjchem-1307	421	30	any	any	DET
eurjchem-1307	421	31	possible	possible	ADJ
eurjchem-1307	421	32	conjugation	conjugation	NOUN
eurjchem-1307	421	33	effects	effect	NOUN
eurjchem-1307	421	34	were	be	AUX
eurjchem-1307	421	35	reported	report	VERB
eurjchem-1307	421	36	.	.	PUNCT
eurjchem-1307	422	1	ions	ion	NOUN
eurjchem-1307	422	2	1‐br+	1‐br+	NUM
eurjchem-1307	422	3	,	,	PUNCT
eurjchem-1307	422	4	7‐br+	7‐br+	NUM
eurjchem-1307	422	5	and	and	CCONJ
eurjchem-1307	422	6	11‐	11‐	NUM
eurjchem-1307	422	7	br+	br+	NOUN
eurjchem-1307	422	8	all	all	DET
eurjchem-1307	422	9	display	display	NOUN
eurjchem-1307	422	10	delocalization	delocalization	NOUN
eurjchem-1307	422	11	of	of	ADP
eurjchem-1307	422	12	the	the	DET
eurjchem-1307	422	13	positive	positive	ADJ
eurjchem-1307	422	14	charge	charge	NOUN
eurjchem-1307	422	15	from	from	ADP
eurjchem-1307	422	16	the	the	DET
eurjchem-1307	422	17	br	br	NOUN
eurjchem-1307	422	18	down	down	ADP
eurjchem-1307	422	19	into	into	ADP
eurjchem-1307	422	20	the	the	DET
eurjchem-1307	422	21	dimethyl	dimethyl	NOUN
eurjchem-1307	422	22	carbon	carbon	NOUN
eurjchem-1307	422	23	of	of	ADP
eurjchem-1307	422	24	the	the	DET
eurjchem-1307	422	25	cyclopropane	cyclopropane	NOUN
eurjchem-1307	422	26	(	(	PUNCT
eurjchem-1307	422	27	ion	ion	NOUN
eurjchem-1307	422	28	1‐br+	1‐br+	NUM
eurjchem-1307	422	29	)	)	PUNCT
eurjchem-1307	422	30	or	or	CCONJ
eurjchem-1307	422	31	cyclobutane	cyclobutane	NOUN
eurjchem-1307	422	32	(	(	PUNCT
eurjchem-1307	422	33	ions	ion	NOUN
eurjchem-1307	422	34	7‐br+	7‐br+	NUM
eurjchem-1307	422	35	and	and	CCONJ
eurjchem-1307	422	36	11‐br+	11‐br+	NUM
eurjchem-1307	422	37	)	)	PUNCT
eurjchem-1307	422	38	,	,	PUNCT
eurjchem-1307	422	39	and	and	CCONJ
eurjchem-1307	422	40	with	with	ADP
eurjchem-1307	422	41	values	value	NOUN
eurjchem-1307	422	42	similar	similar	ADJ
eurjchem-1307	422	43	to	to	ADP
eurjchem-1307	422	44	those	those	PRON
eurjchem-1307	422	45	of	of	ADP
eurjchem-1307	422	46	the	the	DET
eurjchem-1307	422	47	conjugated	conjugate	VERB
eurjchem-1307	422	48	cyclohexadiene	cyclohexadiene	PROPN
eurjchem-1307	422	49	bromonium	bromonium	NOUN
eurjchem-1307	422	50	ions	ion	NOUN
eurjchem-1307	422	51	.	.	PUNCT
eurjchem-1307	423	1	thus	thus	ADV
eurjchem-1307	423	2	,	,	PUNCT
eurjchem-1307	423	3	taken	take	VERB
eurjchem-1307	423	4	separately	separately	ADV
eurjchem-1307	423	5	or	or	CCONJ
eurjchem-1307	423	6	in	in	ADP
eurjchem-1307	423	7	combination	combination	NOUN
eurjchem-1307	423	8	,	,	PUNCT
eurjchem-1307	423	9	structural	structural	ADJ
eurjchem-1307	423	10	effects	effect	NOUN
eurjchem-1307	423	11	upon	upon	SCONJ
eurjchem-1307	423	12	bromination	bromination	NOUN
eurjchem-1307	423	13	,	,	PUNCT
eurjchem-1307	423	14	absolute	absolute	ADJ
eurjchem-1307	423	15	hardness	hardness	NOUN
eurjchem-1307	423	16	,	,	PUNCT
eurjchem-1307	423	17	and	and	CCONJ
eurjchem-1307	423	18	npa	npa	NOUN
eurjchem-1307	423	19	charges	charge	NOUN
eurjchem-1307	423	20	all	all	DET
eurjchem-1307	423	21	support	support	VERB
eurjchem-1307	423	22	conjugation	conjugation	NOUN
eurjchem-1307	423	23	being	be	AUX
eurjchem-1307	423	24	present	present	ADJ
eurjchem-1307	423	25	in	in	ADP
eurjchem-1307	423	26	ions	ion	NOUN
eurjchem-1307	423	27	1‐br+	1‐br+	NUM
eurjchem-1307	423	28	,	,	PUNCT
eurjchem-1307	423	29	7‐br+	7‐br+	NUM
eurjchem-1307	423	30	and	and	CCONJ
eurjchem-1307	423	31	11‐br+	11‐br+	NUM
eurjchem-1307	423	32	.	.	PUNCT
eurjchem-1307	424	1	hardness	hardness	PROPN
eurjchem-1307	424	2	and	and	CCONJ
eurjchem-1307	424	3	npa	npa	NOUN
eurjchem-1307	424	4	charges	charge	NOUN
eurjchem-1307	424	5	are	be	AUX
eurjchem-1307	424	6	simply	simply	ADV
eurjchem-1307	424	7	calculated	calculate	VERB
eurjchem-1307	424	8	in	in	ADP
eurjchem-1307	424	9	gaussian09	gaussian09	NOUN
eurjchem-1307	424	10	,	,	PUNCT
eurjchem-1307	424	11	and	and	CCONJ
eurjchem-1307	424	12	we	we	PRON
eurjchem-1307	424	13	believe	believe	VERB
eurjchem-1307	424	14	these	these	PRON
eurjchem-1307	424	15	can	can	AUX
eurjchem-1307	424	16	be	be	AUX
eurjchem-1307	424	17	easily	easily	ADV
eurjchem-1307	424	18	accessible	accessible	ADJ
eurjchem-1307	424	19	and	and	CCONJ
eurjchem-1307	424	20	powerful	powerful	ADJ
eurjchem-1307	424	21	theoretical	theoretical	ADJ
eurjchem-1307	424	22	probes	probe	NOUN
eurjchem-1307	424	23	for	for	ADP
eurjchem-1307	424	24	researchers	researcher	NOUN
eurjchem-1307	424	25	studying	study	VERB
eurjchem-1307	424	26	similar	similar	ADJ
eurjchem-1307	424	27	reactive	reactive	ADJ
eurjchem-1307	424	28	intermediates	intermediate	NOUN
eurjchem-1307	424	29	and	and	CCONJ
eurjchem-1307	424	30	their	their	PRON
eurjchem-1307	424	31	electronic	electronic	ADJ
eurjchem-1307	424	32	structure	structure	NOUN
eurjchem-1307	424	33	.	.	PUNCT
eurjchem-1307	425	1	acknowledgements	acknowledgement	NOUN
eurjchem-1307	425	2	ljs	ljs	PROPN
eurjchem-1307	425	3	gratefully	gratefully	ADV
eurjchem-1307	425	4	thanks	thanks	PROPN
eurjchem-1307	425	5	prof	prof	PROPN
eurjchem-1307	425	6	.	.	PUNCT
eurjchem-1307	426	1	douglass	douglass	PROPN
eurjchem-1307	426	2	f.	f.	PROPN
eurjchem-1307	426	3	taber	taber	PROPN
eurjchem-1307	426	4	(	(	PUNCT
eurjchem-1307	426	5	university	university	PROPN
eurjchem-1307	426	6	of	of	ADP
eurjchem-1307	426	7	delaware	delaware	PROPN
eurjchem-1307	426	8	)	)	PUNCT
eurjchem-1307	426	9	for	for	ADP
eurjchem-1307	426	10	the	the	DET
eurjchem-1307	426	11	gifts	gift	NOUN
eurjchem-1307	426	12	of	of	ADP
eurjchem-1307	426	13	compounds	compound	NOUN
eurjchem-1307	426	14	1	1	NUM
eurjchem-1307	426	15	and	and	CCONJ
eurjchem-1307	426	16	11	11	NUM
eurjchem-1307	426	17	,	,	PUNCT
eurjchem-1307	426	18	the	the	DET
eurjchem-1307	426	19	late	late	ADJ
eurjchem-1307	426	20	prof	prof	PROPN
eurjchem-1307	426	21	.	.	PUNCT
eurjchem-1307	427	1	charles	charles	PROPN
eurjchem-1307	427	2	russell	russell	PROPN
eurjchem-1307	427	3	(	(	PUNCT
eurjchem-1307	427	4	muhlenberg	muhlenberg	PROPN
eurjchem-1307	427	5	college	college	PROPN
eurjchem-1307	427	6	)	)	PUNCT
eurjchem-1307	427	7	for	for	ADP
eurjchem-1307	427	8	his	his	PRON
eurjchem-1307	427	9	help	help	NOUN
eurjchem-1307	427	10	and	and	CCONJ
eurjchem-1307	427	11	use	use	NOUN
eurjchem-1307	427	12	of	of	ADP
eurjchem-1307	427	13	his	his	PRON
eurjchem-1307	427	14	department	department	NOUN
eurjchem-1307	427	15	’s	’s	PART
eurjchem-1307	427	16	instrumentation	instrumentation	NOUN
eurjchem-1307	427	17	,	,	PUNCT
eurjchem-1307	427	18	prof	prof	PROPN
eurjchem-1307	427	19	.	.	PUNCT
eurjchem-1307	428	1	mark	mark	PROPN
eurjchem-1307	428	2	maroncelli	maroncelli	PROPN
eurjchem-1307	428	3	(	(	PUNCT
eurjchem-1307	428	4	penn	penn	PROPN
eurjchem-1307	428	5	state	state	PROPN
eurjchem-1307	428	6	university	university	PROPN
eurjchem-1307	428	7	park	park	NOUN
eurjchem-1307	428	8	)	)	PUNCT
eurjchem-1307	428	9	for	for	ADP
eurjchem-1307	428	10	providing	provide	VERB
eurjchem-1307	428	11	equipment	equipment	NOUN
eurjchem-1307	428	12	,	,	PUNCT
eurjchem-1307	428	13	prof	prof	PROPN
eurjchem-1307	428	14	.	.	PUNCT
eurjchem-1307	429	1	gong	gong	PROPN
eurjchem-1307	429	2	chen	chen	PROPN
eurjchem-1307	429	3	(	(	PUNCT
eurjchem-1307	429	4	penn	penn	PROPN
eurjchem-1307	429	5	state	state	PROPN
eurjchem-1307	429	6	university	university	PROPN
eurjchem-1307	429	7	park	park	NOUN
eurjchem-1307	429	8	)	)	PUNCT
eurjchem-1307	429	9	for	for	ADP
eurjchem-1307	429	10	his	his	PRON
eurjchem-1307	429	11	group	group	NOUN
eurjchem-1307	429	12	’s	’s	PART
eurjchem-1307	429	13	assistance	assistance	NOUN
eurjchem-1307	429	14	with	with	ADP
eurjchem-1307	429	15	analytical	analytical	ADJ
eurjchem-1307	429	16	work	work	NOUN
eurjchem-1307	429	17	,	,	PUNCT
eurjchem-1307	429	18	prof	prof	PROPN
eurjchem-1307	429	19	.	.	PUNCT
eurjchem-1307	430	1	james	james	PROPN
eurjchem-1307	430	2	anderson	anderson	PROPN
eurjchem-1307	430	3	(	(	PUNCT
eurjchem-1307	430	4	penn	penn	PROPN
eurjchem-1307	430	5	state	state	PROPN
eurjchem-1307	430	6	university	university	PROPN
eurjchem-1307	430	7	park	park	NOUN
eurjchem-1307	430	8	)	)	PUNCT
eurjchem-1307	430	9	for	for	ADP
eurjchem-1307	430	10	helpful	helpful	ADJ
eurjchem-1307	430	11	discussions	discussion	NOUN
