id	sid	tid	token	lemma	pos
eurjchem-1423	1	1	untitled	untitle	VERB
eurjchem-1423	1	2	european	european	PROPN
eurjchem-1423	1	3	journal	journal	PROPN
eurjchem-1423	1	4	of	of	ADP
eurjchem-1423	1	5	chemistry	chemistry	NOUN
eurjchem-1423	1	6	7	7	NUM
eurjchem-1423	1	7	(	(	PUNCT
eurjchem-1423	1	8	2	2	NUM
eurjchem-1423	1	9	)	)	PUNCT
eurjchem-1423	1	10	(	(	PUNCT
eurjchem-1423	1	11	2016	2016	NUM
eurjchem-1423	1	12	)	)	PUNCT
eurjchem-1423	1	13	225‐229	225‐229	NUM
eurjchem-1423	1	14	european	european	PROPN
eurjchem-1423	1	15	journal	journal	PROPN
eurjchem-1423	1	16	of	of	ADP
eurjchem-1423	1	17	chemistry	chemistry	NOUN
eurjchem-1423	1	18	issn	issn	PROPN
eurjchem-1423	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-1423	1	20	(	(	PUNCT
eurjchem-1423	1	21	print	print	NOUN
eurjchem-1423	1	22	)	)	PUNCT
eurjchem-1423	1	23	/	/	SYM
eurjchem-1423	1	24	issn	issn	PROPN
eurjchem-1423	1	25	2153‐2257	2153‐2257	NUM
eurjchem-1423	1	26	(	(	PUNCT
eurjchem-1423	1	27	online	online	ADJ
eurjchem-1423	1	28	)	)	PUNCT
eurjchem-1423	1	29			NOUN
eurjchem-1423	1	30	2016	2016	NUM
eurjchem-1423	1	31	atlanta	atlanta	PROPN
eurjchem-1423	1	32	publishing	publishing	PROPN
eurjchem-1423	1	33	house	house	PROPN
eurjchem-1423	1	34	llc	llc	PROPN
eurjchem-1423	1	35	‐	‐	PUNCT
eurjchem-1423	1	36	all	all	DET
eurjchem-1423	1	37	rights	right	NOUN
eurjchem-1423	1	38	reserved	reserve	VERB
eurjchem-1423	1	39	‐	‐	NOUN
eurjchem-1423	1	40	printed	print	VERB
eurjchem-1423	1	41	in	in	ADP
eurjchem-1423	1	42	the	the	DET
eurjchem-1423	1	43	usa	usa	PROPN
eurjchem-1423	1	44	http://dx.doi.org/10.5155/eurjchem.7.2.225‐229.1423	http://dx.doi.org/10.5155/eurjchem.7.2.225‐229.1423	PROPN
eurjchem-1423	1	45	european	european	PROPN
eurjchem-1423	1	46	journal	journal	PROPN
eurjchem-1423	1	47	of	of	ADP
eurjchem-1423	1	48	chemistry	chemistry	PROPN
eurjchem-1423	1	49	journal	journal	PROPN
eurjchem-1423	1	50	webpage	webpage	NOUN
eurjchem-1423	1	51	:	:	PUNCT
eurjchem-1423	1	52	www.eurjchem.com	www.eurjchem.com	X
eurjchem-1423	1	53	synthesis	synthesis	NOUN
eurjchem-1423	1	54	and	and	CCONJ
eurjchem-1423	1	55	hplc	hplc	NOUN
eurjchem-1423	1	56	resolution	resolution	NOUN
eurjchem-1423	1	57	of	of	ADP
eurjchem-1423	1	58	isomers	isomer	NOUN
eurjchem-1423	1	59	of	of	ADP
eurjchem-1423	1	60	novel	novel	ADJ
eurjchem-1423	1	61	phosphorus	phosphorus	NOUN
eurjchem-1423	1	62	fluorinated	fluorinate	VERB
eurjchem-1423	1	63	2,4,6‐trimethylphenylazo	2,4,6‐trimethylphenylazo	NUM
eurjchem-1423	1	64	pyridines	pyridine	NOUN
eurjchem-1423	1	65	zineb	zineb	PROPN
eurjchem-1423	1	66	hacini	hacini	PROPN
eurjchem-1423	1	67	1	1	NUM
eurjchem-1423	1	68	,	,	PUNCT
eurjchem-1423	1	69	*	*	PUNCT
eurjchem-1423	1	70	and	and	CCONJ
eurjchem-1423	1	71	lakhdar	lakhdar	NOUN
eurjchem-1423	1	72	sekhri	sekhri	NOUN
eurjchem-1423	1	73	2	2	NUM
eurjchem-1423	1	74	1	1	NUM
eurjchem-1423	1	75	department	department	NOUN
eurjchem-1423	1	76	of	of	ADP
eurjchem-1423	1	77	chemistry	chemistry	NOUN
eurjchem-1423	1	78	,	,	PUNCT
eurjchem-1423	1	79	university	university	PROPN
eurjchem-1423	1	80	of	of	ADP
eurjchem-1423	1	81	hadj	hadj	PROPN
eurjchem-1423	1	82	lakhdar	lakhdar	PROPN
eurjchem-1423	1	83	,	,	PUNCT
eurjchem-1423	1	84	batna	batna	PROPN
eurjchem-1423	1	85	,	,	PUNCT
eurjchem-1423	1	86	05000	05000	NUM
eurjchem-1423	1	87	,	,	PUNCT
eurjchem-1423	1	88	algeria	algeria	PROPN
eurjchem-1423	1	89	2	2	NUM
eurjchem-1423	1	90	department	department	NOUN
eurjchem-1423	1	91	of	of	ADP
eurjchem-1423	1	92	chemistry	chemistry	NOUN
eurjchem-1423	1	93	,	,	PUNCT
eurjchem-1423	1	94	university	university	NOUN
eurjchem-1423	1	95	of	of	ADP
eurjchem-1423	1	96	kasdi	kasdi	PROPN
eurjchem-1423	1	97	merbah	merbah	PROPN
eurjchem-1423	1	98	,	,	PUNCT
eurjchem-1423	1	99	ouargla	ouargla	PROPN
eurjchem-1423	1	100	,	,	PUNCT
eurjchem-1423	1	101	30000	30000	NUM
eurjchem-1423	1	102	,	,	PUNCT
eurjchem-1423	1	103	algeria	algeria	PROPN
eurjchem-1423	1	104	*	*	PUNCT
eurjchem-1423	1	105	corresponding	correspond	VERB
eurjchem-1423	1	106	author	author	NOUN
eurjchem-1423	1	107	at	at	ADP
eurjchem-1423	1	108	:	:	PUNCT
eurjchem-1423	1	109	department	department	NOUN
eurjchem-1423	1	110	of	of	ADP
eurjchem-1423	1	111	chemistry	chemistry	NOUN
eurjchem-1423	1	112	,	,	PUNCT
eurjchem-1423	1	113	university	university	PROPN
eurjchem-1423	1	114	of	of	ADP
eurjchem-1423	1	115	hadj	hadj	PROPN
eurjchem-1423	1	116	lakhdar	lakhdar	PROPN
eurjchem-1423	1	117	,	,	PUNCT
eurjchem-1423	1	118	batna	batna	PROPN
eurjchem-1423	1	119	,	,	PUNCT
eurjchem-1423	1	120	05000	05000	NUM
eurjchem-1423	1	121	,	,	PUNCT
eurjchem-1423	1	122	algeria	algeria	PROPN
eurjchem-1423	1	123	.	.	PUNCT
eurjchem-1423	2	1	tel	tel	PROPN
eurjchem-1423	2	2	.	.	PUNCT
eurjchem-1423	2	3	:	:	PUNCT
eurjchem-1423	3	1	+213.7.76213615	+213.7.76213615	NUM
eurjchem-1423	3	2	.	.	PUNCT
eurjchem-1423	3	3	fax	fax	NOUN
eurjchem-1423	3	4	:	:	PUNCT
eurjchem-1423	3	5	+213.29.711936	+213.29.711936	ADJ
eurjchem-1423	3	6	.	.	PUNCT
eurjchem-1423	3	7	e‐mail	e‐mail	PUNCT
eurjchem-1423	4	1	address	address	NOUN
eurjchem-1423	4	2	:	:	PUNCT
eurjchem-1423	4	3	zn.hacini@gmail.com	zn.hacini@gmail.com	PROPN
eurjchem-1423	4	4	(	(	PUNCT
eurjchem-1423	4	5	z.	z.	PROPN
eurjchem-1423	4	6	hacini	hacini	PROPN
eurjchem-1423	4	7	)	)	PUNCT
eurjchem-1423	4	8	.	.	PUNCT
eurjchem-1423	5	1	article	article	NOUN
eurjchem-1423	5	2	information	information	PROPN
eurjchem-1423	5	3	abstract	abstract	ADJ
eurjchem-1423	5	4	doi	doi	NOUN
eurjchem-1423	5	5	:	:	PUNCT
eurjchem-1423	5	6	10.5155	10.5155	NUM
eurjchem-1423	5	7	/	/	SYM
eurjchem-1423	5	8	eurjchem.7.2.225‐229.1423	eurjchem.7.2.225‐229.1423	NOUN
eurjchem-1423	5	9	received	receive	VERB
eurjchem-1423	5	10	:	:	PUNCT
eurjchem-1423	5	11	05	05	NUM
eurjchem-1423	5	12	march	march	PROPN
eurjchem-1423	5	13	2016	2016	NUM
eurjchem-1423	5	14	accepted	accept	VERB
eurjchem-1423	5	15	:	:	PUNCT
eurjchem-1423	5	16	17	17	NUM
eurjchem-1423	5	17	april	april	PROPN
eurjchem-1423	5	18	2016	2016	NUM
eurjchem-1423	5	19	published	publish	VERB
eurjchem-1423	5	20	online	online	ADV
eurjchem-1423	5	21	:	:	PUNCT
eurjchem-1423	5	22	30	30	NUM
eurjchem-1423	5	23	june	june	PROPN