eurjchem-1307	430	12	,	,	PUNCT
eurjchem-1307	430	13	and	and	CCONJ
eurjchem-1307	430	14	penn	penn	PROPN
eurjchem-1307	430	15	state	state	PROPN
eurjchem-1307	430	16	schuylkill	schuylkill	PROPN
eurjchem-1307	430	17	for	for	ADP
eurjchem-1307	430	18	financial	financial	ADJ
eurjchem-1307	430	19	support	support	NOUN
eurjchem-1307	430	20	.	.	PUNCT
eurjchem-1307	431	1	kak	kak	PROPN
eurjchem-1307	431	2	thanks	thanks	PROPN
eurjchem-1307	431	3	the	the	DET
eurjchem-1307	431	4	penn	penn	PROPN
eurjchem-1307	431	5	state	state	PROPN
eurjchem-1307	431	6	institute	institute	PROPN
eurjchem-1307	431	7	for	for	ADP
eurjchem-1307	431	8	cyber	cyber	PROPN
eurjchem-1307	431	9	science	science	PROPN
eurjchem-1307	431	10	(	(	PUNCT
eurjchem-1307	431	11	ics	ics	PROPN
eurjchem-1307	431	12	,	,	PUNCT
eurjchem-1307	431	13	penn	penn	PROPN
eurjchem-1307	431	14	state	state	PROPN
eurjchem-1307	431	15	university	university	PROPN
eurjchem-1307	431	16	park	park	NOUN
eurjchem-1307	431	17	)	)	PUNCT
eurjchem-1307	431	18	for	for	ADP
eurjchem-1307	431	19	providing	provide	VERB
eurjchem-1307	431	20	computer	computer	NOUN
eurjchem-1307	431	21	resources	resource	NOUN
eurjchem-1307	431	22	used	use	VERB
eurjchem-1307	431	23	for	for	ADP
eurjchem-1307	431	24	the	the	DET
eurjchem-1307	431	25	calculations	calculation	NOUN
eurjchem-1307	431	26	,	,	PUNCT
eurjchem-1307	431	27	and	and	CCONJ
eurjchem-1307	431	28	chuck	chuck	PROPN
eurjchem-1307	431	29	gilbert	gilbert	PROPN
eurjchem-1307	431	30	for	for	ADP
eurjchem-1307	431	31	technical	technical	ADJ
eurjchem-1307	431	32	assistance	assistance	NOUN
eurjchem-1307	431	33	(	(	PUNCT
eurjchem-1307	431	34	ics	ics	PROPN
eurjchem-1307	431	35	,	,	PUNCT
eurjchem-1307	431	36	penn	penn	PROPN
eurjchem-1307	431	37	state	state	PROPN
eurjchem-1307	431	38	university	university	PROPN
eurjchem-1307	431	39	park	park	NOUN
eurjchem-1307	431	40	)	)	PUNCT
eurjchem-1307	431	41	.	.	PUNCT
eurjchem-1307	432	1	supplementary	supplementary	ADJ
eurjchem-1307	432	2	material	material	NOUN
eurjchem-1307	432	3	ccdc‐831756	ccdc‐831756	PROPN
eurjchem-1307	432	4	and	and	CCONJ
eurjchem-1307	432	5	ccdc‐1415151	ccdc‐1415151	NOUN
eurjchem-1307	432	6	contain	contain	VERB
eurjchem-1307	432	7	the	the	DET
eurjchem-1307	432	8	supplementary	supplementary	ADJ
eurjchem-1307	432	9	crystallographic	crystallographic	ADJ
eurjchem-1307	432	10	data	datum	NOUN
eurjchem-1307	432	11	for	for	ADP
eurjchem-1307	432	12	this	this	DET
eurjchem-1307	432	13	paper	paper	NOUN
eurjchem-1307	432	14	.	.	PUNCT
eurjchem-1307	433	1	these	these	DET
eurjchem-1307	433	2	data	datum	NOUN
eurjchem-1307	433	3	can	can	AUX
eurjchem-1307	433	4	be	be	AUX
eurjchem-1307	433	5	obtained	obtain	VERB
eurjchem-1307	433	6	free	free	ADJ
eurjchem-1307	433	7	of	of	ADP
eurjchem-1307	433	8	charge	charge	NOUN
eurjchem-1307	433	9	via	via	ADP
eurjchem-1307	433	10	www.ccdc.cam.ac.uk	www.ccdc.cam.ac.uk	NOUN
eurjchem-1307	433	11	/data_request	/data_request	PROPN
eurjchem-1307	433	12	/	/	SYM
eurjchem-1307	433	13	cif	cif	PROPN
eurjchem-1307	433	14	,	,	PUNCT
eurjchem-1307	433	15	or	or	CCONJ
eurjchem-1307	433	16	by	by	ADP
eurjchem-1307	433	17	e‐mailing	e‐maile	VERB
eurjchem-1307	433	18	data_request@	data_request@	ADJ
eurjchem-1307	433	19	ccdc.cam.ac.uk	ccdc.cam.ac.uk	ADJ
eurjchem-1307	433	20	,	,	PUNCT
eurjchem-1307	433	21	or	or	CCONJ
eurjchem-1307	433	22	by	by	ADP
eurjchem-1307	433	23	contacting	contact	VERB
eurjchem-1307	433	24	the	the	DET
eurjchem-1307	433	25	cambridge	cambridge	PROPN
eurjchem-1307	433	26	crystallographic	crystallographic	PROPN
eurjchem-1307	433	27	data	data	PROPN
eurjchem-1307	433	28	centre	centre	NOUN
eurjchem-1307	433	29	,	,	PUNCT
eurjchem-1307	433	30	12	12	NUM
eurjchem-1307	433	31	union	union	NOUN
eurjchem-1307	433	32	road	road	NOUN
eurjchem-1307	433	33	,	,	PUNCT
eurjchem-1307	433	34	cambridge	cambridge	PROPN
eurjchem-1307	433	35	cb2	cb2	PROPN
eurjchem-1307	433	36	1ez	1ez	PROPN
eurjchem-1307	433	37	,	,	PUNCT
eurjchem-1307	433	38	uk	uk	PROPN
eurjchem-1307	433	39	;	;	PUNCT
eurjchem-1307	433	40	fax	fax	NOUN
eurjchem-1307	433	41	:	:	PUNCT
eurjchem-1307	433	42	+44(0)1223‐336033	+44(0)1223‐336033	ADJ
eurjchem-1307	433	43	.	.	PUNCT
eurjchem-1307	434	1	references	reference	NOUN
eurjchem-1307	434	2	[	[	X
eurjchem-1307	434	3	1	1	NUM
eurjchem-1307	434	4	]	]	PUNCT
eurjchem-1307	434	5	.	.	PUNCT
eurjchem-1307	435	1	ho	ho	PROPN
eurjchem-1307	435	2	,	,	PUNCT
eurjchem-1307	435	3	t.	t.	ADJ
eurjchem-1307	435	4	enantioselective	enantioselective	ADJ
eurjchem-1307	435	5	synthesis	synthesis	NOUN
eurjchem-1307	435	6	:	:	PUNCT
eurjchem-1307	435	7	natural	natural	ADJ
eurjchem-1307	435	8	products	product	NOUN
eurjchem-1307	435	9	from	from	ADP
eurjchem-1307	435	10	chiral	chiral	ADJ
eurjchem-1307	435	11	terpenes	terpene	NOUN
eurjchem-1307	435	12	,	,	PUNCT
eurjchem-1307	435	13	john	john	PROPN
eurjchem-1307	435	14	wiley	wiley	PROPN
eurjchem-1307	435	15	and	and	CCONJ
eurjchem-1307	435	16	sons	son	NOUN
eurjchem-1307	435	17	,	,	PUNCT
eurjchem-1307	435	18	1992	1992	NUM
eurjchem-1307	435	19	.	.	PUNCT
eurjchem-1307	436	1	[	[	X
eurjchem-1307	436	2	2	2	NUM
eurjchem-1307	436	3	]	]	PUNCT
eurjchem-1307	436	4	.	.	PUNCT
eurjchem-1307	437	1	manukov	manukov	NOUN
eurjchem-1307	437	2	,	,	PUNCT
eurjchem-1307	437	3	n.	n.	NOUN
eurjchem-1307	437	4	;	;	PUNCT
eurjchem-1307	437	5	urbanivich	urbanivich	PROPN
eurjchem-1307	437	6	,	,	PUNCT
eurjchem-1307	437	7	t.	t.	PROPN
eurjchem-1307	437	8	r.	r.	PROPN
eurjchem-1307	437	9	;	;	PUNCT
eurjchem-1307	437	10	vyglazov	vyglazov	NOUN
eurjchem-1307	437	11	,	,	PUNCT
eurjchem-1307	437	12	o.	o.	PROPN
eurjchem-1307	437	13	g.	g.	PROPN
eurjchem-1307	437	14	;	;	PUNCT
eurjchem-1307	437	15	chuiko	chuiko	NOUN
eurjchem-1307	437	16	,	,	PUNCT
eurjchem-1307	437	17	v.	v.	PROPN
eurjchem-1307	437	18	a.	a.	NOUN
eurjchem-1307	437	19	;	;	PUNCT
eurjchem-1307	437	20	skakovski	skakovski	VERB
eurjchem-1307	437	21	,	,	PUNCT
eurjchem-1307	437	22	e.	e.	PROPN
eurjchem-1307	437	23	d.	d.	PROPN
eurjchem-1307	437	24	khim	khim	PROPN
eurjchem-1307	437	25	.	.	PUNCT
eurjchem-1307	438	1	prir	prir	NOUN
eurjchem-1307	438	2	.	.	PUNCT
eurjchem-1307	439	1	soedin	soedin	VERB
eurjchem-1307	439	2	.	.	PROPN
eurjchem-1307	440	1	1989	1989	NUM
eurjchem-1307	440	2	,	,	PUNCT
eurjchem-1307	440	3	164‐167	164‐167	NUM
eurjchem-1307	440	4	.	.	PUNCT
eurjchem-1307	441	1	[	[	X
eurjchem-1307	441	2	3	3	NUM
eurjchem-1307	441	3	]	]	PUNCT
eurjchem-1307	441	4	.	.	PUNCT
eurjchem-1307	441	5	chuiko	chuiko	PROPN
eurjchem-1307	441	6	,	,	PUNCT
eurjchem-1307	441	7	v.	v.	PROPN
eurjchem-1307	441	8	a.	a.	NOUN
eurjchem-1307	441	9	;	;	PUNCT
eurjchem-1307	441	10	vyglazov	vyglazov	NOUN
eurjchem-1307	441	11	,	,	PUNCT
eurjchem-1307	441	12	o.	o.	PROPN
eurjchem-1307	441	13	g.	g.	PROPN
eurjchem-1307	441	14	russ	russ	PROPN
eurjchem-1307	441	15	.	.	PUNCT
eurjchem-1307	442	1	chem	chem	PROPN
eurjchem-1307	442	2	.	.	PUNCT
eurjchem-1307	443	1	rev	rev	PROPN
eurjchem-1307	443	2	.	.	PROPN
eurjchem-1307	443	3	2003	2003	NUM
eurjchem-1307	443	4	,	,	PUNCT
eurjchem-1307	443	5	72	72	NUM
eurjchem-1307	443	6	,	,	PUNCT
eurjchem-1307	443	7	49‐67	49‐67	NOUN
eurjchem-1307	443	8	.	.	PUNCT
eurjchem-1307	444	1	[	[	X
eurjchem-1307	444	2	4	4	NUM
eurjchem-1307	444	3	]	]	PUNCT
eurjchem-1307	444	4	.	.	PUNCT
eurjchem-1307	444	5	chuiko	chuiko	PROPN
eurjchem-1307	444	6	,	,	PUNCT
eurjchem-1307	444	7	v.	v.	PROPN
eurjchem-1307	444	8	a.	a.	NOUN
eurjchem-1307	444	9	;	;	PUNCT
eurjchem-1307	444	10	manukov	manukov	NOUN
eurjchem-1307	444	11	,	,	PUNCT
eurjchem-1307	444	12	e.	e.	PROPN
eurjchem-1307	444	13	n.	n.	PROPN
eurjchem-1307	444	14	;	;	PUNCT
eurjchem-1307	444	15	chukov	chukov	PROPN
eurjchem-1307	444	16	,	,	PUNCT
eurjchem-1307	444	17	y.	y.	PROPN
eurjchem-1307	444	18	v.	v.	PROPN
eurjchem-1307	444	19	;	;	PUNCT
eurjchem-1307	444	20	timoshenko	timoshenko	NOUN
eurjchem-1307	444	21	,	,	PUNCT
eurjchem-1307	444	22	m.	m.	NOUN
eurjchem-1307	444	23	m.	m.	PROPN
eurjchem-1307	444	24	khim	khim	PROPN
eurjchem-1307	444	25	.	.	PUNCT
eurjchem-1307	445	1	prir	prir	NOUN
eurjchem-1307	445	2	.	.	PUNCT
eurjchem-1307	446	1	soedin	soedin	VERB
eurjchem-1307	446	2	.	.	PUNCT