eurjchem-1423	5	24	2016	2016	NUM
eurjchem-1423	5	25	printed	print	VERB
eurjchem-1423	5	26	:	:	PUNCT
eurjchem-1423	5	27	30	30	NUM
eurjchem-1423	5	28	june	june	PROPN
eurjchem-1423	5	29	2016	2016	NUM
eurjchem-1423	5	30	new	new	ADJ
eurjchem-1423	5	31	compounds	compound	NOUN
eurjchem-1423	5	32	of	of	ADP
eurjchem-1423	5	33	phosphorus	phosphorus	NOUN
eurjchem-1423	5	34	fluorinated	fluorinate	VERB
eurjchem-1423	5	35	2,4,6‐trimethylphenylazo	2,4,6‐trimethylphenylazo	NUM
eurjchem-1423	5	36	pyridines	pyridine	NOUN
eurjchem-1423	5	37	(	(	PUNCT
eurjchem-1423	5	38	4a‐c	4a‐c	NOUN
eurjchem-1423	5	39	)	)	PUNCT
eurjchem-1423	5	40	have	have	AUX
eurjchem-1423	5	41	been	be	AUX
eurjchem-1423	5	42	synthesized	synthesize	VERB
eurjchem-1423	5	43	in	in	ADP
eurjchem-1423	5	44	high	high	ADJ
eurjchem-1423	5	45	yields	yield	NOUN
eurjchem-1423	5	46	via	via	ADP
eurjchem-1423	5	47	adding	add	VERB
eurjchem-1423	5	48	n‐butyl	n‐butyl	PUNCT
eurjchem-1423	5	49	lithium	lithium	NOUN
eurjchem-1423	5	50	in	in	ADP
eurjchem-1423	5	51	hexane	hexane	NOUN
eurjchem-1423	5	52	to	to	ADP
eurjchem-1423	5	53	a	a	DET
eurjchem-1423	5	54	stirred	stir	VERB
eurjchem-1423	5	55	solution	solution	NOUN
eurjchem-1423	5	56	of	of	ADP
eurjchem-1423	5	57	methyldiphenylphosphine	methyldiphenylphosphine	ADJ
eurjchem-1423	5	58	oxide	oxide	NOUN
eurjchem-1423	5	59	in	in	ADP
eurjchem-1423	5	60	dry	dry	ADJ
eurjchem-1423	5	61	thf	thf	NOUN
eurjchem-1423	5	62	at	at	ADP
eurjchem-1423	5	63	0	0	NUM
eurjchem-1423	5	64	°	°	ADP
eurjchem-1423	5	65	c	c	NOUN
eurjchem-1423	5	66	,	,	PUNCT
eurjchem-1423	5	67	then	then	ADV
eurjchem-1423	5	68	cooled	cool	VERB
eurjchem-1423	5	69	to	to	ADP
eurjchem-1423	5	70	around	around	ADV
eurjchem-1423	5	71	‐78	‐78	NOUN
eurjchem-1423	5	72	°	°	ADP
eurjchem-1423	5	73	c	c	NOUN
eurjchem-1423	5	74	,	,	PUNCT
eurjchem-1423	5	75	treated	treat	VERB
eurjchem-1423	5	76	with	with	ADP
eurjchem-1423	5	77	azo‐pyridines(2a‐c	azo‐pyridines(2a‐c	PROPN
eurjchem-1423	5	78	)	)	PUNCT
eurjchem-1423	5	79	and	and	CCONJ
eurjchem-1423	5	80	then	then	ADV
eurjchem-1423	5	81	allowed	allow	VERB
eurjchem-1423	5	82	to	to	PART
eurjchem-1423	5	83	warm	warm	VERB
eurjchem-1423	5	84	at	at	ADP
eurjchem-1423	5	85	room	room	NOUN
eurjchem-1423	5	86	temperature	temperature	NOUN
eurjchem-1423	5	87	over	over	ADP
eurjchem-1423	5	88	2	2	NUM
eurjchem-1423	5	89	h.	h.	NOUN
eurjchem-1423	5	90	the	the	DET
eurjchem-1423	5	91	isomers	isomer	NOUN
eurjchem-1423	5	92	of	of	ADP
eurjchem-1423	5	93	(	(	PUNCT
eurjchem-1423	5	94	e)‐((5‐chloro‐3,6‐difuoro‐4‐(mesityldiazenyl)pyridin‐2‐yl)methyl)diphenyl	e)‐((5‐chloro‐3,6‐difuoro‐4‐(mesityldiazenyl)pyridin‐2‐yl)methyl)diphenyl	ADV
eurjchem-1423	5	95	phosphine	phosphine	ADJ
eurjchem-1423	5	96	oxide	oxide	NOUN
eurjchem-1423	5	97	(	(	PUNCT
eurjchem-1423	5	98	4b	4b	PROPN
eurjchem-1423	5	99	)	)	PUNCT
eurjchem-1423	5	100	and	and	CCONJ
eurjchem-1423	5	101	(	(	PUNCT
eurjchem-1423	5	102	e)‐((3,6‐difuoro‐4‐(mesityldiazenyl)5‐methoxypyridin‐2‐	e)‐((3,6‐difuoro‐4‐(mesityldiazenyl)5‐methoxypyridin‐2‐	ADJ
eurjchem-1423	5	103	yl)methyl)diphenyl	yl)methyl)diphenyl	NOUN
eurjchem-1423	5	104	phosphine	phosphine	NOUN
eurjchem-1423	5	105	oxide	oxide	NOUN
eurjchem-1423	5	106	(	(	PUNCT
eurjchem-1423	5	107	4c	4c	NOUN
eurjchem-1423	5	108	)	)	PUNCT
eurjchem-1423	5	109	can	can	AUX
eurjchem-1423	5	110	be	be	AUX
eurjchem-1423	5	111	separated	separate	VERB
eurjchem-1423	5	112	on	on	ADP
eurjchem-1423	5	113	analytical	analytical	ADJ
eurjchem-1423	5	114	hplc	hplc	NOUN
eurjchem-1423	5	115	:	:	PUNCT
eurjchem-1423	5	116	chiralcel	chiralcel	VERB
eurjchem-1423	5	117	od‐h	od‐h	PROPN
eurjchem-1423	5	118	column	column	NOUN
eurjchem-1423	5	119	,	,	PUNCT
eurjchem-1423	5	120	hexane:2‐proh	hexane:2‐proh	PROPN
eurjchem-1423	5	121	,	,	PUNCT
eurjchem-1423	5	122	(	(	PUNCT
eurjchem-1423	5	123	9:1	9:1	NUM
eurjchem-1423	5	124	,	,	PUNCT
eurjchem-1423	5	125	v	v	NOUN
eurjchem-1423	5	126	:	:	PUNCT
eurjchem-1423	5	127	v	v	ADJ
eurjchem-1423	5	128	)	)	PUNCT
eurjchem-1423	5	129	mobile	mobile	ADJ
eurjchem-1423	5	130	phase	phase	NOUN
eurjchem-1423	5	131	,	,	PUNCT
eurjchem-1423	5	132	flow‐rate	flow‐rate	NOUN
eurjchem-1423	5	133	,	,	PUNCT
eurjchem-1423	5	134	1.0	1.0	NUM
eurjchem-1423	5	135	ml	ml	NOUN
eurjchem-1423	5	136	/	/	SYM
eurjchem-1423	5	137	min	min	NOUN
eurjchem-1423	5	138	,	,	PUNCT
eurjchem-1423	5	139	25	25	NUM
eurjchem-1423	5	140	°	°	NOUN
eurjchem-1423	5	141	c	c	NOUN
eurjchem-1423	5	142	,	,	PUNCT
eurjchem-1423	5	143	λ	λ	X
eurjchem-1423	5	144	=	=	NOUN
eurjchem-1423	5	145	254	254	NUM
eurjchem-1423	5	146	nm	nm	ADJ
eurjchem-1423	5	147	and	and	CCONJ
eurjchem-1423	5	148	polarimetric	polarimetric	ADJ
eurjchem-1423	5	149	detection	detection	NOUN
eurjchem-1423	5	150	,	,	PUNCT
eurjchem-1423	5	151	20	20	NUM
eurjchem-1423	5	152	µl	µl	ADP
eurjchem-1423	5	153	injection	injection	NOUN
eurjchem-1423	5	154	volume	volume	NOUN
eurjchem-1423	5	155	.	.	PUNCT
eurjchem-1423	6	1	the	the	DET
eurjchem-1423	6	2	resolution	resolution	NOUN
eurjchem-1423	6	3	of	of	ADP
eurjchem-1423	6	4	this	this	DET
eurjchem-1423	6	5	isomers	isomer	NOUN
eurjchem-1423	6	6	were	be	AUX
eurjchem-1423	6	7	2.12	2.12	NUM
eurjchem-1423	6	8	,	,	PUNCT
eurjchem-1423	6	9	1.84	1.84	NUM
eurjchem-1423	6	10	,	,	PUNCT
eurjchem-1423	6	11	respectively	respectively	ADV
eurjchem-1423	6	12	.	.	PUNCT
eurjchem-1423	7	1	keywords	keyword	VERB
eurjchem-1423	7	2	isomers	isomer	NOUN
eurjchem-1423	7	3	synthesis	synthesis	NOUN
eurjchem-1423	7	4	hplc	hplc	NOUN
eurjchem-1423	7	5	resolution	resolution	NOUN
eurjchem-1423	7	6	chiralcel	chiralcel	VERB
eurjchem-1423	7	7	od‐h	od‐h	PUNCT
eurjchem-1423	7	8	column	column	NOUN
eurjchem-1423	7	9	phosphorus	phosphorus	NOUN
eurjchem-1423	7	10	fluorinated	fluorinate	VERB
eurjchem-1423	7	11	x‐ray	x‐ray	ADJ
eurjchem-1423	7	12	single	single	ADJ
eurjchem-1423	7	13	crystal	crystal	NOUN
eurjchem-1423	7	14	structure	structure	NOUN
eurjchem-1423	7	15	cite	cite	VERB
eurjchem-1423	7	16	this	this	PRON
eurjchem-1423	7	17	:	:	PUNCT
eurjchem-1423	7	18	eur	eur	PROPN
eurjchem-1423	7	19	.	.	PUNCT
eurjchem-1423	8	1	j.	j.	PROPN
eurjchem-1423	8	2	chem	chem	PROPN
eurjchem-1423	8	3	.	.	PUNCT