eurjchem-1307	447	1	1985	1985	NUM
eurjchem-1307	447	2	,	,	PUNCT
eurjchem-1307	447	3	600‐605	600‐605	NUM
eurjchem-1307	447	4	.	.	PUNCT
eurjchem-1307	448	1	[	[	X
eurjchem-1307	448	2	5	5	NUM
eurjchem-1307	448	3	]	]	PUNCT
eurjchem-1307	448	4	.	.	PUNCT
eurjchem-1307	449	1	acharya	acharya	PROPN
eurjchem-1307	449	2	,	,	PUNCT
eurjchem-1307	449	3	s.	s.	PROPN
eurjchem-1307	449	4	p.	p.	PROPN
eurjchem-1307	449	5	;	;	PUNCT
eurjchem-1307	449	6	brown	brown	PROPN
eurjchem-1307	449	7	,	,	PUNCT
eurjchem-1307	449	8	h.	h.	PROPN
eurjchem-1307	449	9	c.	c.	PROPN
eurjchem-1307	449	10	j.	j.	PROPN
eurjchem-1307	449	11	am	am	PROPN
eurjchem-1307	449	12	.	.	PUNCT
eurjchem-1307	450	1	chem	chem	PROPN
eurjchem-1307	450	2	.	.	PUNCT
eurjchem-1307	451	1	soc	soc	PROPN
eurjchem-1307	451	2	.	.	PUNCT
eurjchem-1307	452	1	1967	1967	NUM
eurjchem-1307	452	2	,	,	PUNCT
eurjchem-1307	452	3	89	89	NUM
eurjchem-1307	452	4	,	,	PUNCT
eurjchem-1307	452	5	1925‐1932	1925‐1932	NUM
eurjchem-1307	452	6	.	.	PUNCT
eurjchem-1307	453	1	[	[	X
eurjchem-1307	453	2	6	6	NUM
eurjchem-1307	453	3	]	]	PUNCT
eurjchem-1307	453	4	.	.	PUNCT
eurjchem-1307	454	1	silverberg	silverberg	PROPN
eurjchem-1307	454	2	,	,	PUNCT
eurjchem-1307	454	3	l.	l.	PROPN
eurjchem-1307	454	4	j.	j.	PROPN
eurjchem-1307	454	5	;	;	PUNCT
eurjchem-1307	454	6	resnick	resnick	PROPN
eurjchem-1307	454	7	,	,	PUNCT
eurjchem-1307	454	8	t.	t.	PROPN
eurjchem-1307	454	9	m.	m.	NOUN
eurjchem-1307	454	10	;	;	PUNCT
eurjchem-1307	454	11	casner	casner	NOUN
eurjchem-1307	454	12	,	,	PUNCT
eurjchem-1307	454	13	m.	m.	NOUN
eurjchem-1307	454	14	l.	l.	PROPN
eurjchem-1307	454	15	u.	u.	PROPN
eurjchem-1307	454	16	s.	s.	PROPN
eurjchem-1307	454	17	patent	patent	PROPN
eurjchem-1307	454	18	6867335	6867335	NUM
eurjchem-1307	454	19	,	,	PUNCT
eurjchem-1307	454	20	2005	2005	NUM
eurjchem-1307	454	21	.	.	PUNCT
eurjchem-1307	455	1	[	[	X
eurjchem-1307	455	2	7	7	NUM
eurjchem-1307	455	3	]	]	PUNCT
eurjchem-1307	455	4	.	.	PUNCT
eurjchem-1307	455	5	cabaj	cabaj	PROPN
eurjchem-1307	455	6	,	,	PUNCT
eurjchem-1307	455	7	j.	j.	PROPN
eurjchem-1307	455	8	e.	e.	PROPN
eurjchem-1307	455	9	;	;	PUNCT
eurjchem-1307	455	10	lukesh	lukesh	PROPN
eurjchem-1307	455	11	,	,	PUNCT
eurjchem-1307	455	12	j.	j.	PROPN
eurjchem-1307	455	13	m.	m.	PROPN
eurjchem-1307	455	14	;	;	PUNCT
eurjchem-1307	455	15	pariza	pariza	PROPN
eurjchem-1307	455	16	,	,	PUNCT
eurjchem-1307	455	17	r.	r.	PROPN
eurjchem-1307	455	18	j.	j.	PROPN
eurjchem-1307	455	19	;	;	PUNCT
eurjchem-1307	455	20	zizelman	zizelman	NOUN
eurjchem-1307	455	21	,	,	PUNCT
eurjchem-1307	455	22	p.	p.	NOUN
eurjchem-1307	455	23	m.	m.	NOUN
eurjchem-1307	455	24	org	org	PROPN
eurjchem-1307	455	25	.	.	PUNCT
eurjchem-1307	455	26	process	process	NOUN
eurjchem-1307	455	27	res	re	NOUN
eurjchem-1307	455	28	.	.	PUNCT
eurjchem-1307	456	1	dev	dev	PROPN
eurjchem-1307	456	2	.	.	PROPN
eurjchem-1307	457	1	2009	2009	NUM
eurjchem-1307	457	2	,	,	PUNCT
eurjchem-1307	457	3	13	13	NUM
eurjchem-1307	457	4	,	,	PUNCT
eurjchem-1307	457	5	358‐361	358‐361	NUM
eurjchem-1307	457	6	.	.	PUNCT
eurjchem-1307	458	1	[	[	X
eurjchem-1307	458	2	8	8	NUM
eurjchem-1307	458	3	]	]	PUNCT
eurjchem-1307	458	4	.	.	PUNCT
eurjchem-1307	459	1	rabb	rabb	PROPN
eurjchem-1307	459	2	,	,	PUNCT
eurjchem-1307	459	3	j.	j.	PROPN
eurjchem-1307	459	4	m.	m.	PROPN
eurjchem-1307	459	5	;	;	PUNCT
eurjchem-1307	459	6	silverberg	silverberg	PROPN
eurjchem-1307	459	7	,	,	PUNCT
eurjchem-1307	459	8	l.	l.	PROPN
eurjchem-1307	459	9	j.	j.	PROPN
eurjchem-1307	459	10	american	american	PROPN
eurjchem-1307	459	11	chemical	chemical	PROPN
eurjchem-1307	459	12	society	society	PROPN
eurjchem-1307	459	13	middle	middle	PROPN
eurjchem-1307	459	14	atlantic	atlantic	PROPN
eurjchem-1307	459	15	regional	regional	ADJ
eurjchem-1307	459	16	meeting	meeting	NOUN
eurjchem-1307	459	17	,	,	PUNCT
eurjchem-1307	459	18	university	university	NOUN
eurjchem-1307	459	19	of	of	ADP
eurjchem-1307	459	20	maryland	maryland	PROPN
eurjchem-1307	459	21	,	,	PUNCT
eurjchem-1307	459	22	2011	2011	NUM
eurjchem-1307	459	23	,	,	PUNCT
eurjchem-1307	459	24	abstract	abstract	ADJ
eurjchem-1307	459	25	238	238	NUM
eurjchem-1307	459	26	.	.	PUNCT
eurjchem-1307	460	1	[	[	X
eurjchem-1307	460	2	9	9	NUM
eurjchem-1307	460	3	]	]	PUNCT
eurjchem-1307	460	4	.	.	PUNCT
eurjchem-1307	460	5	silverberg	silverberg	PROPN
eurjchem-1307	460	6	,	,	PUNCT
eurjchem-1307	460	7	l.	l.	PROPN
eurjchem-1307	460	8	j.	j.	PROPN
eurjchem-1307	460	9	;	;	PUNCT
eurjchem-1307	460	10	rabb	rabb	PROPN
eurjchem-1307	460	11	,	,	PUNCT
eurjchem-1307	460	12	j.	j.	PROPN
eurjchem-1307	460	13	m.	m.	PROPN
eurjchem-1307	460	14	;	;	PUNCT
eurjchem-1307	460	15	reno	reno	PROPN
eurjchem-1307	460	16	,	,	PUNCT
eurjchem-1307	460	17	j.	j.	PROPN
eurjchem-1307	460	18	m.	m.	PROPN
eurjchem-1307	460	19	;	;	PUNCT
eurjchem-1307	460	20	anderson	anderson	PROPN
eurjchem-1307	460	21	,	,	PUNCT
eurjchem-1307	460	22	j.	j.	PROPN
eurjchem-1307	460	23	b.	b.	PROPN
eurjchem-1307	460	24	;	;	PUNCT
eurjchem-1307	460	25	rus	rus	PROPN
eurjchem-1307	460	26	,	,	PUNCT
eurjchem-1307	460	27	j.	j.	PROPN
eurjchem-1307	460	28	;	;	PUNCT
eurjchem-1307	460	29	harbaugh	harbaugh	PROPN
eurjchem-1307	460	30	,	,	PUNCT
eurjchem-1307	460	31	t.	t.	PROPN
eurjchem-1307	460	32	e.	e.	PROPN
eurjchem-1307	460	33	;	;	PUNCT
eurjchem-1307	460	34	he	he	PRON
eurjchem-1307	460	35	,	,	PUNCT
eurjchem-1307	460	36	g.	g.	PROPN
eurjchem-1307	460	37	national	national	PROPN
eurjchem-1307	460	38	meeting	meeting	NOUN
eurjchem-1307	460	39	of	of	ADP
eurjchem-1307	460	40	the	the	DET
eurjchem-1307	460	41	american	american	PROPN
eurjchem-1307	460	42	chemical	chemical	PROPN
eurjchem-1307	460	43	society	society	PROPN
eurjchem-1307	460	44	,	,	PUNCT
eurjchem-1307	460	45	new	new	PROPN
eurjchem-1307	460	46	orleans	orleans	PROPN
eurjchem-1307	460	47	,	,	PUNCT
eurjchem-1307	460	48	la	la	PROPN
eurjchem-1307	460	49	,	,	PUNCT
eurjchem-1307	460	50	april	april	PROPN
eurjchem-1307	460	51	7	7	NUM
eurjchem-1307	460	52	,	,	PUNCT
eurjchem-1307	460	53	2013	2013	NUM
eurjchem-1307	460	54	,	,	PUNCT
eurjchem-1307	460	55	orgn	orgn	NOUN
eurjchem-1307	460	56	26	26	NUM
eurjchem-1307	460	57	.	.	PUNCT
eurjchem-1307	461	1	[	[	X
eurjchem-1307	461	2	10	10	NUM
eurjchem-1307	461	3	]	]	PUNCT
eurjchem-1307	461	4	.	.	PUNCT
eurjchem-1307	462	1	silverberg	silverberg	PROPN
eurjchem-1307	462	2	,	,	PUNCT
eurjchem-1307	462	3	l.	l.	PROPN
eurjchem-1307	462	4	j.	j.	PROPN
eurjchem-1307	462	5	;	;	PUNCT
eurjchem-1307	462	6	rabb	rabb	PROPN
eurjchem-1307	462	7	,	,	PUNCT
eurjchem-1307	462	8	j.	j.	PROPN
eurjchem-1307	462	9	m.	m.	PROPN
eurjchem-1307	462	10	;	;	PUNCT
eurjchem-1307	462	11	reno	reno	PROPN
eurjchem-1307	462	12	,	,	PUNCT
eurjchem-1307	462	13	j.	j.	PROPN
eurjchem-1307	462	14	m.	m.	PROPN
eurjchem-1307	462	15	;	;	PUNCT
eurjchem-1307	462	16	he	he	PRON
eurjchem-1307	462	17	,	,	PUNCT
eurjchem-1307	462	18	g.	g.	PROPN
eurjchem-1307	462	19	heterocycl	heterocycl	PROPN
eurjchem-1307	462	20	.	.	PUNCT
eurjchem-1307	463	1	commun	commun	PROPN
eurjchem-1307	463	2	.	.	PUNCT
eurjchem-1307	464	1	2014	2014	NUM
eurjchem-1307	464	2	,	,	PUNCT
eurjchem-1307	464	3	20	20	NUM
eurjchem-1307	464	4	,	,	PUNCT
eurjchem-1307	464	5	193‐199	193‐199	PROPN
eurjchem-1307	464	6	.	.	PUNCT
eurjchem-1307	465	1	[	[	X
eurjchem-1307	465	2	11	11	NUM
eurjchem-1307	465	3	]	]	PUNCT
eurjchem-1307	465	4	.	.	PUNCT
eurjchem-1307	466	1	cremer	cremer	PROPN
eurjchem-1307	466	2	,	,	PUNCT
eurjchem-1307	466	3	d.	d.	PROPN
eurjchem-1307	466	4	;	;	PUNCT
eurjchem-1307	466	5	childs	childs	PROPN
eurjchem-1307	466	6	,	,	PUNCT
eurjchem-1307	466	7	r.	r.	PROPN
eurjchem-1307	466	8	f.	f.	PROPN
eurjchem-1307	466	9	;	;	PUNCT
eurjchem-1307	466	10	kraka	kraka	PROPN
eurjchem-1307	466	11	,	,	PUNCT
eurjchem-1307	466	12	e.	e.	PROPN
eurjchem-1307	466	13	in	in	ADP
eurjchem-1307	466	14	the	the	DET
eurjchem-1307	466	15	chemistry	chemistry	NOUN
eurjchem-1307	466	16	of	of	ADP
eurjchem-1307	466	17	the	the	DET
eurjchem-1307	466	18	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	466	19	group	group	NOUN
eurjchem-1307	466	20	;	;	PUNCT
eurjchem-1307	466	21	rappoport	rappoport	PROPN
eurjchem-1307	466	22	,	,	PUNCT
eurjchem-1307	466	23	z.	z.	PROPN
eurjchem-1307	466	24	,	,	PUNCT
eurjchem-1307	466	25	ed	ed	NOUN
eurjchem-1307	466	26	.	.	PUNCT
eurjchem-1307	466	27	;	;	PUNCT
eurjchem-1307	466	28	john	john	PROPN
eurjchem-1307	466	29	wiley	wiley	PROPN
eurjchem-1307	466	30	and	and	CCONJ
eurjchem-1307	466	31	sons	son	NOUN
eurjchem-1307	466	32	,	,	PUNCT
eurjchem-1307	466	33	1995	1995	NUM
eurjchem-1307	466	34	,	,	PUNCT
eurjchem-1307	466	35	volume	volume	NOUN
eurjchem-1307	466	36	2	2	NUM
eurjchem-1307	466	37	,	,	PUNCT
eurjchem-1307	466	38	pp	pp	ADJ
eurjchem-1307	466	39	.	.	PUNCT
eurjchem-1307	467	1	339‐410	339‐410	NUM
eurjchem-1307	467	2	.	.	PUNCT
eurjchem-1307	468	1	[	[	X
eurjchem-1307	468	2	12	12	NUM
eurjchem-1307	468	3	]	]	PUNCT
eurjchem-1307	468	4	.	.	PUNCT
eurjchem-1307	469	1	cremer	cremer	PROPN
eurjchem-1307	469	2	,	,	PUNCT
eurjchem-1307	469	3	d.	d.	PROPN
eurjchem-1307	469	4	;	;	PUNCT
eurjchem-1307	469	5	childs	childs	PROPN
eurjchem-1307	469	6	,	,	PUNCT
eurjchem-1307	469	7	r.	r.	PROPN
eurjchem-1307	469	8	f.	f.	PROPN
eurjchem-1307	469	9	;	;	PUNCT
eurjchem-1307	469	10	elia	elia	PROPN
eurjchem-1307	469	11	,	,	PUNCT
eurjchem-1307	469	12	g.	g.	PROPN
eurjchem-1307	469	13	in	in	ADP
eurjchem-1307	469	14	the	the	DET
eurjchem-1307	469	15	chemistry	chemistry	NOUN
eurjchem-1307	469	16	of	of	ADP
eurjchem-1307	469	17	the	the	DET
eurjchem-1307	469	18	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	469	19	group	group	NOUN
eurjchem-1307	469	20	;	;	PUNCT
eurjchem-1307	469	21	rappoport	rappoport	PROPN
eurjchem-1307	469	22	,	,	PUNCT
eurjchem-1307	469	23	z.	z.	PROPN
eurjchem-1307	469	24	,	,	PUNCT
eurjchem-1307	469	25	ed	ed	NOUN
eurjchem-1307	469	26	.	.	PUNCT
eurjchem-1307	469	27	;	;	PUNCT
eurjchem-1307	469	28	john	john	PROPN
eurjchem-1307	469	29	wiley	wiley	PROPN
eurjchem-1307	469	30	and	and	CCONJ
eurjchem-1307	469	31	sons	son	NOUN
eurjchem-1307	469	32	,	,	PUNCT
eurjchem-1307	469	33	1995	1995	NUM
eurjchem-1307	469	34	,	,	PUNCT
eurjchem-1307	469	35	volume	volume	NOUN
eurjchem-1307	469	36	2	2	NUM
eurjchem-1307	469	37	,	,	PUNCT
eurjchem-1307	469	38	pp	pp	PROPN
eurjchem-1307	469	39	.	.	PUNCT
eurjchem-1307	469	40	411‐468	411‐468	PROPN
eurjchem-1307	469	41	.	.	PUNCT
eurjchem-1307	470	1	[	[	X
eurjchem-1307	470	2	13	13	NUM
eurjchem-1307	470	3	]	]	PUNCT
eurjchem-1307	470	4	.	.	PUNCT
eurjchem-1307	471	1	olah	olah	PROPN
eurjchem-1307	471	2	,	,	PUNCT
eurjchem-1307	471	3	g.	g.	PROPN
eurjchem-1307	471	4	a.	a.	PROPN
eurjchem-1307	471	5	;	;	PUNCT
eurjchem-1307	471	6	reddy	reddy	PROPN
eurjchem-1307	471	7	,	,	PUNCT
eurjchem-1307	471	8	p.	p.	PROPN
eurjchem-1307	471	9	v.	v.	PROPN
eurjchem-1307	471	10	;	;	PUNCT
eurjchem-1307	471	11	prakash	prakash	PROPN
eurjchem-1307	471	12	,	,	PUNCT
eurjchem-1307	471	13	g.	g.	PROPN
eurjchem-1307	471	14	k.	k.	PROPN
eurjchem-1307	471	15	s.	s.	PROPN
eurjchem-1307	471	16	in	in	ADP
eurjchem-1307	471	17	the	the	DET
eurjchem-1307	471	18	chemistry	chemistry	NOUN
eurjchem-1307	471	19	of	of	ADP
eurjchem-1307	471	20	the	the	DET
eurjchem-1307	471	21	cyclopropyl	cyclopropyl	PROPN
eurjchem-1307	471	22	group	group	NOUN
eurjchem-1307	471	23	;	;	PUNCT
eurjchem-1307	471	24	rappoport	rappoport	PROPN
eurjchem-1307	471	25	,	,	PUNCT
eurjchem-1307	471	26	z.	z.	PROPN
eurjchem-1307	471	27	,	,	PUNCT
eurjchem-1307	471	28	ed	ed	NOUN
eurjchem-1307	471	29	.	.	PUNCT
eurjchem-1307	471	30	;	;	PUNCT
eurjchem-1307	471	31	john	john	PROPN
eurjchem-1307	471	32	wiley	wiley	PROPN
eurjchem-1307	471	33	and	and	CCONJ
eurjchem-1307	471	34	sons	son	NOUN
eurjchem-1307	471	35	,	,	PUNCT
eurjchem-1307	471	36	1995	1995	NUM
eurjchem-1307	471	37	,	,	PUNCT
eurjchem-1307	471	38	volume	volume	NOUN
eurjchem-1307	471	39	2	2	NUM
eurjchem-1307	471	40	,	,	PUNCT
eurjchem-1307	471	41	pp	pp	ADJ
eurjchem-1307	471	42	.	.	PUNCT
eurjchem-1307	471	43	813‐859	813‐859	NUM
eurjchem-1307	471	44	.	.	PUNCT
eurjchem-1307	472	1	[	[	X
eurjchem-1307	472	2	14	14	NUM
eurjchem-1307	472	3	]	]	PUNCT
eurjchem-1307	472	4	.	.	PUNCT
eurjchem-1307	473	1	brecknell	brecknell	PROPN
eurjchem-1307	473	2	,	,	PUNCT
eurjchem-1307	473	3	d.	d.	PROPN
eurjchem-1307	473	4	j.	j.	PROPN
eurjchem-1307	473	5	;	;	PUNCT
eurjchem-1307	473	6	carman	carman	PROPN
eurjchem-1307	473	7	,	,	PUNCT
eurjchem-1307	473	8	r.	r.	PROPN
eurjchem-1307	473	9	m.	m.	PROPN
eurjchem-1307	473	10	;	;	PUNCT
eurjchem-1307	473	11	edwards	edwards	PROPN
eurjchem-1307	473	12	,	,	PUNCT
eurjchem-1307	473	13	r.	r.	PROPN
eurjchem-1307	473	14	a.	a.	PROPN
eurjchem-1307	473	15	;	;	PUNCT
eurjchem-1307	473	16	hansford	hansford	PROPN
eurjchem-1307	473	17	,	,	PUNCT
eurjchem-1307	473	18	k.	k.	PROPN
eurjchem-1307	473	19	a.	a.	PROPN
eurjchem-1307	473	20	;	;	PUNCT
eurjchem-1307	473	21	karoli	karoli	PROPN
eurjchem-1307	473	22	,	,	PUNCT
eurjchem-1307	473	23	t.	t.	PROPN
eurjchem-1307	473	24	;	;	PUNCT
eurjchem-1307	473	25	robinson	robinson	PROPN
eurjchem-1307	473	26	,	,	PUNCT
eurjchem-1307	473	27	w.	w.	PROPN
eurjchem-1307	473	28	t.	t.	PROPN
eurjchem-1307	473	29	aust	aust	PROPN
eurjchem-1307	473	30	.	.	PUNCT
eurjchem-1307	474	1	j.	j.	PROPN
eurjchem-1307	474	2	chem	chem	PROPN
eurjchem-1307	474	3	.	.	PUNCT
eurjchem-1307	475	1	1997	1997	NUM
eurjchem-1307	475	2	,	,	PUNCT
eurjchem-1307	475	3	50	50	NUM
eurjchem-1307	475	4	,	,	PUNCT
eurjchem-1307	475	5	689‐700	689‐700	NUM
eurjchem-1307	475	6	.	.	PUNCT
eurjchem-1307	476	1	[	[	X
eurjchem-1307	476	2	15	15	NUM
eurjchem-1307	476	3	]	]	PUNCT
eurjchem-1307	476	4	.	.	PUNCT
eurjchem-1307	477	1	bernhardt	bernhardt	PROPN
eurjchem-1307	477	2	,	,	PUNCT
eurjchem-1307	477	3	p.	p.	PROPN
eurjchem-1307	477	4	v.	v.	PROPN
eurjchem-1307	477	5	;	;	PUNCT
eurjchem-1307	477	6	carman	carman	PROPN
eurjchem-1307	477	7	,	,	PUNCT
eurjchem-1307	477	8	r.	r.	PROPN
eurjchem-1307	477	9	m.	m.	PROPN
eurjchem-1307	477	10	;	;	PUNCT
eurjchem-1307	477	11	derbyshire	derbyshire	NOUN
eurjchem-1307	477	12	,	,	PUNCT
eurjchem-1307	477	13	r.	r.	PROPN
eurjchem-1307	477	14	p.	p.	PROPN
eurjchem-1307	477	15	c.	c.	PROPN
eurjchem-1307	477	16	aust	aust	PROPN
eurjchem-1307	477	17	.	.	PUNCT
eurjchem-1307	478	1	j.	j.	PROPN
eurjchem-1307	478	2	chem	chem	PROPN
eurjchem-1307	478	3	.	.	PUNCT
eurjchem-1307	479	1	2004	2004	NUM
eurjchem-1307	479	2	,	,	PUNCT
eurjchem-1307	479	3	57	57	NUM
eurjchem-1307	479	4	,	,	PUNCT
eurjchem-1307	479	5	583‐591	583‐591	NOUN
eurjchem-1307	479	6	.	.	PUNCT
eurjchem-1307	480	1	[	[	X
eurjchem-1307	480	2	16	16	NUM
eurjchem-1307	480	3	]	]	PUNCT
eurjchem-1307	480	4	.	.	PUNCT
eurjchem-1307	481	1	ganesh	ganesh	PROPN
eurjchem-1307	481	2	,	,	PUNCT
eurjchem-1307	481	3	v.	v.	PROPN
eurjchem-1307	481	4	;	;	PUNCT
eurjchem-1307	481	5	sureshkumar	sureshkumar	PROPN
eurjchem-1307	481	6	,	,	PUNCT
eurjchem-1307	481	7	d.	d.	PROPN
eurjchem-1307	481	8	;	;	PUNCT
eurjchem-1307	481	9	chandrasekaran	chandrasekaran	VERB
eurjchem-1307	481	10	,	,	PUNCT
eurjchem-1307	481	11	s.	s.	PROPN
eurjchem-1307	481	12	angew	angew	PROPN
eurjchem-1307	481	13	.	.	PUNCT
eurjchem-1307	482	1	chem	chem	PROPN
eurjchem-1307	482	2	.	.	PUNCT
eurjchem-1307	483	1	int	int	NOUN
eurjchem-1307	483	2	.	.	PUNCT
eurjchem-1307	484	1	edit	edit	PROPN
eurjchem-1307	484	2	.	.	PUNCT
eurjchem-1307	485	1	2011	2011	NUM
eurjchem-1307	485	2	,	,	PUNCT
eurjchem-1307	485	3	50	50	NUM
eurjchem-1307	485	4	,	,	PUNCT
eurjchem-1307	485	5	5878‐5881	5878‐5881	NUM
eurjchem-1307	485	6	.	.	PUNCT
eurjchem-1307	486	1	[	[	X
eurjchem-1307	486	2	17	17	NUM
eurjchem-1307	486	3	]	]	SYM
eurjchem-1307	486	4	.	.	PUNCT
eurjchem-1307	487	1	ganesh	ganesh	PROPN
eurjchem-1307	487	2	,	,	PUNCT
eurjchem-1307	487	3	v.	v.	PROPN
eurjchem-1307	487	4	;	;	PUNCT
eurjchem-1307	487	5	sureshkumar	sureshkumar	PROPN
eurjchem-1307	487	6	,	,	PUNCT
eurjchem-1307	487	7	d.	d.	PROPN
eurjchem-1307	487	8	;	;	PUNCT
eurjchem-1307	487	9	chanda	chanda	PROPN
eurjchem-1307	487	10	,	,	PUNCT
eurjchem-1307	487	11	d.	d.	PROPN
eurjchem-1307	487	12	;	;	PUNCT
eurjchem-1307	487	13	chandrasekaran	chandrasekaran	VERB
eurjchem-1307	487	14	,	,	PUNCT
eurjchem-1307	487	15	s.	s.	PROPN
eurjchem-1307	487	16	chem.‐	chem.‐	PROPN
eurjchem-1307	487	17	eur	eur	PROPN
eurjchem-1307	487	18	.	.	PUNCT
eurjchem-1307	488	1	j.	j.	PROPN