eurjchem-1423	9	1	2016	2016	NUM
eurjchem-1423	9	2	,	,	PUNCT
eurjchem-1423	9	3	7(2	7(2	NUM
eurjchem-1423	9	4	)	)	PUNCT
eurjchem-1423	9	5	,	,	PUNCT
eurjchem-1423	9	6	225‐229	225‐229	NUM
eurjchem-1423	9	7	1	1	NUM
eurjchem-1423	9	8	.	.	PUNCT
eurjchem-1423	10	1	introduction	introduction	NOUN
eurjchem-1423	10	2	the	the	DET
eurjchem-1423	10	3	fluorinated	fluorinate	VERB
eurjchem-1423	10	4	organic	organic	ADJ
eurjchem-1423	10	5	phosphorus	phosphorus	NOUN
eurjchem-1423	10	6	is	be	AUX
eurjchem-1423	10	7	a	a	DET
eurjchem-1423	10	8	heterogeneous	heterogeneous	ADJ
eurjchem-1423	10	9	class	class	NOUN
eurjchem-1423	10	10	of	of	ADP
eurjchem-1423	10	11	products	product	NOUN
eurjchem-1423	10	12	widely	widely	ADV
eurjchem-1423	10	13	used	use	VERB
eurjchem-1423	10	14	for	for	ADP
eurjchem-1423	10	15	the	the	DET
eurjchem-1423	10	16	treatment	treatment	NOUN
eurjchem-1423	10	17	of	of	ADP
eurjchem-1423	10	18	a	a	DET
eurjchem-1423	10	19	number	number	NOUN
eurjchem-1423	10	20	of	of	ADP
eurjchem-1423	10	21	cardiovascular	cardiovascular	ADJ
eurjchem-1423	10	22	diseases	disease	NOUN
eurjchem-1423	10	23	,	,	PUNCT
eurjchem-1423	10	24	including	include	VERB
eurjchem-1423	10	25	congestive	congestive	ADJ
eurjchem-1423	10	26	heart	heart	NOUN
eurjchem-1423	10	27	failure	failure	NOUN
eurjchem-1423	10	28	and	and	CCONJ
eurjchem-1423	10	29	coronary	coronary	ADJ
eurjchem-1423	10	30	heart	heart	NOUN
eurjchem-1423	10	31	disease	disease	NOUN
eurjchem-1423	10	32	.	.	PUNCT
eurjchem-1423	11	1	a	a	DET
eurjchem-1423	11	2	combination	combination	NOUN
eurjchem-1423	11	3	of	of	ADP
eurjchem-1423	11	4	fluorinated	fluorinate	VERB
eurjchem-1423	11	5	and	and	CCONJ
eurjchem-1423	11	6	diphenylphosphinoyl	diphenylphosphinoyl	ADJ
eurjchem-1423	11	7	groups	group	NOUN
eurjchem-1423	11	8	in	in	ADP
eurjchem-1423	11	9	azo‐compounds	azo‐compound	NOUN
eurjchem-1423	11	10	will	will	AUX
eurjchem-1423	11	11	hopefully	hopefully	ADV
eurjchem-1423	11	12	make	make	VERB
eurjchem-1423	11	13	them	they	PRON
eurjchem-1423	11	14	very	very	ADV
eurjchem-1423	11	15	interesting	interesting	ADJ
eurjchem-1423	11	16	biological	biological	ADJ
eurjchem-1423	11	17	active	active	ADJ
eurjchem-1423	11	18	compounds	compound	NOUN
eurjchem-1423	11	19	.	.	PUNCT
eurjchem-1423	12	1	since	since	SCONJ
eurjchem-1423	12	2	phosphorus	phosphorus	NOUN
eurjchem-1423	12	3	substituents	substituent	NOUN
eurjchem-1423	12	4	regulate	regulate	VERB
eurjchem-1423	12	5	important	important	ADJ
eurjchem-1423	12	6	biological	biological	ADJ
eurjchem-1423	12	7	functions	function	NOUN
eurjchem-1423	12	8	[	[	X
eurjchem-1423	12	9	1‐3	1‐3	X
eurjchem-1423	12	10	]	]	PUNCT
eurjchem-1423	12	11	and	and	CCONJ
eurjchem-1423	12	12	fluorine	fluorine	NOUN
eurjchem-1423	12	13	containing	contain	VERB
eurjchem-1423	12	14	compounds	compound	NOUN
eurjchem-1423	12	15	play	play	VERB
eurjchem-1423	12	16	important	important	ADJ
eurjchem-1423	12	17	role	role	NOUN
eurjchem-1423	12	18	in	in	ADP
eurjchem-1423	12	19	organic	organic	ADJ
eurjchem-1423	12	20	synthesis	synthesis	NOUN
eurjchem-1423	12	21	and	and	CCONJ
eurjchem-1423	12	22	in	in	ADP
eurjchem-1423	12	23	medicinal	medicinal	ADJ
eurjchem-1423	12	24	chemistry	chemistry	NOUN
eurjchem-1423	13	1	[	[	X
eurjchem-1423	13	2	4‐10	4‐10	X
eurjchem-1423	13	3	]	]	X
eurjchem-1423	13	4	.	.	PUNCT
eurjchem-1423	14	1	since	since	SCONJ
eurjchem-1423	14	2	the	the	DET
eurjchem-1423	14	3	literature	literature	NOUN
eurjchem-1423	14	4	contains	contain	VERB
eurjchem-1423	14	5	little	little	ADJ
eurjchem-1423	14	6	or	or	CCONJ
eurjchem-1423	14	7	no	no	PRON
eurjchem-1423	14	8	information	information	NOUN
eurjchem-1423	14	9	on	on	ADP
eurjchem-1423	14	10	phosphorus	phosphorus	NOUN
eurjchem-1423	14	11	fluorinated	fluorinate	VERB
eurjchem-1423	14	12	azo	azo	NOUN
eurjchem-1423	14	13	type	type	NOUN
eurjchem-1423	14	14	(	(	PUNCT
eurjchem-1423	14	15	figure	figure	NOUN
eurjchem-1423	14	16	1	1	NUM
eurjchem-1423	14	17	)	)	PUNCT
eurjchem-1423	14	18	,	,	PUNCT
eurjchem-1423	14	19	in	in	ADP
eurjchem-1423	14	20	this	this	DET
eurjchem-1423	14	21	article	article	NOUN
eurjchem-1423	14	22	,	,	PUNCT
eurjchem-1423	14	23	we	we	PRON
eurjchem-1423	14	24	describe	describe	VERB
eurjchem-1423	14	25	the	the	DET
eurjchem-1423	14	26	synthesis	synthesis	NOUN
eurjchem-1423	14	27	,	,	PUNCT
eurjchem-1423	14	28	isolation	isolation	NOUN
eurjchem-1423	14	29	of	of	ADP
eurjchem-1423	14	30	the	the	DET
eurjchem-1423	14	31	novel	novel	ADJ
eurjchem-1423	14	32	isomers	isomer	NOUN
eurjchem-1423	14	33	of	of	ADP
eurjchem-1423	14	34	the	the	DET
eurjchem-1423	14	35	phosphorus	phosphorus	NOUN
eurjchem-1423	14	36	fluorinated	fluorinate	VERB
eurjchem-1423	14	37	2,4,6‐trimethylphenylazo	2,4,6‐trimethylphenylazo	NUM
eurjchem-1423	14	38	pyridines	pyridine	NOUN
eurjchem-1423	14	39	obtained	obtain	VERB
eurjchem-1423	14	40	by	by	ADP
eurjchem-1423	14	41	introducing	introduce	VERB
eurjchem-1423	14	42	a	a	DET
eurjchem-1423	14	43	diphenylphosphinium	diphenylphosphinium	NOUN
eurjchem-1423	14	44	ring	ring	NOUN
eurjchem-1423	14	45	on	on	ADP
eurjchem-1423	14	46	the	the	DET
eurjchem-1423	14	47	terminal	terminal	ADJ
eurjchem-1423	14	48	fluorine	fluorine	NOUN
eurjchem-1423	14	49	group	group	NOUN
eurjchem-1423	14	50	of	of	ADP
eurjchem-1423	14	51	azo‐pyridines	azo‐pyridine	NOUN
eurjchem-1423	14	52	(	(	PUNCT
eurjchem-1423	14	53	2a‐c	2a‐c	NOUN
eurjchem-1423	14	54	)	)	PUNCT
eurjchem-1423	14	55	(	(	PUNCT
eurjchem-1423	14	56	scheme	scheme	NOUN
eurjchem-1423	14	57	1	1	NUM
eurjchem-1423	14	58	)	)	PUNCT
eurjchem-1423	15	1	[	[	X
eurjchem-1423	15	2	11	11	NUM
eurjchem-1423	15	3	]	]	PUNCT
eurjchem-1423	15	4	.	.	PUNCT
eurjchem-1423	16	1	the	the	DET
eurjchem-1423	16	2	resulting	result	VERB
eurjchem-1423	16	3	of	of	ADP
eurjchem-1423	16	4	this	this	DET
eurjchem-1423	16	5	reaction	reaction	NOUN
eurjchem-1423	16	6	gave	give	VERB
eurjchem-1423	16	7	the	the	DET
eurjchem-1423	16	8	structural	structural	ADJ
eurjchem-1423	16	9	isomers	isomer	NOUN
eurjchem-1423	16	10	of	of	ADP
eurjchem-1423	16	11	phosphorus	phosphorus	NOUN
eurjchem-1423	16	12	fluorinated	fluorinate	VERB
eurjchem-1423	16	13	azo	azo	NOUN
eurjchem-1423	16	14	,	,	PUNCT