eurjchem-1307	488	2	2012	2012	NUM
eurjchem-1307	488	3	,	,	PUNCT
eurjchem-1307	488	4	18	18	NUM
eurjchem-1307	488	5	,	,	PUNCT
eurjchem-1307	488	6	12498‐12511	12498‐12511	NUM
eurjchem-1307	488	7	.	.	PUNCT
eurjchem-1307	489	1	[	[	X
eurjchem-1307	489	2	18	18	NUM
eurjchem-1307	489	3	]	]	PUNCT
eurjchem-1307	489	4	.	.	PUNCT
eurjchem-1307	490	1	bakowska‐janiszewska	bakowska‐janiszewska	PROPN
eurjchem-1307	490	2	,	,	PUNCT
eurjchem-1307	490	3	j.	j.	PROPN
eurjchem-1307	490	4	;	;	PUNCT
eurjchem-1307	490	5	scianowski	scianowski	ADJ
eurjchem-1307	490	6	,	,	PUNCT
eurjchem-1307	490	7	j.	j.	PROPN
eurjchem-1307	490	8	;	;	PUNCT
eurjchem-1307	490	9	uzarawicz	uzarawicz	PROPN
eurjchem-1307	490	10	,	,	PUNCT
eurjchem-1307	490	11	a.	a.	NOUN
eurjchem-1307	490	12	pol	pol	PROPN
eurjchem-1307	490	13	.	.	PUNCT
eurjchem-1307	491	1	j.	j.	PROPN
eurjchem-1307	491	2	chem	chem	PROPN
eurjchem-1307	491	3	.	.	PUNCT
eurjchem-1307	492	1	2001	2001	NUM
eurjchem-1307	492	2	,	,	PUNCT
eurjchem-1307	492	3	75	75	NUM
eurjchem-1307	492	4	,	,	PUNCT
eurjchem-1307	492	5	649‐656	649‐656	NOUN
eurjchem-1307	492	6	.	.	PUNCT
eurjchem-1307	493	1	[	[	X
eurjchem-1307	493	2	19	19	NUM
eurjchem-1307	493	3	]	]	PUNCT
eurjchem-1307	493	4	.	.	PUNCT
eurjchem-1307	494	1	bellucci	bellucci	PROPN
eurjchem-1307	494	2	,	,	PUNCT
eurjchem-1307	494	3	g.	g.	PROPN
eurjchem-1307	494	4	;	;	PUNCT
eurjchem-1307	494	5	chiappe	chiappe	PROPN
eurjchem-1307	494	6	,	,	PUNCT
eurjchem-1307	494	7	c.	c.	PROPN
eurjchem-1307	494	8	;	;	PUNCT
eurjchem-1307	494	9	lo	lo	PROPN
eurjchem-1307	494	10	moro	moro	PROPN
eurjchem-1307	494	11	,	,	PUNCT
eurjchem-1307	494	12	g.	g.	PROPN
eurjchem-1307	494	13	;	;	PUNCT
eurjchem-1307	494	14	ingrosso	ingrosso	PROPN
eurjchem-1307	494	15	,	,	PUNCT
eurjchem-1307	494	16	g.	g.	PROPN
eurjchem-1307	494	17	j.	j.	PROPN
eurjchem-1307	494	18	org	org	PROPN
eurjchem-1307	494	19	.	.	PUNCT
eurjchem-1307	494	20	chem	chem	PROPN
eurjchem-1307	494	21	.	.	PUNCT
eurjchem-1307	495	1	1995	1995	NUM
eurjchem-1307	495	2	,	,	PUNCT
eurjchem-1307	495	3	60	60	NUM
eurjchem-1307	495	4	,	,	PUNCT
eurjchem-1307	495	5	6214‐6217	6214‐6217	NOUN
eurjchem-1307	495	6	.	.	PUNCT
eurjchem-1307	496	1	[	[	X
eurjchem-1307	496	2	20	20	NUM
eurjchem-1307	496	3	]	]	PUNCT
eurjchem-1307	496	4	.	.	PUNCT
eurjchem-1307	496	5	bledsoe	bledsoe	PROPN
eurjchem-1307	496	6	,	,	PUNCT
eurjchem-1307	496	7	j.	j.	PROPN
eurjchem-1307	496	8	a.	a.	PROPN
eurjchem-1307	496	9	;	;	PUNCT
eurjchem-1307	496	10	derfer	derfer	VERB
eurjchem-1307	496	11	,	,	PUNCT
eurjchem-1307	496	12	j.	j.	PROPN
eurjchem-1307	496	13	m.	m.	PROPN
eurjchem-1307	496	14	;	;	PUNCT
eurjchem-1307	496	15	johnson	johnson	PROPN
eurjchem-1307	496	16	,	,	PUNCT
eurjchem-1307	496	17	w.	w.	PROPN
eurjchem-1307	496	18	e.	e.	PROPN
eurjchem-1307	496	19	u.	u.	PROPN
eurjchem-1307	496	20	s.	s.	PROPN
eurjchem-1307	496	21	patent	patent	PROPN
eurjchem-1307	496	22	3814733	3814733	NUM
eurjchem-1307	496	23	,	,	PUNCT
eurjchem-1307	496	24	1974	1974	NUM
eurjchem-1307	496	25	.	.	PUNCT
eurjchem-1307	497	1	[	[	X
eurjchem-1307	497	2	21	21	NUM
eurjchem-1307	497	3	]	]	PUNCT
eurjchem-1307	497	4	.	.	PUNCT
eurjchem-1307	498	1	arata	arata	PROPN
eurjchem-1307	498	2	,	,	PUNCT
eurjchem-1307	498	3	k.	k.	PROPN
eurjchem-1307	498	4	;	;	PUNCT
eurjchem-1307	498	5	bledsoe	bledsoe	PROPN
eurjchem-1307	498	6	,	,	PUNCT
eurjchem-1307	498	7	j.o	j.o	PROPN
eurjchem-1307	498	8	.	.	PROPN
eurjchem-1307	498	9	;	;	PUNCT
eurjchem-1307	498	10	tanabe	tanabe	PROPN
eurjchem-1307	498	11	,	,	PUNCT
eurjchem-1307	498	12	k.	k.	PROPN
eurjchem-1307	498	13	j.	j.	PROPN
eurjchem-1307	498	14	org	org	PROPN
eurjchem-1307	498	15	.	.	PUNCT
eurjchem-1307	498	16	chem	chem	PROPN
eurjchem-1307	498	17	.	.	PUNCT
eurjchem-1307	499	1	1978	1978	NUM
eurjchem-1307	499	2	,	,	PUNCT
eurjchem-1307	499	3	43	43	NUM
eurjchem-1307	499	4	,	,	PUNCT
eurjchem-1307	499	5	1660‐1664	1660‐1664	NUM
eurjchem-1307	499	6	.	.	PUNCT
eurjchem-1307	500	1	[	[	X
eurjchem-1307	500	2	22	22	NUM
eurjchem-1307	500	3	]	]	PUNCT
eurjchem-1307	500	4	.	.	PUNCT
eurjchem-1307	501	1	clark	clark	PROPN
eurjchem-1307	501	2	,	,	PUNCT
eurjchem-1307	501	3	b.	b.	PROPN
eurjchem-1307	501	4	c.	c.	PROPN
eurjchem-1307	501	5	;	;	PUNCT
eurjchem-1307	501	6	chafin	chafin	NOUN
eurjchem-1307	501	7	,	,	PUNCT
eurjchem-1307	501	8	t.	t.	PROPN
eurjchem-1307	501	9	c.	c.	PROPN
eurjchem-1307	501	10	;	;	PUNCT
eurjchem-1307	501	11	lee	lee	PROPN
eurjchem-1307	501	12	,	,	PUNCT
eurjchem-1307	501	13	p.	p.	PROPN
eurjchem-1307	501	14	l.	l.	PROPN
eurjchem-1307	501	15	;	;	PUNCT
eurjchem-1307	501	16	hunter	hunter	NOUN
eurjchem-1307	501	17	,	,	PUNCT
eurjchem-1307	501	18	g.	g.	PROPN
eurjchem-1307	501	19	k.	k.	PROPN
eurjchem-1307	501	20	j.	j.	PROPN
eurjchem-1307	501	21	org	org	PROPN
eurjchem-1307	501	22	.	.	PUNCT
eurjchem-1307	501	23	chem	chem	PROPN
eurjchem-1307	501	24	.	.	PUNCT
eurjchem-1307	502	1	1978	1978	NUM
eurjchem-1307	502	2	,	,	PUNCT
eurjchem-1307	502	3	43	43	NUM
eurjchem-1307	502	4	,	,	PUNCT
eurjchem-1307	502	5	519‐520	519‐520	NUM
eurjchem-1307	502	6	.	.	PUNCT
eurjchem-1307	503	1	[	[	X
eurjchem-1307	503	2	23	23	NUM
eurjchem-1307	503	3	]	]	PUNCT
eurjchem-1307	503	4	.	.	PUNCT
eurjchem-1307	504	1	gleiter	gleiter	PROPN
eurjchem-1307	504	2	.	.	PUNCT
eurjchem-1307	505	1	r.	r.	PROPN
eurjchem-1307	505	2	;	;	PUNCT
eurjchem-1307	505	3	muller	muller	PROPN
eurjchem-1307	505	4	,	,	PUNCT
eurjchem-1307	505	5	g.	g.	PROPN
eurjchem-1307	505	6	j.	j.	PROPN
eurjchem-1307	505	7	org	org	PROPN
eurjchem-1307	505	8	.	.	PUNCT
eurjchem-1307	505	9	chem	chem	PROPN
eurjchem-1307	505	10	.	.	PUNCT
eurjchem-1307	506	1	1988	1988	NUM
eurjchem-1307	506	2	,	,	PUNCT
eurjchem-1307	506	3	53	53	NUM
eurjchem-1307	506	4	,	,	PUNCT
eurjchem-1307	506	5	3912‐3917	3912‐3917	NUM
eurjchem-1307	506	6	.	.	PUNCT
eurjchem-1307	507	1	[	[	X
eurjchem-1307	507	2	24	24	NUM
eurjchem-1307	507	3	]	]	PUNCT
eurjchem-1307	507	4	.	.	PUNCT
eurjchem-1307	508	1	catino	catino	PROPN
eurjchem-1307	508	2	,	,	PUNCT
eurjchem-1307	508	3	a.	a.	PROPN
eurjchem-1307	508	4	j.	j.	PROPN
eurjchem-1307	508	5	;	;	PUNCT
eurjchem-1307	508	6	nichols	nichols	PROPN
eurjchem-1307	508	7	,	,	PUNCT
eurjchem-1307	508	8	j.	j.	PROPN
eurjchem-1307	508	9	m.	m.	PROPN
eurjchem-1307	508	10	;	;	PUNCT
eurjchem-1307	508	11	forslund	forslund	ADV
eurjchem-1307	508	12	,	,	PUNCT
eurjchem-1307	508	13	r.	r.	PROPN
eurjchem-1307	508	14	e.	e.	PROPN
eurjchem-1307	508	15	;	;	PUNCT
eurjchem-1307	508	16	doyle	doyle	PROPN
eurjchem-1307	508	17	,	,	PUNCT
eurjchem-1307	508	18	m.	m.	NOUN
eurjchem-1307	508	19	p.	p.	PROPN
eurjchem-1307	508	20	org	org	PROPN
eurjchem-1307	508	21	.	.	PUNCT
eurjchem-1307	509	1	lett	lett	PROPN
eurjchem-1307	509	2	.	.	PUNCT
eurjchem-1307	510	1	2005	2005	NUM
eurjchem-1307	510	2	,	,	PUNCT
eurjchem-1307	510	3	7	7	NUM
eurjchem-1307	510	4	,	,	PUNCT
eurjchem-1307	510	5	2787‐2790	2787‐2790	NUM
eurjchem-1307	510	6	.	.	PUNCT
eurjchem-1307	511	1	[	[	X
eurjchem-1307	511	2	25	25	NUM
eurjchem-1307	511	3	]	]	PUNCT
eurjchem-1307	511	4	.	.	PUNCT
eurjchem-1307	512	1	zhou	zhou	PROPN
eurjchem-1307	512	2	,	,	PUNCT
eurjchem-1307	512	3	l.	l.	PROPN
eurjchem-1307	512	4	;	;	PUNCT
eurjchem-1307	512	5	zhou	zhou	PROPN
eurjchem-1307	512	6	,	,	PUNCT
eurjchem-1307	512	7	j.	j.	PROPN
eurjchem-1307	512	8	;	;	PUNCT
eurjchem-1307	512	9	tan	tan	PROPN
eurjchem-1307	512	10	,	,	PUNCT
eurjchem-1307	512	11	k.	k.	PROPN
eurjchem-1307	512	12	c.	c.	PROPN
eurjchem-1307	512	13	;	;	PUNCT
eurjchem-1307	512	14	chen	chen	PROPN
eurjchem-1307	512	15	,	,	PUNCT
eurjchem-1307	512	16	j.	j.	PROPN
eurjchem-1307	512	17	yeung	yeung	PROPN
eurjchem-1307	512	18	,	,	PUNCT
eurjchem-1307	512	19	y‐y	y‐y	PROPN
eurjchem-1307	512	20	.	.	PUNCT
eurjchem-1307	512	21	org	org	PROPN
eurjchem-1307	512	22	.	.	PUNCT
eurjchem-1307	513	1	lett	lett	PROPN
eurjchem-1307	513	2	.	.	PUNCT
eurjchem-1307	514	1	2011	2011	NUM
eurjchem-1307	514	2	,	,	PUNCT
eurjchem-1307	514	3	13	13	NUM
eurjchem-1307	514	4	,	,	PUNCT
eurjchem-1307	514	5	2448‐2451	2448‐2451	NUM
eurjchem-1307	514	6	.	.	PUNCT
eurjchem-1307	515	1	[	[	X
eurjchem-1307	515	2	26	26	NUM
eurjchem-1307	515	3	]	]	PUNCT
eurjchem-1307	515	4	.	.	PUNCT
eurjchem-1307	516	1	jeong	jeong	PROPN
eurjchem-1307	516	2	,	,	PUNCT
eurjchem-1307	516	3	j.	j.	PROPN
eurjchem-1307	516	4	u.	u.	PROPN
eurjchem-1307	516	5	;	;	PUNCT
eurjchem-1307	516	6	tao	tao	PROPN
eurjchem-1307	516	7	,	,	PUNCT
eurjchem-1307	516	8	b.	b.	PROPN
eurjchem-1307	516	9	;	;	PUNCT
eurjchem-1307	516	10	sagasser	sagasser	PROPN
eurjchem-1307	516	11	,	,	PUNCT
eurjchem-1307	516	12	i.	i.	NOUN
eurjchem-1307	516	13	;	;	PUNCT
eurjchem-1307	516	14	henniges	hennige	NOUN
eurjchem-1307	516	15	,	,	PUNCT
eurjchem-1307	516	16	h.	h.	PROPN
eurjchem-1307	516	17	;	;	PUNCT
eurjchem-1307	516	18	sharpless	sharpless	PROPN
eurjchem-1307	516	19	,	,	PUNCT
eurjchem-1307	516	20	k.	k.	PROPN
eurjchem-1307	516	21	b.	b.	PROPN
eurjchem-1307	517	1	j.	j.	PROPN
eurjchem-1307	517	2	am	am	PROPN
eurjchem-1307	517	3	.	.	PUNCT
eurjchem-1307	518	1	chem	chem	PROPN
eurjchem-1307	518	2	.	.	PUNCT
eurjchem-1307	519	1	soc	soc	PROPN
eurjchem-1307	519	2	.	.	PUNCT
eurjchem-1307	520	1	1998	1998	NUM
eurjchem-1307	520	2	,	,	PUNCT
eurjchem-1307	520	3	120	120	NUM
eurjchem-1307	520	4	,	,	PUNCT
eurjchem-1307	520	5	6844‐6845	6844‐6845	NOUN
eurjchem-1307	520	6	.	.	PUNCT
eurjchem-1307	521	1	[	[	X
eurjchem-1307	521	2	27	27	NUM
eurjchem-1307	521	3	]	]	PUNCT
eurjchem-1307	521	4	.	.	PUNCT
eurjchem-1307	522	1	sureshkumar	sureshkumar	PROPN
eurjchem-1307	522	2	,	,	PUNCT
eurjchem-1307	522	3	d.	d.	PROPN
eurjchem-1307	522	4	;	;	PUNCT
eurjchem-1307	522	5	gunasundri	gunasundri	PROPN
eurjchem-1307	522	6	,	,	PUNCT
eurjchem-1307	522	7	t.	t.	PROPN
eurjchem-1307	522	8	;	;	PUNCT
eurjchem-1307	522	9	ganesh	ganesh	PROPN
eurjchem-1307	522	10	,	,	PUNCT
eurjchem-1307	522	11	v.	v.	PROPN
eurjchem-1307	522	12	;	;	PUNCT
eurjchem-1307	522	13	chandrasekaran	chandrasekaran	VERB
eurjchem-1307	522	14	,	,	PUNCT
eurjchem-1307	522	15	s.	s.	PROPN
eurjchem-1307	522	16	j.	j.	PROPN
eurjchem-1307	522	17	org	org	PROPN
eurjchem-1307	522	18	.	.	PUNCT
eurjchem-1307	522	19	chem	chem	PROPN
eurjchem-1307	522	20	.	.	PUNCT
eurjchem-1307	523	1	2007	2007	NUM
eurjchem-1307	523	2	,	,	PUNCT
eurjchem-1307	523	3	72	72	NUM
eurjchem-1307	523	4	,	,	PUNCT
eurjchem-1307	523	5	2106‐2117	2106‐2117	NUM
eurjchem-1307	523	6	.	.	PUNCT
eurjchem-1307	524	1	[	[	X
eurjchem-1307	524	2	28	28	NUM
eurjchem-1307	524	3	]	]	PUNCT
eurjchem-1307	524	4	.	.	PUNCT
eurjchem-1307	525	1	brobst	brobst	PROPN
eurjchem-1307	525	2	,	,	PUNCT
eurjchem-1307	525	3	k.	k.	PROPN
eurjchem-1307	525	4	a.	a.	PROPN
eurjchem-1307	525	5	;	;	PUNCT
eurjchem-1307	526	1	silverberg	silverberg	PROPN
eurjchem-1307	526	2	,	,	PUNCT
eurjchem-1307	526	3	l.	l.	PROPN
eurjchem-1307	526	4	j.	j.	PROPN
eurjchem-1307	526	5	;	;	PUNCT
eurjchem-1307	526	6	yennawar	yennawar	PROPN
eurjchem-1307	526	7	,	,	PUNCT
eurjchem-1307	526	8	h.	h.	PROPN
eurjchem-1307	526	9	american	american	PROPN
eurjchem-1307	526	10	chemical	chemical	PROPN
eurjchem-1307	526	11	society	society	PROPN
eurjchem-1307	526	12	middle	middle	PROPN
eurjchem-1307	526	13	atlantic	atlantic	PROPN
eurjchem-1307	526	14	regional	regional	ADJ
eurjchem-1307	526	15	meeting	meeting	NOUN
eurjchem-1307	526	16	,	,	PUNCT
eurjchem-1307	526	17	university	university	NOUN
eurjchem-1307	526	18	of	of	ADP
eurjchem-1307	526	19	maryland	maryland	PROPN
eurjchem-1307	526	20	,	,	PUNCT
eurjchem-1307	526	21	2011	2011	NUM
eurjchem-1307	526	22	,	,	PUNCT
eurjchem-1307	526	23	abstract	abstract	NOUN
eurjchem-1307	526	24	239	239	NUM
eurjchem-1307	526	25	.	.	PUNCT
eurjchem-1307	527	1	[	[	X
eurjchem-1307	527	2	29	29	NUM
eurjchem-1307	527	3	]	]	PUNCT
eurjchem-1307	527	4	.	.	PUNCT
eurjchem-1307	528	1	campbell	campbell	PROPN
eurjchem-1307	528	2	,	,	PUNCT
eurjchem-1307	528	3	m.	m.	NOUN
eurjchem-1307	528	4	m.	m.	NOUN
eurjchem-1307	528	5	;	;	PUNCT
eurjchem-1307	528	6	johnson	johnson	PROPN
eurjchem-1307	528	7	,	,	PUNCT
eurjchem-1307	528	8	g.	g.	PROPN
eurjchem-1307	528	9	chem	chem	PROPN
eurjchem-1307	528	10	.	.	PUNCT
eurjchem-1307	529	1	rev	rev	PROPN
eurjchem-1307	529	2	.	.	PROPN
eurjchem-1307	529	3	1978	1978	NUM
eurjchem-1307	529	4	,	,	PUNCT
eurjchem-1307	529	5	78	78	NUM
eurjchem-1307	529	6	,	,	PUNCT
eurjchem-1307	529	7	65‐80	65‐80	VERB
eurjchem-1307	529	8	.	.	PUNCT
eurjchem-1307	530	1	[	[	X
eurjchem-1307	530	2	30	30	NUM
eurjchem-1307	530	3	]	]	PUNCT
eurjchem-1307	530	4	.	.	PUNCT
eurjchem-1307	531	1	hardy	hardy	ADJ
eurjchem-1307	531	2	,	,	PUNCT
eurjchem-1307	531	3	f.	f.	PROPN
eurjchem-1307	531	4	e.	e.	PROPN
eurjchem-1307	531	5	j.	j.	PROPN
eurjchem-1307	531	6	chem	chem	PROPN
eurjchem-1307	531	7	.	.	PUNCT
eurjchem-1307	532	1	soc	soc	PROPN
eurjchem-1307	532	2	.	.	PUNCT
eurjchem-1307	533	1	b	b	PROPN
eurjchem-1307	533	2	1971	1971	NUM
eurjchem-1307	533	3	,	,	PUNCT
eurjchem-1307	533	4	1899‐1902	1899‐1902	NUM
eurjchem-1307	533	5	.	.	PUNCT
eurjchem-1307	534	1	[	[	X
eurjchem-1307	534	2	31	31	NUM
eurjchem-1307	534	3	]	]	PUNCT
eurjchem-1307	534	4	.	.	PUNCT
eurjchem-1307	535	1	bandgar	bandgar	NOUN
eurjchem-1307	535	2	,	,	PUNCT
eurjchem-1307	535	3	b.	b.	PROPN
eurjchem-1307	535	4	p.	p.	PROPN
eurjchem-1307	535	5	;	;	PUNCT
eurjchem-1307	535	6	makone	makone	PROPN
eurjchem-1307	535	7	,	,	PUNCT
eurjchem-1307	535	8	s.	s.	PROPN
eurjchem-1307	535	9	s.	s.	PROPN
eurjchem-1307	535	10	syn	syn	PROPN
eurjchem-1307	535	11	.	.	PROPN
eurjchem-1307	535	12	commun	commun	PROPN
eurjchem-1307	535	13	.	.	PUNCT
eurjchem-1307	536	1	2006	2006	NUM
eurjchem-1307	536	2	,	,	PUNCT
eurjchem-1307	536	3	36	36	NUM
eurjchem-1307	536	4	,	,	PUNCT
eurjchem-1307	536	5	1347‐1352	1347‐1352	NUM
eurjchem-1307	536	6	.	.	PUNCT
eurjchem-1307	537	1	[	[	X
eurjchem-1307	537	2	32	32	NUM
eurjchem-1307	537	3	]	]	PUNCT
eurjchem-1307	537	4	.	.	PUNCT
eurjchem-1307	538	1	creary	creary	ADJ
eurjchem-1307	538	2	,	,	PUNCT
eurjchem-1307	538	3	x.	x.	PROPN
eurjchem-1307	538	4	;	;	PUNCT
eurjchem-1307	538	5	wang	wang	PROPN
eurjchem-1307	538	6	,	,	PUNCT
eurjchem-1307	538	7	y.	y.	PROPN
eurjchem-1307	538	8	x.	x.	PROPN
eurjchem-1307	538	9	;	;	PUNCT
eurjchem-1307	538	10	jiang	jiang	PROPN
eurjchem-1307	538	11	,	,	PUNCT
eurjchem-1307	538	12	z.	z.	PROPN
eurjchem-1307	538	13	j.	j.	PROPN
eurjchem-1307	538	14	am	am	PROPN
eurjchem-1307	538	15	.	.	PUNCT
eurjchem-1307	539	1	chem	chem	NOUN
eurjchem-1307	539	2	.	.	PUNCT
eurjchem-1307	540	1	soc	soc	PROPN
eurjchem-1307	540	2	.	.	PUNCT
eurjchem-1307	541	1	1995	1995	NUM
eurjchem-1307	541	2	,	,	PUNCT
eurjchem-1307	541	3	117	117	NUM
eurjchem-1307	541	4	,	,	PUNCT
eurjchem-1307	541	5	3044‐	3044‐	NUM
eurjchem-1307	541	6	3053	3053	NUM
eurjchem-1307	541	7	.	.	PUNCT
eurjchem-1307	542	1	[	[	X
eurjchem-1307	542	2	33	33	NUM
eurjchem-1307	542	3	]	]	PUNCT
eurjchem-1307	542	4	.	.	PUNCT
eurjchem-1307	543	1	smith	smith	PROPN
eurjchem-1307	543	2	,	,	PUNCT
eurjchem-1307	543	3	m.	m.	PROPN
eurjchem-1307	543	4	b.	b.	PROPN
eurjchem-1307	543	5	;	;	PUNCT
eurjchem-1307	543	6	march	march	PROPN
eurjchem-1307	543	7	,	,	PUNCT
eurjchem-1307	543	8	j.	j.	PROPN
eurjchem-1307	543	9	march	march	PROPN
eurjchem-1307	543	10	’s	’s	PART
eurjchem-1307	543	11	advanced	advanced	ADJ
eurjchem-1307	543	12	organic	organic	ADJ
eurjchem-1307	543	13	chemistry	chemistry	NOUN
eurjchem-1307	543	14	,	,	PUNCT
eurjchem-1307	543	15	6th	6th	ADJ
eurjchem-1307	543	16	ed	ed	NOUN
eurjchem-1307	543	17	.	.	PROPN
eurjchem-1307	543	18	,	,	PUNCT
eurjchem-1307	543	19	john	john	PROPN
eurjchem-1307	543	20	wiley	wiley	PROPN
eurjchem-1307	543	21	and	and	CCONJ
eurjchem-1307	543	22	sons	son	NOUN
eurjchem-1307	543	23	,	,	PUNCT
eurjchem-1307	543	24	2007	2007	NUM
eurjchem-1307	543	25	,	,	PUNCT
eurjchem-1307	543	26	p.	p.	NOUN
eurjchem-1307	543	27	501	501	NUM
eurjchem-1307	543	28	.	.	PUNCT
eurjchem-1307	544	1	[	[	X
eurjchem-1307	544	2	34	34	NUM
eurjchem-1307	544	3	]	]	PUNCT
eurjchem-1307	544	4	.	.	PUNCT
eurjchem-1307	544	5	frisch	frisch	PROPN
eurjchem-1307	544	6	,	,	PUNCT
eurjchem-1307	544	7	m.	m.	NOUN
eurjchem-1307	544	8	j.	j.	PROPN
eurjchem-1307	544	9	;	;	PUNCT
eurjchem-1307	544	10	trucks	truck	NOUN
eurjchem-1307	544	11	,	,	PUNCT
eurjchem-1307	544	12	g.	g.	PROPN
eurjchem-1307	544	13	w.	w.	PROPN
eurjchem-1307	544	14	;	;	PUNCT
eurjchem-1307	544	15	schlegel	schlegel	PROPN
eurjchem-1307	544	16	,	,	PUNCT