eurjchem-1423	16	15	hplc	hplc	NOUN
eurjchem-1423	16	16	will	will	AUX
eurjchem-1423	16	17	be	be	AUX
eurjchem-1423	16	18	used	use	VERB
eurjchem-1423	16	19	to	to	PART
eurjchem-1423	16	20	separate	separate	VERB
eurjchem-1423	16	21	the	the	DET
eurjchem-1423	16	22	structural	structural	ADJ
eurjchem-1423	16	23	isomers	isomer	NOUN
eurjchem-1423	16	24	.	.	PUNCT
eurjchem-1423	17	1	2	2	X
eurjchem-1423	17	2	.	.	X
eurjchem-1423	17	3	experimental	experimental	ADJ
eurjchem-1423	17	4	2.1	2.1	NUM
eurjchem-1423	17	5	.	.	PUNCT
eurjchem-1423	18	1	instrumentation	instrumentation	NOUN
eurjchem-1423	18	2	melting	melting	NOUN
eurjchem-1423	18	3	points	point	NOUN
eurjchem-1423	18	4	were	be	AUX
eurjchem-1423	18	5	determined	determine	VERB
eurjchem-1423	18	6	with	with	ADP
eurjchem-1423	18	7	a	a	DET
eurjchem-1423	18	8	capillary	capillary	ADJ
eurjchem-1423	18	9	apparatus	apparatus	NOUN
eurjchem-1423	18	10	(	(	PUNCT
eurjchem-1423	18	11	büchi	büchi	ADJ
eurjchem-1423	18	12	540	540	NUM
eurjchem-1423	18	13	)	)	PUNCT
eurjchem-1423	18	14	and	and	CCONJ
eurjchem-1423	18	15	are	be	AUX
eurjchem-1423	18	16	uncorrected	uncorrecte	VERB
eurjchem-1423	18	17	.	.	PUNCT
eurjchem-1423	19	1	ir	ir	PROPN
eurjchem-1423	19	2	spectra	spectra	PROPN
eurjchem-1423	19	3	were	be	AUX
eurjchem-1423	19	4	obtained	obtain	VERB
eurjchem-1423	19	5	with	with	ADP
eurjchem-1423	19	6	a	a	DET
eurjchem-1423	19	7	perkin‐elmer	perkin‐elmer	NOUN
eurjchem-1423	19	8	983	983	NUM
eurjchem-1423	19	9	g	g	NOUN
eurjchem-1423	19	10	spectrometer	spectrometer	NOUN
eurjchem-1423	19	11	on	on	ADP
eurjchem-1423	19	12	kbr	kbr	PROPN
eurjchem-1423	19	13	disks	disk	NOUN
eurjchem-1423	19	14	.	.	PUNCT
eurjchem-1423	20	1	1h	1h	NUM
eurjchem-1423	20	2	nmr	nmr	NOUN
eurjchem-1423	20	3	spectra	spectra	NOUN
eurjchem-1423	20	4	were	be	AUX
eurjchem-1423	20	5	run	run	VERB
eurjchem-1423	20	6	on	on	ADP
eurjchem-1423	20	7	a	a	DET
eurjchem-1423	20	8	bruker	bruker	NOUN
eurjchem-1423	20	9	ac	ac	PROPN
eurjchem-1423	20	10	300	300	NUM
eurjchem-1423	20	11	spectrometer	spectrometer	NOUN
eurjchem-1423	20	12	,	,	PUNCT
eurjchem-1423	20	13	1h	1h	NUM
eurjchem-1423	20	14	nmr	nmr	NOUN
eurjchem-1423	20	15	spectra	spectra	NOUN
eurjchem-1423	20	16	was	be	AUX
eurjchem-1423	20	17	recorded	record	VERB
eurjchem-1423	20	18	using	use	VERB
eurjchem-1423	20	19	chcl3	chcl3	PROPN
eurjchem-1423	20	20	as	as	ADP
eurjchem-1423	20	21	internal	internal	ADJ
eurjchem-1423	20	22	standard	standard	NOUN
eurjchem-1423	20	23	.	.	PUNCT
eurjchem-1423	21	1	19f	19f	PROPN
eurjchem-1423	21	2	spectra	spectra	PROPN
eurjchem-1423	21	3	,	,	PUNCT
eurjchem-1423	21	4	chemical	chemical	ADJ
eurjchem-1423	21	5	shifts	shift	NOUN
eurjchem-1423	21	6	were	be	AUX
eurjchem-1423	21	7	measured	measure	VERB
eurjchem-1423	21	8	relative	relative	ADJ
eurjchem-1423	21	9	to	to	ADP
eurjchem-1423	21	10	trifluoro‐	trifluoro‐	CCONJ
eurjchem-1423	21	11	acetic	acetic	ADJ
eurjchem-1423	21	12	acid	acid	NOUN
eurjchem-1423	21	13	(	(	PUNCT
eurjchem-1423	21	14	tfa	tfa	NOUN
eurjchem-1423	21	15	)	)	PUNCT
eurjchem-1423	21	16	as	as	ADP
eurjchem-1423	21	17	an	an	DET
eurjchem-1423	21	18	external	external	ADJ
eurjchem-1423	21	19	interchange	interchange	NOUN
eurjchem-1423	21	20	reference	reference	NOUN
eurjchem-1423	21	21	unless	unless	SCONJ
eurjchem-1423	21	22	otherwise	otherwise	ADV
eurjchem-1423	21	23	stated	state	VERB
eurjchem-1423	21	24	.	.	PUNCT
eurjchem-1423	22	1	fast	fast	ADJ
eurjchem-1423	22	2	atom	atom	NOUN
eurjchem-1423	22	3	bombardment	bombardment	NOUN
eurjchem-1423	22	4	(	(	PUNCT
eurjchem-1423	22	5	fab	fab	NOUN
eurjchem-1423	22	6	)	)	PUNCT
eurjchem-1423	22	7	spectra	spectra	NOUN
eurjchem-1423	22	8	were	be	AUX
eurjchem-1423	22	9	recorded	record	VERB
eurjchem-1423	22	10	on	on	ADP
eurjchem-1423	22	11	a	a	DET
eurjchem-1423	22	12	kratos	kratos	NOUN
eurjchem-1423	22	13	ms	ms	PROPN
eurjchem-1423	22	14	50	50	NUM
eurjchem-1423	22	15	,	,	PUNCT
eurjchem-1423	22	16	using	use	VERB
eurjchem-1423	22	17	a	a	DET
eurjchem-1423	22	18	meta‐nitrobenzyl	meta‐nitrobenzyl	NOUN
eurjchem-1423	22	19	alcohol	alcohol	NOUN
eurjchem-1423	22	20	matrix	matrix	NOUN
eurjchem-1423	22	21	.	.	PUNCT
eurjchem-1423	23	1	figure	figure	NOUN
eurjchem-1423	23	2	1	1	NUM
eurjchem-1423	23	3	.	.	PUNCT
eurjchem-1423	24	1	the	the	DET
eurjchem-1423	24	2	structure	structure	NOUN
eurjchem-1423	24	3	chemical	chemical	NOUN
eurjchem-1423	24	4	of	of	ADP
eurjchem-1423	24	5	phosphorus	phosphorus	NOUN
eurjchem-1423	24	6	fluorinatedazo	fluorinatedazo	NOUN
eurjchem-1423	24	7	.	.	PUNCT
eurjchem-1423	25	1	226	226	NUM
eurjchem-1423	25	2	hacini	hacini	NOUN
eurjchem-1423	25	3	and	and	CCONJ
eurjchem-1423	25	4	sekhri	sekhri	NOUN
eurjchem-1423	25	5	/	/	SYM
eurjchem-1423	25	6	european	european	PROPN
eurjchem-1423	25	7	journal	journal	PROPN
eurjchem-1423	25	8	of	of	ADP
eurjchem-1423	25	9	chemistry	chemistry	NOUN
eurjchem-1423	25	10	7	7	NUM
eurjchem-1423	25	11	(	(	PUNCT
eurjchem-1423	25	12	2	2	NUM
eurjchem-1423	25	13	)	)	PUNCT
eurjchem-1423	25	14	(	(	PUNCT
eurjchem-1423	25	15	2016	2016	NUM
eurjchem-1423	25	16	)	)	PUNCT
eurjchem-1423	25	17	225‐229	225‐229	NUM
eurjchem-1423	25	18	scheme	scheme	NOUN
eurjchem-1423	25	19	1	1	NUM
eurjchem-1423	25	20	desorption	desorption	NOUN
eurjchem-1423	25	21	chemical	chemical	NOUN
eurjchem-1423	25	22	ionization	ionization	NOUN
eurjchem-1423	25	23	(	(	PUNCT
eurjchem-1423	25	24	dci	dci	PROPN
eurjchem-1423	25	25	)	)	PUNCT
eurjchem-1423	25	26	of	of	ADP
eurjchem-1423	25	27	the	the	DET
eurjchem-1423	25	28	isomers	isomer	NOUN
eurjchem-1423	25	29	(	(	PUNCT
eurjchem-1423	25	30	4a‐c	4a‐c	NOUN
eurjchem-1423	25	31	)	)	PUNCT
eurjchem-1423	25	32	were	be	AUX
eurjchem-1423	25	33	obtained	obtain	VERB
eurjchem-1423	25	34	with	with	ADP
eurjchem-1423	25	35	a	a	DET
eurjchem-1423	25	36	finnigan‐mat	finnigan‐mat	NOUN
eurjchem-1423	25	37	8400	8400	NUM
eurjchem-1423	25	38	spectrometer	spectrometer	NOUN
eurjchem-1423	25	39	using	use	VERB
eurjchem-1423	25	40	iso‐butane	iso‐butane	NOUN
eurjchem-1423	25	41	as	as	ADP
eurjchem-1423	25	42	reacting	react	VERB
eurjchem-1423	25	43	gas	gas	NOUN
eurjchem-1423	25	44	.	.	PUNCT
eurjchem-1423	26	1	flash	flash	NOUN
eurjchem-1423	26	2	column	column	NOUN
eurjchem-1423	26	3	chromato‐graphy	chromato‐graphy	NOUN
eurjchem-1423	26	4	was	be	AUX
eurjchem-1423	26	5	performed	perform	VERB
eurjchem-1423	26	6	on	on	ADP
eurjchem-1423	26	7	silica	silica	NOUN
eurjchem-1423	26	8	gel	gel	NOUN
eurjchem-1423	26	9	(	(	PUNCT
eurjchem-1423	26	10	merck	merck	PROPN
eurjchem-1423	26	11	kieselgel	kieselgel	PROPN
eurjchem-1423	26	12	60	60	NUM
eurjchem-1423	26	13	,	,	PUNCT
eurjchem-1423	26	14	230‐400	230‐400	NUM
eurjchem-1423	26	15	mesh	mesh	PROPN
eurjchem-1423	26	16	astm	astm	PROPN
eurjchem-1423	26	17	)	)	PUNCT
eurjchem-1423	26	18	using	use	VERB
eurjchem-1423	26	19	the	the	DET
eurjchem-1423	26	20	indicated	indicate	VERB
eurjchem-1423	26	21	eluents	eluent	NOUN
eurjchem-1423	26	22	.	.	PUNCT
eurjchem-1423	27	1	petroleumether	petroleumether	PROPN
eurjchem-1423	27	2	40‐60	40‐60	NUM
eurjchem-1423	27	3	°	°	PROPN
eurjchem-1423	27	4	c	c	X
eurjchem-1423	27	5	(	(	PUNCT
eurjchem-1423	27	6	pe	pe	INTJ
eurjchem-1423	27	7	)	)	PUNCT
eurjchem-1423	27	8	was	be	AUX
eurjchem-1423	27	9	used	use	VERB
eurjchem-1423	27	10	as	as	ADP
eurjchem-1423	27	11	eluent	eluent	NOUN
eurjchem-1423	27	12	.	.	PUNCT
eurjchem-1423	28	1	the	the	DET
eurjchem-1423	28	2	progress	progress	NOUN
eurjchem-1423	28	3	of	of	ADP
eurjchem-1423	28	4	the	the	DET
eurjchem-1423	28	5	reactions	reaction	NOUN
eurjchem-1423	28	6	was	be	AUX
eurjchem-1423	28	7	followed	follow	VERB
eurjchem-1423	28	8	by	by	ADP
eurjchem-1423	28	9	thin‐layer	thin‐layer	NOUN
eurjchem-1423	28	10	chromatography	chromatography	NOUN
eurjchem-1423	28	11	(	(	PUNCT
eurjchem-1423	28	12	tlc	tlc	NOUN
eurjchem-1423	28	13	)	)	PUNCT
eurjchem-1423	28	14	on	on	ADP
eurjchem-1423	28	15	5×3×20	5×3×20	NUM
eurjchem-1423	28	16	cm	cm	NOUN
eurjchem-1423	28	17	plates	plate	NOUN
eurjchem-1423	28	18	with	with	ADP
eurjchem-1423	28	19	a	a	DET
eurjchem-1423	28	20	layer	layer	NOUN
eurjchem-1423	28	21	thickness	thickness	NOUN
eurjchem-1423	28	22	of	of	ADP
eurjchem-1423	28	23	0.25	0.25	NUM
eurjchem-1423	28	24	mm	mm	NOUN
eurjchem-1423	28	25	.	.	PUNCT
eurjchem-1423	29	1	when	when	SCONJ
eurjchem-1423	29	2	necessary	necessary	ADJ
eurjchem-1423	29	3	,	,	PUNCT
eurjchem-1423	29	4	they	they	PRON
eurjchem-1423	29	5	were	be	AUX
eurjchem-1423	29	6	developed	develop	VERB
eurjchem-1423	29	7	with	with	ADP
eurjchem-1423	29	8	diphenylamine	diphenylamine	PROPN
eurjchem-1423	29	9	reagent	reagent	NOUN
eurjchem-1423	29	10	.	.	PUNCT
eurjchem-1423	30	1	anhydrous	anhydrous	ADJ
eurjchem-1423	30	2	magnesium	magnesium	NOUN
eurjchem-1423	30	3	sulfate	sulfate	NOUN
eurjchem-1423	30	4	was	be	AUX
eurjchem-1423	30	5	used	use	VERB
eurjchem-1423	30	6	as	as	ADP
eurjchem-1423	30	7	a	a	DET
eurjchem-1423	30	8	drying	dry	VERB
eurjchem-1423	30	9	agent	agent	NOUN
eurjchem-1423	30	10	for	for	ADP
eurjchem-1423	30	11	the	the	DET
eurjchem-1423	30	12	organic	organic	ADJ
eurjchem-1423	30	13	phases	phase	NOUN
eurjchem-1423	30	14	.	.	PUNCT
eurjchem-1423	31	1	organic	organic	ADJ
eurjchem-1423	31	2	solvents	solvent	NOUN
eurjchem-1423	31	3	were	be	AUX
eurjchem-1423	31	4	removed	remove	VERB
eurjchem-1423	31	5	under	under	ADP
eurjchem-1423	31	6	vacuum	vacuum	NOUN
eurjchem-1423	31	7	at	at	ADP
eurjchem-1423	31	8	room	room	NOUN
eurjchem-1423	31	9	temperature	temperature	NOUN
eurjchem-1423	31	10	.	.	PUNCT
eurjchem-1423	32	1	column	column	PROPN
eurjchem-1423	32	2	chromatography	chromatography	NOUN
eurjchem-1423	32	3	was	be	AUX
eurjchem-1423	32	4	conducted	conduct	VERB
eurjchem-1423	32	5	using	use	VERB
eurjchem-1423	32	6	silica	silica	NOUN
eurjchem-1423	32	7	gel	gel	NOUN
eurjchem-1423	32	8	,	,	PUNCT
eurjchem-1423	32	9	pore	pore	ADJ
eurjchem-1423	32	10	size	size	NOUN
eurjchem-1423	32	11	60	60	NUM
eurjchem-1423	32	12	å	å	PROPN
eurjchem-1423	32	13	,	,	PUNCT
eurjchem-1423	32	14	230‐400	230‐400	NUM
eurjchem-1423	32	15	mesh	mesh	NOUN
eurjchem-1423	32	16	particle	particle	NOUN
eurjchem-1423	32	17	size	size	NOUN
eurjchem-1423	32	18	(	(	PUNCT
eurjchem-1423	32	19	merck	merck	PROPN
eurjchem-1423	32	20	&	&	CCONJ
eurjchem-1423	32	21	co).thin	co).thin	PROPN
eurjchem-1423	32	22	layer	layer	NOUN
eurjchem-1423	32	23	chromatography	chromatography	NOUN
eurjchem-1423	32	24	(	(	PUNCT
eurjchem-1423	32	25	tlc	tlc	NOUN
eurjchem-1423	32	26	)	)	PUNCT
eurjchem-1423	32	27	was	be	AUX
eurjchem-1423	32	28	conducted	conduct	VERB
eurjchem-1423	32	29	on	on	ADP
eurjchem-1423	32	30	pre‐	pre‐	NOUN
eurjchem-1423	32	31	coated	coated	ADJ
eurjchem-1423	32	32	aluminum	aluminum	NOUN
eurjchem-1423	32	33	sheets	sheet	NOUN
eurjchem-1423	32	34	(	(	PUNCT
eurjchem-1423	32	35	60f254	60f254	PROPN
eurjchem-1423	32	36	)	)	PUNCT
eurjchem-1423	32	37	with	with	ADP
eurjchem-1423	32	38	a	a	DET
eurjchem-1423	32	39	0.2	0.2	NUM
eurjchem-1423	32	40	mm	mm	NOUN
eurjchem-1423	32	41	thickness	thickness	NOUN
eurjchem-1423	32	42	(	(	PUNCT
eurjchem-1423	32	43	aldrich	aldrich	PROPN
eurjchem-1423	32	44	chemical	chemical	PROPN
eurjchem-1423	32	45	co.	co.	PROPN
eurjchem-1423	32	46	)	)	PUNCT
eurjchem-1423	32	47	.	.	PUNCT
eurjchem-1423	33	1	elemental	elemental	ADJ
eurjchem-1423	33	2	analysis	analysis	NOUN
eurjchem-1423	33	3	of	of	ADP
eurjchem-1423	33	4	the	the	DET
eurjchem-1423	33	5	target	target	NOUN
eurjchem-1423	33	6	compounds	compound	NOUN
eurjchem-1423	33	7	was	be	AUX
eurjchem-1423	33	8	performed	perform	VERB
eurjchem-1423	33	9	by	by	ADP
eurjchem-1423	33	10	redox	redox	PROPN
eurjchem-1423	33	11	(	(	PUNCT
eurjchem-1423	33	12	monza	monza	PROPN
eurjchem-1423	33	13	)	)	PUNCT
eurjchem-1423	33	14	and	and	CCONJ
eurjchem-1423	33	15	the	the	DET
eurjchem-1423	33	16	results	result	NOUN
eurjchem-1423	33	17	are	be	AUX
eurjchem-1423	33	18	represented	represent	VERB
eurjchem-1423	33	19	in	in	ADP
eurjchem-1423	33	20	full	full	ADJ
eurjchem-1423	33	21	.	.	PUNCT
eurjchem-1423	34	1	analytical	analytical	ADJ
eurjchem-1423	34	2	isomers	isomer	NOUN
eurjchem-1423	34	3	hplc	hplc	NOUN
eurjchem-1423	34	4	experiments	experiment	NOUN
eurjchem-1423	34	5	on	on	ADP
eurjchem-1423	34	6	chiralcel	chiralcel	PROPN
eurjchem-1423	34	7	od‐h	od‐h	PROPN
eurjchem-1423	34	8	column	column	NOUN
eurjchem-1423	34	9	(	(	PUNCT
eurjchem-1423	34	10	250×4.6	250×4.6	NOUN