eurjchem-1307	544	17	h.	h.	PROPN
eurjchem-1307	544	18	b.	b.	PROPN
eurjchem-1307	544	19	;	;	PUNCT
eurjchem-1307	544	20	scuseria	scuseria	PROPN
eurjchem-1307	544	21	,	,	PUNCT
eurjchem-1307	544	22	g.	g.	PROPN
eurjchem-1307	544	23	e.	e.	PROPN
eurjchem-1307	544	24	;	;	PUNCT
eurjchem-1307	544	25	robb	robb	NOUN
eurjchem-1307	544	26	,	,	PUNCT
eurjchem-1307	544	27	m.	m.	NOUN
eurjchem-1307	544	28	a.	a.	PROPN
eurjchem-1307	544	29	;	;	PUNCT
eurjchem-1307	544	30	cheeseman	cheeseman	PROPN
eurjchem-1307	544	31	,	,	PUNCT
eurjchem-1307	544	32	j.	j.	PROPN
eurjchem-1307	544	33	r.	r.	PROPN
eurjchem-1307	544	34	;	;	PUNCT
eurjchem-1307	544	35	scalmani	scalmani	PROPN
eurjchem-1307	544	36	,	,	PUNCT
eurjchem-1307	544	37	g.	g.	PROPN
eurjchem-1307	544	38	;	;	PUNCT
eurjchem-1307	544	39	barone	barone	PROPN
eurjchem-1307	544	40	,	,	PUNCT
eurjchem-1307	544	41	v.	v.	PROPN
eurjchem-1307	544	42	;	;	PUNCT
eurjchem-1307	544	43	mennucci	mennucci	PROPN
eurjchem-1307	544	44	,	,	PUNCT
eurjchem-1307	544	45	b.	b.	PROPN
eurjchem-1307	544	46	;	;	PUNCT
eurjchem-1307	544	47	petersson	petersson	PROPN
eurjchem-1307	544	48	,	,	PUNCT
eurjchem-1307	544	49	g.	g.	PROPN
eurjchem-1307	544	50	a.	a.	PROPN
eurjchem-1307	544	51	;	;	PUNCT
eurjchem-1307	544	52	nakatsuji	nakatsuji	PROPN
eurjchem-1307	544	53	,	,	PUNCT
eurjchem-1307	544	54	h.	h.	PROPN
eurjchem-1307	544	55	;	;	PUNCT
eurjchem-1307	544	56	caricato	caricato	PROPN
eurjchem-1307	544	57	,	,	PUNCT
eurjchem-1307	544	58	m.	m.	NOUN
eurjchem-1307	544	59	;	;	PUNCT
eurjchem-1307	544	60	li	li	PROPN
eurjchem-1307	544	61	,	,	PUNCT
eurjchem-1307	544	62	x.	x.	PROPN
eurjchem-1307	544	63	;	;	PUNCT
eurjchem-1307	544	64	hratchian	hratchian	PROPN
eurjchem-1307	544	65	,	,	PUNCT
eurjchem-1307	544	66	h.	h.	PROPN
eurjchem-1307	544	67	p.	p.	PROPN
eurjchem-1307	544	68	;	;	PUNCT
eurjchem-1307	544	69	izmaylov	izmaylov	ADV
eurjchem-1307	544	70	,	,	PUNCT
eurjchem-1307	544	71	a.	a.	PROPN
eurjchem-1307	544	72	f.	f.	PROPN
eurjchem-1307	544	73	;	;	PUNCT
eurjchem-1307	544	74	bloino	bloino	PROPN
eurjchem-1307	544	75	,	,	PUNCT
eurjchem-1307	544	76	j.	j.	PROPN
eurjchem-1307	544	77	;	;	PUNCT
eurjchem-1307	544	78	zheng	zheng	PROPN
eurjchem-1307	544	79	,	,	PUNCT
eurjchem-1307	544	80	g.	g.	PROPN
eurjchem-1307	544	81	;	;	PUNCT
eurjchem-1307	544	82	sonnenberg	sonnenberg	PROPN
eurjchem-1307	544	83	,	,	PUNCT
eurjchem-1307	544	84	j.	j.	PROPN
eurjchem-1307	544	85	l.	l.	PROPN
eurjchem-1307	544	86	;	;	PUNCT
eurjchem-1307	544	87	hada	hada	PROPN
eurjchem-1307	544	88	,	,	PUNCT
eurjchem-1307	544	89	m.	m.	NOUN
eurjchem-1307	544	90	;	;	PUNCT
eurjchem-1307	544	91	ehara	ehara	PROPN
eurjchem-1307	544	92	,	,	PUNCT
eurjchem-1307	544	93	m.	m.	NOUN
eurjchem-1307	544	94	;	;	PUNCT
eurjchem-1307	544	95	toyota	toyota	PROPN
eurjchem-1307	544	96	,	,	PUNCT
eurjchem-1307	544	97	k.	k.	PROPN
eurjchem-1307	544	98	;	;	PUNCT
eurjchem-1307	544	99	fukuda	fukuda	PROPN
eurjchem-1307	544	100	,	,	PUNCT
eurjchem-1307	544	101	r.	r.	PROPN
eurjchem-1307	544	102	;	;	PUNCT
eurjchem-1307	544	103	hasegawa	hasegawa	PROPN
eurjchem-1307	544	104	,	,	PUNCT
eurjchem-1307	544	105	j.	j.	PROPN
eurjchem-1307	544	106	;	;	PUNCT
eurjchem-1307	544	107	ishida	ishida	PROPN
eurjchem-1307	544	108	,	,	PUNCT
eurjchem-1307	544	109	m.	m.	NOUN
eurjchem-1307	544	110	;	;	PUNCT
eurjchem-1307	544	111	nakajima	nakajima	PROPN
eurjchem-1307	544	112	,	,	PUNCT
eurjchem-1307	544	113	t.	t.	PROPN
eurjchem-1307	544	114	;	;	PUNCT
eurjchem-1307	544	115	honda	honda	NOUN
eurjchem-1307	544	116	,	,	PUNCT
eurjchem-1307	544	117	y.	y.	PROPN
eurjchem-1307	544	118	;	;	PUNCT
eurjchem-1307	544	119	kitao	kitao	PROPN
eurjchem-1307	544	120	,	,	PUNCT
eurjchem-1307	544	121	o.	o.	PROPN
eurjchem-1307	544	122	;	;	PUNCT
eurjchem-1307	544	123	nakai	nakai	PROPN
eurjchem-1307	544	124	,	,	PUNCT
eurjchem-1307	544	125	h.	h.	PROPN
eurjchem-1307	544	126	;	;	PUNCT
eurjchem-1307	544	127	vreven	vreven	VERB
eurjchem-1307	544	128	,	,	PUNCT
eurjchem-1307	544	129	t.	t.	PROPN
eurjchem-1307	544	130	;	;	PUNCT
eurjchem-1307	544	131	j.	j.	PROPN
eurjchem-1307	544	132	a.	a.	PROPN
eurjchem-1307	544	133	montgomery	montgomery	PROPN
eurjchem-1307	544	134	,	,	PUNCT
eurjchem-1307	544	135	j.	j.	PROPN
eurjchem-1307	544	136	;	;	PUNCT
eurjchem-1307	544	137	peralta	peralta	PROPN
eurjchem-1307	544	138	,	,	PUNCT
eurjchem-1307	544	139	j.	j.	PROPN
eurjchem-1307	544	140	e.	e.	PROPN
eurjchem-1307	544	141	;	;	PUNCT
eurjchem-1307	544	142	ogliaro	ogliaro	PROPN
eurjchem-1307	544	143	,	,	PUNCT
eurjchem-1307	544	144	f.	f.	PROPN
eurjchem-1307	544	145	;	;	PUNCT
eurjchem-1307	544	146	bearpark	bearpark	PROPN
eurjchem-1307	544	147	,	,	PUNCT
eurjchem-1307	544	148	m.	m.	NOUN
eurjchem-1307	544	149	;	;	PUNCT
eurjchem-1307	544	150	heyd	heyd	PROPN
eurjchem-1307	544	151	,	,	PUNCT
eurjchem-1307	544	152	j.	j.	PROPN
eurjchem-1307	544	153	j.	j.	PROPN
eurjchem-1307	544	154	;	;	PUNCT
eurjchem-1307	544	155	brothers	brother	NOUN
eurjchem-1307	544	156	,	,	PUNCT
eurjchem-1307	544	157	e.	e.	PROPN
eurjchem-1307	544	158	;	;	PUNCT
eurjchem-1307	544	159	kudin	kudin	PROPN
eurjchem-1307	544	160	,	,	PUNCT
eurjchem-1307	544	161	k.	k.	PROPN
eurjchem-1307	544	162	n.	n.	PROPN
eurjchem-1307	544	163	;	;	PUNCT
eurjchem-1307	544	164	staroverov	staroverov	X
eurjchem-1307	544	165	,	,	PUNCT
eurjchem-1307	544	166	v.	v.	ADP
eurjchem-1307	544	167	n.	n.	NOUN
eurjchem-1307	544	168	;	;	PUNCT
eurjchem-1307	544	169	keith	keith	PROPN
eurjchem-1307	544	170	,	,	PUNCT
eurjchem-1307	544	171	t.	t.	PROPN
eurjchem-1307	544	172	;	;	PUNCT
eurjchem-1307	544	173	kobayashi	kobayashi	PROPN
eurjchem-1307	544	174	,	,	PUNCT
eurjchem-1307	544	175	r.	r.	PROPN
eurjchem-1307	544	176	;	;	PUNCT
eurjchem-1307	544	177	normand	normand	PROPN
eurjchem-1307	544	178	,	,	PUNCT
eurjchem-1307	544	179	j.	j.	PROPN
eurjchem-1307	544	180	;	;	PUNCT
eurjchem-1307	544	181	raghavachari	raghavachari	PROPN
eurjchem-1307	544	182	,	,	PUNCT
eurjchem-1307	544	183	k.	k.	PROPN
eurjchem-1307	544	184	;	;	PUNCT
eurjchem-1307	544	185	rendell	rendell	PROPN
eurjchem-1307	544	186	,	,	PUNCT
eurjchem-1307	544	187	a.	a.	NOUN
eurjchem-1307	544	188	;	;	PUNCT
eurjchem-1307	544	189	burant	burant	PROPN
eurjchem-1307	544	190	,	,	PUNCT
eurjchem-1307	544	191	j.	j.	PROPN
eurjchem-1307	544	192	c.	c.	PROPN
eurjchem-1307	544	193	;	;	PUNCT
eurjchem-1307	544	194	iyengar	iyengar	PROPN
eurjchem-1307	544	195	,	,	PUNCT
eurjchem-1307	544	196	s.	s.	PROPN
eurjchem-1307	544	197	s.	s.	PROPN
eurjchem-1307	544	198	;	;	PUNCT
eurjchem-1307	544	199	tomasi	tomasi	PROPN
eurjchem-1307	544	200	,	,	PUNCT
eurjchem-1307	544	201	j.	j.	PROPN
eurjchem-1307	544	202	;	;	PUNCT
eurjchem-1307	544	203	cossi	cossi	PROPN
eurjchem-1307	544	204	,	,	PUNCT
eurjchem-1307	544	205	m.	m.	NOUN
eurjchem-1307	544	206	;	;	PUNCT
eurjchem-1307	544	207	rega	rega	PROPN
eurjchem-1307	544	208	,	,	PUNCT
eurjchem-1307	544	209	n.	n.	NOUN
eurjchem-1307	544	210	;	;	PUNCT
eurjchem-1307	544	211	millam	millam	PROPN
eurjchem-1307	544	212	,	,	PUNCT
eurjchem-1307	544	213	j.	j.	PROPN
eurjchem-1307	544	214	m.	m.	PROPN
eurjchem-1307	544	215	;	;	PUNCT
eurjchem-1307	544	216	klene	klene	PROPN
eurjchem-1307	544	217	,	,	PUNCT
eurjchem-1307	544	218	m.	m.	NOUN
eurjchem-1307	544	219	;	;	PUNCT
eurjchem-1307	544	220	knox	knox	PROPN
eurjchem-1307	544	221	,	,	PUNCT
eurjchem-1307	544	222	j.	j.	PROPN
eurjchem-1307	544	223	e.	e.	PROPN
eurjchem-1307	544	224	;	;	PUNCT
eurjchem-1307	544	225	cross	cross	PROPN
eurjchem-1307	544	226	,	,	PUNCT
eurjchem-1307	544	227	j.	j.	PROPN
eurjchem-1307	544	228	b.	b.	PROPN
eurjchem-1307	544	229	;	;	PUNCT
eurjchem-1307	544	230	bakken	bakken	PROPN
eurjchem-1307	544	231	,	,	PUNCT
eurjchem-1307	544	232	v.	v.	PROPN
eurjchem-1307	544	233	;	;	PUNCT
eurjchem-1307	544	234	adamo	adamo	PROPN
eurjchem-1307	544	235	,	,	PUNCT
eurjchem-1307	544	236	c.	c.	PROPN
eurjchem-1307	544	237	;	;	PUNCT
eurjchem-1307	544	238	jaramillo	jaramillo	PROPN
eurjchem-1307	544	239	,	,	PUNCT
eurjchem-1307	544	240	j.	j.	PROPN
eurjchem-1307	544	241	;	;	PUNCT
eurjchem-1307	544	242	gomperts	gomperts	PROPN
eurjchem-1307	544	243	,	,	PUNCT
eurjchem-1307	544	244	r.	r.	PROPN
eurjchem-1307	544	245	;	;	PUNCT