eurjchem-1423	34	11	mm	mm	NOUN
eurjchem-1423	34	12	,	,	PUNCT
eurjchem-1423	34	13	5	5	NUM
eurjchem-1423	34	14	µm	µm	NOUN
eurjchem-1423	34	15	)	)	PUNCT
eurjchem-1423	34	16	(	(	PUNCT
eurjchem-1423	34	17	daicel	daicel	PROPN
eurjchem-1423	34	18	co.	co.	PROPN
eurjchem-1423	34	19	,	,	PUNCT
eurjchem-1423	34	20	tokyo	tokyo	PROPN
eurjchem-1423	34	21	)	)	PUNCT
eurjchem-1423	34	22	were	be	AUX
eurjchem-1423	34	23	performed	perform	VERB
eurjchem-1423	34	24	with	with	ADP
eurjchem-1423	34	25	lachrom1	lachrom1	PROPN
eurjchem-1423	34	26	(	(	PUNCT
eurjchem-1423	34	27	merck	merck	NOUN
eurjchem-1423	34	28	)	)	PUNCT
eurjchem-1423	34	29	screening	screen	VERB
eurjchem-1423	34	30	unit	unit	NOUN
eurjchem-1423	34	31	equipped	equip	VERB
eurjchem-1423	34	32	with	with	ADP
eurjchem-1423	34	33	an	an	DET
eurjchem-1423	34	34	l‐7100	l‐7100	ADJ
eurjchem-1423	34	35	pump	pump	NOUN
eurjchem-1423	34	36	,	,	PUNCT
eurjchem-1423	34	37	an	an	DET
eurjchem-1423	34	38	l‐7200	l‐7200	PROPN
eurjchem-1423	34	39	autosampler	autosampler	NOUN
eurjchem-1423	34	40	,	,	PUNCT
eurjchem-1423	34	41	an	an	DET
eurjchem-1423	34	42	l‐7360	l‐7360	ADJ
eurjchem-1423	34	43	oven	oven	NOUN
eurjchem-1423	34	44	which	which	PRON
eurjchem-1423	34	45	accommodates	accommodate	VERB
eurjchem-1423	34	46	12	12	NUM
eurjchem-1423	34	47	columns	column	NOUN
eurjchem-1423	34	48	alimented	aliment	VERB
eurjchem-1423	34	49	by	by	ADP
eurjchem-1423	34	50	a	a	DET
eurjchem-1423	34	51	valco	valco	NOUN
eurjchem-1423	34	52	positions	position	NOUN
eurjchem-1423	34	53	valve	valve	NOUN
eurjchem-1423	34	54	,	,	PUNCT
eurjchem-1423	34	55	an	an	DET
eurjchem-1423	34	56	l‐7400	l‐7400	NOUN
eurjchem-1423	34	57	uv	uv	NOUN
eurjchem-1423	34	58	detector	detector	NOUN
eurjchem-1423	34	59	,	,	PUNCT
eurjchem-1423	34	60	and	and	CCONJ
eurjchem-1423	34	61	a	a	DET
eurjchem-1423	34	62	jasco	jasco	ADJ
eurjchem-1423	34	63	or‐1590	or‐1590	PROPN
eurjchem-1423	34	64	polarimeter	polarimeter	NOUN
eurjchem-1423	34	65	detector	detector	NOUN
eurjchem-1423	34	66	.	.	PUNCT
eurjchem-1423	35	1	analyses	analysis	NOUN
eurjchem-1423	35	2	were	be	AUX
eurjchem-1423	35	3	performed	perform	VERB
eurjchem-1423	35	4	at	at	ADP
eurjchem-1423	35	5	1	1	NUM
eurjchem-1423	35	6	ml	ml	NOUN
eurjchem-1423	35	7	/	/	SYM
eurjchem-1423	35	8	min	min	NOUN
eurjchem-1423	35	9	,	,	PUNCT
eurjchem-1423	35	10	at	at	ADP
eurjchem-1423	35	11	a	a	DET
eurjchem-1423	35	12	controlled	control	VERB
eurjchem-1423	35	13	temperature	temperature	NOUN
eurjchem-1423	35	14	(	(	PUNCT
eurjchem-1423	35	15	25	25	NUM
eurjchem-1423	35	16	°	°	NOUN
eurjchem-1423	35	17	c	c	NOUN
eurjchem-1423	35	18	)	)	PUNCT
eurjchem-1423	35	19	with	with	ADP
eurjchem-1423	35	20	uv	uv	INTJ
eurjchem-1423	35	21	(	(	PUNCT
eurjchem-1423	35	22	254	254	NUM
eurjchem-1423	35	23	nm	nm	NOUN
eurjchem-1423	35	24	)	)	PUNCT
eurjchem-1423	35	25	and	and	CCONJ
eurjchem-1423	35	26	polarimetric	polarimetric	ADJ
eurjchem-1423	35	27	detection	detection	NOUN
eurjchem-1423	35	28	.	.	PUNCT
eurjchem-1423	36	1	retention	retention	NOUN
eurjchem-1423	36	2	times	time	NOUN
eurjchem-1423	36	3	(	(	PUNCT
eurjchem-1423	36	4	rt	rt	PROPN
eurjchem-1423	36	5	)	)	PUNCT
eurjchem-1423	36	6	in	in	ADP
eurjchem-1423	36	7	minutes	minute	NOUN
eurjchem-1423	36	8	,	,	PUNCT
eurjchem-1423	36	9	retention	retention	NOUN
eurjchem-1423	36	10	factor	factor	NOUN
eurjchem-1423	36	11	ki	ki	PROPN
eurjchem-1423	36	12	=	=	PUNCT
eurjchem-1423	36	13	(	(	PUNCT
eurjchem-1423	36	14	rti‐rt0)/rt0	rti‐rt0)/rt0	VERB
eurjchem-1423	36	15	and	and	CCONJ
eurjchem-1423	36	16	enantio	enantio	VERB
eurjchem-1423	36	17	selectivity	selectivity	NOUN
eurjchem-1423	36	18	factor	factor	NOUN
eurjchem-1423	36	19	α	α	NOUN
eurjchem-1423	36	20	=	=	SYM
eurjchem-1423	36	21	k2	k2	PROPN
eurjchem-1423	36	22	/	/	SYM
eurjchem-1423	36	23	k1	k1	PROPN
eurjchem-1423	36	24	are	be	AUX
eurjchem-1423	36	25	given	give	VERB
eurjchem-1423	36	26	.	.	PUNCT
eurjchem-1423	37	1	semi	semi	ADJ
eurjchem-1423	37	2	preparative	preparative	ADJ
eurjchem-1423	37	3	separations	separation	NOUN
eurjchem-1423	37	4	were	be	AUX
eurjchem-1423	37	5	performed	perform	VERB
eurjchem-1423	37	6	with	with	ADP
eurjchem-1423	37	7	a	a	DET
eurjchem-1423	37	8	merck‐hitachi	merck‐hitachi	ADJ
eurjchem-1423	37	9	lichrograph	lichrograph	PROPN
eurjchem-1423	37	10	model	model	NOUN
eurjchem-1423	37	11	l‐6000	l‐6000	PROPN
eurjchem-1423	37	12	hplc	hplc	PROPN
eurjchem-1423	37	13	pump	pump	NOUN
eurjchem-1423	37	14	,	,	PUNCT
eurjchem-1423	37	15	and	and	CCONJ
eurjchem-1423	37	16	a	a	DET
eurjchem-1423	37	17	merck‐hitachi	merck‐hitachi	ADJ
eurjchem-1423	37	18	lichrograph	lichrograph	PROPN
eurjchem-1423	37	19	l‐4000	l‐4000	PROPN
eurjchem-1423	37	20	uv	uv	NOUN
eurjchem-1423	37	21	detector	detector	NOUN
eurjchem-1423	37	22	(	(	PUNCT
eurjchem-1423	37	23	254	254	NUM
eurjchem-1423	37	24	nm	nm	NOUN
eurjchem-1423	37	25	)	)	PUNCT
eurjchem-1423	37	26	.	.	PUNCT
eurjchem-1423	38	1	for	for	ADP
eurjchem-1423	38	2	semi‐prepa‐	semi‐prepa‐	ADP
eurjchem-1423	38	3	rative	rative	ADJ
eurjchem-1423	38	4	separations	separation	NOUN
eurjchem-1423	38	5	,	,	PUNCT
eurjchem-1423	38	6	a	a	DET
eurjchem-1423	38	7	chiralcel	chiralcel	NOUN
eurjchem-1423	38	8	od	od	PROPN
eurjchem-1423	38	9	(	(	PUNCT
eurjchem-1423	38	10	250×10	250×10	NUM
eurjchem-1423	38	11	mm	mm	INTJ
eurjchem-1423	38	12	,	,	PUNCT
eurjchem-1423	38	13	10	10	NUM
eurjchem-1423	38	14	µm	µm	NOUN
eurjchem-1423	38	15	)	)	PUNCT
eurjchem-1423	38	16	was	be	AUX
eurjchem-1423	38	17	used	use	VERB
eurjchem-1423	38	18	.	.	PUNCT
eurjchem-1423	39	1	the	the	DET
eurjchem-1423	39	2	solvents	solvent	NOUN
eurjchem-1423	39	3	were	be	AUX
eurjchem-1423	39	4	hplc	hplc	NOUN
eurjchem-1423	39	5	grade	grade	NOUN
eurjchem-1423	39	6	from	from	ADP
eurjchem-1423	39	7	sds	sds	PROPN
eurjchem-1423	39	8	(	(	PUNCT
eurjchem-1423	39	9	peypin	peypin	NOUN
eurjchem-1423	39	10	,	,	PUNCT
eurjchem-1423	39	11	france	france	PROPN
eurjchem-1423	39	12	)	)	PUNCT
eurjchem-1423	39	13	and	and	CCONJ
eurjchem-1423	39	14	were	be	AUX
eurjchem-1423	39	15	filtered	filter	VERB
eurjchem-1423	39	16	on	on	ADP
eurjchem-1423	39	17	a	a	DET
eurjchem-1423	39	18	millipore	millipore	NOUN
eurjchem-1423	39	19	membrane	membrane	NOUN
eurjchem-1423	39	20	of	of	ADP
eurjchem-1423	39	21	0.45	0.45	NUM
eurjchem-1423	39	22	µm	µm	NOUN
eurjchem-1423	39	23	and	and	CCONJ
eurjchem-1423	39	24	degassed	degas	VERB
eurjchem-1423	39	25	before	before	ADP
eurjchem-1423	39	26	use	use	NOUN
eurjchem-1423	39	27	.	.	PUNCT
eurjchem-1423	40	1	the	the	DET
eurjchem-1423	40	2	optical	optical	ADJ
eurjchem-1423	40	3	rotations	rotation	NOUN
eurjchem-1423	40	4	were	be	AUX
eurjchem-1423	40	5	measured	measure	VERB
eurjchem-1423	40	6	on	on	ADP
eurjchem-1423	40	7	a	a	DET
eurjchem-1423	40	8	241	241	NUM
eurjchem-1423	40	9	mc	mc	PROPN
eurjchem-1423	40	10	perkin‐elmer	perkin‐elmer	PROPN
eurjchem-1423	40	11	polarimeter	polarimeter	VERB
eurjchem-1423	40	12	with	with	ADP
eurjchem-1423	40	13	a	a	DET
eurjchem-1423	40	14	sodium	sodium	NOUN
eurjchem-1423	40	15	lamp	lamp	NOUN
eurjchem-1423	40	16	and	and	CCONJ
eurjchem-1423	40	17	a	a	DET
eurjchem-1423	40	18	double‐jacketed	double‐jacketed	ADJ
eurjchem-1423	40	19	cell	cell	NOUN
eurjchem-1423	40	20	at	at	ADP
eurjchem-1423	40	21	25	25	NUM
eurjchem-1423	40	22	°	°	NOUN
eurjchem-1423	40	23	c	c	NOUN
eurjchem-1423	40	24	.	.	PUNCT
eurjchem-1423	41	1	all	all	DET
eurjchem-1423	41	2	reagents	reagent	NOUN
eurjchem-1423	41	3	were	be	AUX
eurjchem-1423	41	4	commercially	commercially	ADV
eurjchem-1423	41	5	available	available	ADJ
eurjchem-1423	41	6	.	.	PUNCT
eurjchem-1423	42	1	2.2	2.2	NUM
eurjchem-1423	42	2	.	.	PUNCT
eurjchem-1423	42	3	synthesis	synthesis	NOUN
eurjchem-1423	42	4	of	of	ADP
eurjchem-1423	42	5	phosphorus	phosphorus	NOUN
eurjchem-1423	42	6	fluorinated	fluorinate	VERB
eurjchem-1423	42	7	2,4,6‐trimethyl	2,4,6‐trimethyl	NUM
eurjchem-1423	42	8	phenylazopyridine	phenylazopyridine	PROPN
eurjchem-1423	42	9	(	(	PUNCT
eurjchem-1423	42	10	4a‐c	4a‐c	PROPN
eurjchem-1423	42	11	)	)	PUNCT
eurjchem-1423	42	12	2.2.1	2.2.1	NUM
eurjchem-1423	42	13	.	.	PUNCT
eurjchem-1423	43	1	synthesis	synthesis	NOUN
eurjchem-1423	43	2	of	of	ADP
eurjchem-1423	43	3	(	(	PUNCT
eurjchem-1423	43	4	e)‐diphenyl((3,5,6‐trifuoro‐4‐(mesityl	e)‐diphenyl((3,5,6‐trifuoro‐4‐(mesityl	PROPN
eurjchem-1423	43	5	diazenyl)pyridin‐2‐yl)methyl)phosphine	diazenyl)pyridin‐2‐yl)methyl)phosphine	NOUN
eurjchem-1423	43	6	oxide	oxide	NOUN
eurjchem-1423	43	7	(	(	PUNCT
eurjchem-1423	43	8	4a	4a	NUM
eurjchem-1423	43	9	)	)	PUNCT
eurjchem-1423	43	10	a	a	DET
eurjchem-1423	43	11	dry	dry	ADJ
eurjchem-1423	43	12	500	500	NUM
eurjchem-1423	43	13	ml	ml	NOUN
eurjchem-1423	43	14	flask	flask	NOUN
eurjchem-1423	43	15	equipped	equip	VERB
eurjchem-1423	43	16	with	with	ADP
eurjchem-1423	43	17	a	a	DET
eurjchem-1423	43	18	magnetic	magnetic	ADJ
eurjchem-1423	43	19	stirring	stirring	NOUN
eurjchem-1423	43	20	bar	bar	NOUN
eurjchem-1423	43	21	was	be	AUX
eurjchem-1423	43	22	charged	charge	VERB
eurjchem-1423	43	23	with	with	ADP
eurjchem-1423	43	24	6.0	6.0	NUM
eurjchem-1423	43	25	g	g	NOUN
eurjchem-1423	43	26	(	(	PUNCT
eurjchem-1423	43	27	27.6	27.6	NUM
eurjchem-1423	43	28	mmol	mmol	NOUN
eurjchem-1423	43	29	)	)	PUNCT
eurjchem-1423	43	30	of	of	ADP
eurjchem-1423	43	31	methyldiphenyl	methyldiphenyl	ADJ
eurjchem-1423	43	32	phosphine	phosphine	NOUN
eurjchem-1423	43	33	oxide	oxide	NOUN
eurjchem-1423	43	34	,	,	PUNCT
eurjchem-1423	43	35	capped	cap	VERB
eurjchem-1423	43	36	with	with	ADP
eurjchem-1423	43	37	a	a	DET
eurjchem-1423	43	38	rubber	rubber	NOUN
eurjchem-1423	43	39	septum	septum	NOUN
eurjchem-1423	43	40	,	,	PUNCT
eurjchem-1423	43	41	and	and	CCONJ
eurjchem-1423	43	42	flushed	flush	VERB
eurjchem-1423	43	43	with	with	ADP
eurjchem-1423	43	44	nitrogen	nitrogen	NOUN
eurjchem-1423	43	45	.	.	PUNCT
eurjchem-1423	44	1	anhydrous	anhydrous	ADJ
eurjchem-1423	44	2	tetrahydrofuran	tetrahydrofuran	NOUN
eurjchem-1423	44	3	(	(	PUNCT
eurjchem-1423	44	4	175	175	NUM
eurjchem-1423	44	5	ml	ml	NOUN
eurjchem-1423	44	6	)	)	PUNCT
eurjchem-1423	44	7	was	be	AUX
eurjchem-1423	44	8	then	then	ADV
eurjchem-1423	44	9	added	add	VERB
eurjchem-1423	44	10	to	to	ADP
eurjchem-1423	44	11	the	the	DET
eurjchem-1423	44	12	flask	flask	NOUN
eurjchem-1423	44	13	via	via	ADP
eurjchem-1423	44	14	cannula	cannula	NOUN
eurjchem-1423	44	15	,	,	PUNCT
eurjchem-1423	44	16	and	and	CCONJ
eurjchem-1423	44	17	the	the	DET
eurjchem-1423	44	18	resulting	result	VERB
eurjchem-1423	44	19	solution	solution	NOUN
eurjchem-1423	44	20	cooled	cool	VERB
eurjchem-1423	44	21	in	in	ADP
eurjchem-1423	44	22	an	an	DET
eurjchem-1423	44	23	ice	ice	NOUN
eurjchem-1423	44	24	bath	bath	NOUN
eurjchem-1423	44	25	to	to	ADP
eurjchem-1423	44	26	0	0	NUM
eurjchem-1423	44	27	°	°	NUM
eurjchem-1423	44	28	c	c	NOUN
eurjchem-1423	44	29	.	.	PUNCT
eurjchem-1423	45	1	a	a	DET
eurjchem-1423	45	2	solution	solution	NOUN
eurjchem-1423	45	3	of	of	ADP
eurjchem-1423	45	4	n‐butyllithium	n‐butyllithium	PUNCT
eurjchem-1423	45	5	in	in	ADP
eurjchem-1423	45	6	hexane	hexane	NOUN
eurjchem-1423	45	7	(	(	PUNCT
eurjchem-1423	45	8	11.04	11.04	NUM
eurjchem-1423	45	9	ml	ml	NOUN
eurjchem-1423	45	10	,	,	PUNCT
eurjchem-1423	45	11	27.6	27.6	NUM
eurjchem-1423	45	12	mmol	mmol	NOUN
eurjchem-1423	45	13	,	,	PUNCT
eurjchem-1423	45	14	2.5	2.5	NUM
eurjchem-1423	45	15	m	m	NOUN
eurjchem-1423	45	16	)	)	PUNCT
eurjchem-1423	45	17	was	be	AUX
eurjchem-1423	45	18	added	add	VERB
eurjchem-1423	45	19	dropwise	dropwise	NOUN
eurjchem-1423	45	20	via	via	ADP
eurjchem-1423	45	21	a	a	DET
eurjchem-1423	45	22	syringe	syringe	NOUN
eurjchem-1423	45	23	over	over	ADP
eurjchem-1423	45	24	a	a	DET
eurjchem-1423	45	25	5	5	NUM
eurjchem-1423	45	26	min	min	NOUN
eurjchem-1423	45	27	period	period	NOUN
eurjchem-1423	45	28	.	.	PUNCT
eurjchem-1423	46	1	the	the	DET
eurjchem-1423	46	2	solution	solution	NOUN
eurjchem-1423	46	3	turned	turn	VERB
eurjchem-1423	46	4	deep	deep	ADJ
eurjchem-1423	46	5	red	red	ADJ
eurjchem-1423	46	6	.	.	PUNCT
eurjchem-1423	47	1	the	the	DET
eurjchem-1423	47	2	resulting	result	VERB
eurjchem-1423	47	3	red	red	ADJ
eurjchem-1423	47	4	solution	solution	NOUN
eurjchem-1423	47	5	was	be	AUX
eurjchem-1423	47	6	stirred	stir	VERB
eurjchem-1423	47	7	for	for	ADP
eurjchem-1423	47	8	30	30	NUM
eurjchem-1423	47	9	min	min	NOUN
eurjchem-1423	47	10	at	at	ADP