eurjchem-1307	544	246	stratmann	stratmann	PROPN
eurjchem-1307	544	247	,	,	PUNCT
eurjchem-1307	544	248	r.	r.	PROPN
eurjchem-1307	544	249	e.	e.	PROPN
eurjchem-1307	544	250	;	;	PUNCT
eurjchem-1307	544	251	yazyev	yazyev	PROPN
eurjchem-1307	544	252	,	,	PUNCT
eurjchem-1307	544	253	o.	o.	PROPN
eurjchem-1307	544	254	;	;	PUNCT
eurjchem-1307	544	255	austin	austin	PROPN
eurjchem-1307	544	256	,	,	PUNCT
eurjchem-1307	544	257	a.	a.	PROPN
eurjchem-1307	544	258	j.	j.	PROPN
eurjchem-1307	544	259	;	;	PUNCT
eurjchem-1307	544	260	cammi	cammi	PROPN
eurjchem-1307	544	261	,	,	PUNCT
eurjchem-1307	544	262	r.	r.	PROPN
eurjchem-1307	544	263	;	;	PUNCT
eurjchem-1307	544	264	pomelli	pomelli	PROPN
eurjchem-1307	544	265	,	,	PUNCT
eurjchem-1307	544	266	c.	c.	NOUN
eurjchem-1307	544	267	;	;	PUNCT
eurjchem-1307	544	268	ochterski	ochterski	PROPN
eurjchem-1307	544	269	,	,	PUNCT
eurjchem-1307	544	270	j.	j.	PROPN
eurjchem-1307	544	271	w.	w.	PROPN
eurjchem-1307	544	272	;	;	PUNCT
eurjchem-1307	544	273	martin	martin	PROPN
eurjchem-1307	544	274	,	,	PUNCT
eurjchem-1307	544	275	r.	r.	PROPN
eurjchem-1307	544	276	l.	l.	PROPN
eurjchem-1307	544	277	;	;	PUNCT
eurjchem-1307	544	278	morokuma	morokuma	PROPN
eurjchem-1307	544	279	,	,	PUNCT
eurjchem-1307	544	280	k.	k.	PROPN
eurjchem-1307	544	281	;	;	PUNCT
eurjchem-1307	544	282	zakrzewski	zakrzewski	PROPN
eurjchem-1307	544	283	,	,	PUNCT
eurjchem-1307	544	284	v.	v.	PROPN
eurjchem-1307	544	285	g.	g.	PROPN
eurjchem-1307	544	286	;	;	PUNCT
eurjchem-1307	544	287	voth	voth	PROPN
eurjchem-1307	544	288	,	,	PUNCT
eurjchem-1307	544	289	g.	g.	PROPN
eurjchem-1307	544	290	a.	a.	PROPN
eurjchem-1307	544	291	;	;	PUNCT
eurjchem-1307	544	292	salvador	salvador	PROPN
eurjchem-1307	544	293	,	,	PUNCT
eurjchem-1307	544	294	p.	p.	PROPN
eurjchem-1307	544	295	;	;	PUNCT
eurjchem-1307	544	296	dannenberg	dannenberg	PROPN
eurjchem-1307	544	297	,	,	PUNCT
eurjchem-1307	544	298	j.	j.	PROPN
eurjchem-1307	544	299	j.	j.	PROPN
eurjchem-1307	544	300	;	;	PUNCT
eurjchem-1307	544	301	dapprich	dapprich	PROPN
eurjchem-1307	544	302	,	,	PUNCT
eurjchem-1307	544	303	s.	s.	PROPN
eurjchem-1307	544	304	;	;	PUNCT
eurjchem-1307	544	305	daniels	daniels	PROPN
eurjchem-1307	544	306	,	,	PUNCT
eurjchem-1307	544	307	a.	a.	PROPN
eurjchem-1307	544	308	d.	d.	PROPN
eurjchem-1307	544	309	;	;	PUNCT
eurjchem-1307	544	310	farkas	farkas	PROPN
eurjchem-1307	544	311	,	,	PUNCT
eurjchem-1307	544	312	o.	o.	PROPN
eurjchem-1307	544	313	;	;	PUNCT
eurjchem-1307	544	314	foresman	foresman	PROPN
eurjchem-1307	544	315	,	,	PUNCT
eurjchem-1307	544	316	j.	j.	PROPN
eurjchem-1307	544	317	b.	b.	PROPN
eurjchem-1307	544	318	;	;	PUNCT
eurjchem-1307	544	319	ortiz	ortiz	PROPN
eurjchem-1307	544	320	,	,	PUNCT
eurjchem-1307	544	321	j.	j.	PROPN
eurjchem-1307	544	322	v.	v.	PROPN
eurjchem-1307	544	323	;	;	PUNCT
eurjchem-1307	544	324	cioslowski	cioslowski	PROPN
eurjchem-1307	544	325	,	,	PUNCT
eurjchem-1307	544	326	j.	j.	PROPN
eurjchem-1307	544	327	;	;	PUNCT
eurjchem-1307	544	328	fox	fox	PROPN
eurjchem-1307	544	329	,	,	PUNCT
eurjchem-1307	544	330	d.	d.	PROPN
eurjchem-1307	544	331	j.	j.	PROPN
eurjchem-1307	544	332	;	;	PUNCT
eurjchem-1307	544	333	em64l‐g09revb.01	em64l‐g09revb.01	PROPN
eurjchem-1307	544	334	ed	ed	NOUN
eurjchem-1307	544	335	.	.	PUNCT
eurjchem-1307	544	336	;	;	PUNCT
eurjchem-1307	544	337	gaussian	gaussian	PROPN
eurjchem-1307	544	338	,	,	PUNCT
eurjchem-1307	544	339	inc	inc	PROPN
eurjchem-1307	544	340	.	.	PROPN
eurjchem-1307	544	341	,	,	PUNCT
eurjchem-1307	544	342	2010	2010	NUM
eurjchem-1307	544	343	.	.	PUNCT
eurjchem-1307	545	1	[	[	X
eurjchem-1307	545	2	35	35	NUM
eurjchem-1307	545	3	]	]	PUNCT
eurjchem-1307	545	4	.	.	PUNCT
eurjchem-1307	546	1	dunning	dun	VERB
eurjchem-1307	546	2	,	,	PUNCT
eurjchem-1307	546	3	t.	t.	PROPN
eurjchem-1307	546	4	h.	h.	PROPN
eurjchem-1307	546	5	j.	j.	PROPN
eurjchem-1307	546	6	chem	chem	PROPN
eurjchem-1307	546	7	.	.	PUNCT
eurjchem-1307	547	1	phys	phy	NOUN
eurjchem-1307	547	2	.	.	PUNCT
eurjchem-1307	548	1	1989	1989	NUM
eurjchem-1307	548	2	,	,	PUNCT
eurjchem-1307	548	3	90	90	NUM
eurjchem-1307	548	4	,	,	PUNCT
eurjchem-1307	548	5	1007‐1023	1007‐1023	NUM
eurjchem-1307	548	6	.	.	PUNCT
eurjchem-1307	549	1	[	[	X
eurjchem-1307	549	2	36	36	NUM
eurjchem-1307	549	3	]	]	PUNCT
eurjchem-1307	549	4	.	.	PUNCT
eurjchem-1307	550	1	reed	reed	PROPN
eurjchem-1307	550	2	,	,	PUNCT
eurjchem-1307	550	3	a.	a.	PROPN
eurjchem-1307	550	4	e.	e.	PROPN
eurjchem-1307	550	5	;	;	PUNCT
eurjchem-1307	550	6	weinstock	weinstock	PROPN
eurjchem-1307	550	7	,	,	PUNCT
eurjchem-1307	550	8	r.	r.	PROPN
eurjchem-1307	550	9	b.	b.	PROPN
eurjchem-1307	550	10	;	;	PUNCT
eurjchem-1307	550	11	weinhold	weinhold	PROPN
eurjchem-1307	550	12	,	,	PUNCT
eurjchem-1307	550	13	f.	f.	PROPN
eurjchem-1307	550	14	j.	j.	PROPN
eurjchem-1307	550	15	chem	chem	PROPN
eurjchem-1307	550	16	.	.	PUNCT
eurjchem-1307	551	1	phys	phy	NOUN
eurjchem-1307	551	2	.	.	PUNCT
eurjchem-1307	552	1	1985	1985	NUM
eurjchem-1307	552	2	,	,	PUNCT
eurjchem-1307	552	3	83	83	NUM
eurjchem-1307	552	4	,	,	PUNCT
eurjchem-1307	552	5	735‐746	735‐746	NUM
eurjchem-1307	552	6	.	.	PUNCT
eurjchem-1307	553	1	[	[	X
eurjchem-1307	553	2	37	37	NUM
eurjchem-1307	553	3	]	]	PUNCT
eurjchem-1307	553	4	.	.	PUNCT
eurjchem-1307	553	5	parr	parr	PROPN
eurjchem-1307	553	6	,	,	PUNCT
eurjchem-1307	553	7	r.	r.	PROPN
eurjchem-1307	553	8	g.	g.	PROPN
eurjchem-1307	553	9	;	;	PUNCT
eurjchem-1307	553	10	pearson	pearson	PROPN
eurjchem-1307	553	11	,	,	PUNCT
eurjchem-1307	553	12	r.	r.	PROPN
eurjchem-1307	553	13	g.	g.	PROPN
eurjchem-1307	553	14	j.	j.	PROPN
eurjchem-1307	553	15	am	am	PROPN
eurjchem-1307	553	16	.	.	PUNCT
eurjchem-1307	554	1	chem	chem	NOUN
eurjchem-1307	554	2	.	.	PUNCT
eurjchem-1307	555	1	soc	soc	PROPN
eurjchem-1307	555	2	.	.	PUNCT
eurjchem-1307	556	1	1983	1983	NUM
eurjchem-1307	556	2	,	,	PUNCT
eurjchem-1307	556	3	105	105	NUM
eurjchem-1307	556	4	,	,	PUNCT
eurjchem-1307	556	5	7512‐7516	7512‐7516	NUM
eurjchem-1307	556	6	.	.	PUNCT
eurjchem-1307	557	1	[	[	X
eurjchem-1307	557	2	38	38	NUM
eurjchem-1307	557	3	]	]	PUNCT
eurjchem-1307	557	4	.	.	PUNCT
eurjchem-1307	558	1	pearson	pearson	PROPN
eurjchem-1307	558	2	,	,	PUNCT
eurjchem-1307	558	3	r.	r.	PROPN
eurjchem-1307	558	4	g.	g.	PROPN
eurjchem-1307	558	5	j.	j.	PROPN
eurjchem-1307	558	6	am	am	PROPN
eurjchem-1307	558	7	.	.	PUNCT
eurjchem-1307	559	1	chem	chem	NOUN
eurjchem-1307	559	2	.	.	PUNCT
eurjchem-1307	560	1	soc	soc	PROPN
eurjchem-1307	560	2	.	.	PUNCT
eurjchem-1307	561	1	1985	1985	NUM
eurjchem-1307	561	2	,	,	PUNCT
eurjchem-1307	561	3	107	107	NUM
eurjchem-1307	561	4	,	,	PUNCT
eurjchem-1307	561	5	6801‐6806	6801‐6806	NUM
eurjchem-1307	561	6	.	.	PUNCT
eurjchem-1307	562	1	[	[	X
eurjchem-1307	562	2	39	39	NUM
eurjchem-1307	562	3	]	]	PUNCT
eurjchem-1307	562	4	.	.	PUNCT
eurjchem-1307	563	1	mebi	mebi	PROPN
eurjchem-1307	563	2	,	,	PUNCT
eurjchem-1307	563	3	c.	c.	PROPN
eurjchem-1307	563	4	j.	j.	PROPN
eurjchem-1307	563	5	chem	chem	PROPN
eurjchem-1307	563	6	.	.	PUNCT
eurjchem-1307	564	1	sci	sci	PROPN
eurjchem-1307	564	2	.	.	PROPN
eurjchem-1307	564	3	2011	2011	NUM
eurjchem-1307	564	4	,	,	PUNCT
eurjchem-1307	564	5	123	123	NUM
eurjchem-1307	564	6	,	,	PUNCT
eurjchem-1307	564	7	727‐731	727‐731	PROPN
eurjchem-1307	564	8	.	.	PUNCT
eurjchem-1307	565	1	[	[	X
eurjchem-1307	565	2	40	40	NUM
eurjchem-1307	565	3	]	]	PUNCT
eurjchem-1307	565	4	.	.	PUNCT
eurjchem-1307	566	1	sharma	sharma	PROPN
eurjchem-1307	566	2	,	,	PUNCT
eurjchem-1307	566	3	p.	p.	PROPN
eurjchem-1307	566	4	;	;	PUNCT
eurjchem-1307	566	5	kumar	kumar	PROPN
eurjchem-1307	566	6	,	,	PUNCT
eurjchem-1307	566	7	a.	a.	PROPN
eurjchem-1307	566	8	;	;	PUNCT
eurjchem-1307	566	9	sahu	sahu	PROPN
eurjchem-1307	566	10	,	,	PUNCT
eurjchem-1307	566	11	v.	v.	PROPN
eurjchem-1307	566	12	j.	j.	PROPN
eurjchem-1307	566	13	phys	phys	PROPN
eurjchem-1307	566	14	.	.	PUNCT
eurjchem-1307	567	1	chem	chem	PROPN
eurjchem-1307	567	2	.	.	PUNCT
eurjchem-1307	568	1	a	a	DET
eurjchem-1307	568	2	2010	2010	NUM
eurjchem-1307	568	3	,	,	PUNCT
eurjchem-1307	568	4	114	114	NUM
eurjchem-1307	568	5	,	,	PUNCT
eurjchem-1307	568	6	1032‐1038	1032‐1038	NUM
eurjchem-1307	568	7	.	.	PUNCT