eurjchem-1423	47	11	0	0	NUM
eurjchem-1423	47	12	°	°	ADP
eurjchem-1423	47	13	c	c	NOUN
eurjchem-1423	47	14	,	,	PUNCT
eurjchem-1423	47	15	then	then	ADV
eurjchem-1423	47	16	cooled	cool	VERB
eurjchem-1423	47	17	to	to	ADP
eurjchem-1423	47	18	around	around	ADV
eurjchem-1423	47	19	‐78	‐78	NOUN
eurjchem-1423	47	20	°	°	ADP
eurjchem-1423	47	21	c	c	NOUN
eurjchem-1423	47	22	in	in	ADP
eurjchem-1423	47	23	an	an	DET
eurjchem-1423	47	24	acetone‐solid	acetone‐solid	ADV
eurjchem-1423	47	25	carbon	carbon	NOUN
eurjchem-1423	47	26	dioxide	dioxide	NOUN
eurjchem-1423	47	27	cooling	cool	VERB
eurjchem-1423	47	28	bath	bath	NOUN
eurjchem-1423	47	29	.	.	PUNCT
eurjchem-1423	48	1	fresh	fresh	ADJ
eurjchem-1423	48	2	solution	solution	NOUN
eurjchem-1423	48	3	compound	compound	NOUN
eurjchem-1423	48	4	2a	2a	NUM
eurjchem-1423	48	5	(	(	PUNCT
eurjchem-1423	48	6	8.2	8.2	NUM
eurjchem-1423	48	7	g	g	NOUN
eurjchem-1423	48	8	,	,	PUNCT
eurjchem-1423	48	9	27.6	27.6	NUM
eurjchem-1423	48	10	mmol	mmol	NOUN
eurjchem-1423	48	11	)	)	PUNCT
eurjchem-1423	48	12	was	be	AUX
eurjchem-1423	48	13	added	add	VERB
eurjchem-1423	48	14	in	in	ADP
eurjchem-1423	48	15	one	one	NUM
eurjchem-1423	48	16	portion	portion	NOUN
eurjchem-1423	48	17	by	by	ADP
eurjchem-1423	48	18	syringe	syringe	NOUN
eurjchem-1423	48	19	.	.	PUNCT
eurjchem-1423	49	1	after	after	SCONJ
eurjchem-1423	49	2	the	the	DET
eurjchem-1423	49	3	addition	addition	NOUN
eurjchem-1423	49	4	was	be	AUX
eurjchem-1423	49	5	complete	complete	ADJ
eurjchem-1423	49	6	,	,	PUNCT
eurjchem-1423	49	7	the	the	DET
eurjchem-1423	49	8	red	red	ADJ
eurjchem-1423	49	9	color	color	NOUN
eurjchem-1423	49	10	of	of	ADP
eurjchem-1423	49	11	the	the	DET
eurjchem-1423	49	12	anion	anion	NOUN
eurjchem-1423	49	13	had	have	AUX
eurjchem-1423	49	14	disappeared	disappear	VERB
eurjchem-1423	49	15	.	.	PUNCT
eurjchem-1423	50	1	the	the	DET
eurjchem-1423	50	2	resulting	result	VERB
eurjchem-1423	50	3	pale	pale	ADJ
eurjchem-1423	50	4	yellow	yellow	ADJ
eurjchem-1423	50	5	solution	solution	NOUN
eurjchem-1423	50	6	was	be	AUX
eurjchem-1423	50	7	stirred	stir	VERB
eurjchem-1423	50	8	for	for	ADP
eurjchem-1423	50	9	15	15	NUM
eurjchem-1423	50	10	min	min	NOUN
eurjchem-1423	50	11	at	at	ADP
eurjchem-1423	50	12	‐78	‐78	NOUN
eurjchem-1423	50	13	°	°	ADP
eurjchem-1423	50	14	c	c	NOUN
eurjchem-1423	50	15	,	,	PUNCT
eurjchem-1423	50	16	then	then	ADV
eurjchem-1423	50	17	allowed	allow	VERB
eurjchem-1423	50	18	to	to	PART
eurjchem-1423	50	19	warm	warm	VERB
eurjchem-1423	50	20	to	to	ADP
eurjchem-1423	50	21	ambient	ambient	ADJ
eurjchem-1423	50	22	temperature	temperature	NOUN
eurjchem-1423	50	23	over	over	ADP
eurjchem-1423	50	24	2	2	NUM
eurjchem-1423	50	25	hrs	hrs	NOUN
eurjchem-1423	50	26	.	.	PUNCT
eurjchem-1423	51	1	water	water	NOUN
eurjchem-1423	51	2	(	(	PUNCT
eurjchem-1423	51	3	40	40	NUM
eurjchem-1423	51	4	ml	ml	NOUN
eurjchem-1423	51	5	)	)	PUNCT
eurjchem-1423	51	6	was	be	AUX
eurjchem-1423	51	7	added	add	VERB
eurjchem-1423	51	8	and	and	CCONJ
eurjchem-1423	51	9	the	the	DET
eurjchem-1423	51	10	bulk	bulk	NOUN
eurjchem-1423	51	11	of	of	ADP
eurjchem-1423	51	12	the	the	DET
eurjchem-1423	51	13	tetrahydrofuran	tetrahydrofuran	NOUN
eurjchem-1423	51	14	and	and	CCONJ
eurjchem-1423	51	15	hexane	hexane	NOUN
eurjchem-1423	51	16	removed	remove	VERB
eurjchem-1423	51	17	on	on	ADP
eurjchem-1423	51	18	a	a	DET
eurjchem-1423	51	19	rotary	rotary	ADJ
eurjchem-1423	51	20	evaporator	evaporator	NOUN
eurjchem-1423	51	21	(	(	PUNCT
eurjchem-1423	51	22	bath	bath	NOUN
eurjchem-1423	51	23	temp	temp	NOUN
eurjchem-1423	51	24	.	.	PUNCT
eurjchem-1423	51	25	:	:	PUNCT
eurjchem-1423	52	1	25‐	25‐	NUM
eurjchem-1423	52	2	30	30	NUM
eurjchem-1423	52	3	°	°	NUM
eurjchem-1423	52	4	c	c	NOUN
eurjchem-1423	52	5	)	)	PUNCT
eurjchem-1423	52	6	.	.	PUNCT
eurjchem-1423	53	1	brine	brine	NOUN
eurjchem-1423	53	2	and	and	CCONJ
eurjchem-1423	53	3	dilute	dilute	VERB
eurjchem-1423	53	4	hydrochloric	hydrochloric	ADJ
eurjchem-1423	53	5	acid	acid	NOUN
eurjchem-1423	53	6	(	(	PUNCT
eurjchem-1423	53	7	200	200	NUM
eurjchem-1423	53	8	ml	ml	NOUN
eurjchem-1423	53	9	)	)	PUNCT
eurjchem-1423	53	10	was	be	AUX
eurjchem-1423	53	11	added	add	VERB
eurjchem-1423	53	12	to	to	ADP
eurjchem-1423	53	13	the	the	DET
eurjchem-1423	53	14	aqueous	aqueous	ADJ
eurjchem-1423	53	15	residue	residue	NOUN
eurjchem-1423	53	16	and	and	CCONJ
eurjchem-1423	53	17	extracted	extract	VERB
eurjchem-1423	53	18	with	with	ADP
eurjchem-1423	53	19	dichloromethane	dichloromethane	NOUN
eurjchem-1423	53	20	(	(	PUNCT
eurjchem-1423	53	21	3	3	NUM
eurjchem-1423	53	22	×	×	NOUN
eurjchem-1423	53	23	100	100	NUM
eurjchem-1423	53	24	ml	ml	NOUN
eurjchem-1423	53	25	)	)	PUNCT
eurjchem-1423	53	26	.	.	PUNCT
eurjchem-1423	54	1	the	the	DET
eurjchem-1423	54	2	combined	combine	VERB
eurjchem-1423	54	3	organic	organic	ADJ
eurjchem-1423	54	4	extracts	extract	NOUN
eurjchem-1423	54	5	were	be	AUX
eurjchem-1423	54	6	dried	dry	VERB
eurjchem-1423	54	7	over	over	ADP
eurjchem-1423	54	8	magnesium	magnesium	NOUN
eurjchem-1423	54	9	sulfate	sulfate	NOUN
eurjchem-1423	54	10	and	and	CCONJ
eurjchem-1423	54	11	evaporated	evaporate	VERB
eurjchem-1423	54	12	to	to	PART
eurjchem-1423	54	13	dryness	dryness	VERB
eurjchem-1423	54	14	under	under	ADP
eurjchem-1423	54	15	reduced	reduced	ADJ
eurjchem-1423	54	16	pressure	pressure	NOUN
eurjchem-1423	54	17	on	on	ADP
eurjchem-1423	54	18	a	a	DET
eurjchem-1423	54	19	rotavapor	rotavapor	NOUN
eurjchem-1423	54	20	,	,	PUNCT
eurjchem-1423	54	21	and	and	CCONJ
eurjchem-1423	54	22	the	the	DET
eurjchem-1423	54	23	residue	residue	NOUN
eurjchem-1423	54	24	,	,	PUNCT
eurjchem-1423	54	25	light	light	ADJ
eurjchem-1423	54	26	yellow	yellow	ADJ
eurjchem-1423	54	27	oil	oil	NOUN
eurjchem-1423	54	28	,	,	PUNCT
eurjchem-1423	54	29	was	be	AUX
eurjchem-1423	54	30	placed	place	VERB
eurjchem-1423	54	31	in	in	ADP
eurjchem-1423	54	32	a	a	DET
eurjchem-1423	54	33	refrigerator	refrigerator	NOUN
eurjchem-1423	54	34	overnight	overnight	ADV
eurjchem-1423	54	35	to	to	PART
eurjchem-1423	54	36	crystallize	crystallize	VERB
eurjchem-1423	54	37	.	.	PUNCT
eurjchem-1423	55	1	the	the	DET
eurjchem-1423	55	2	resulting	result	VERB
eurjchem-1423	55	3	solid	solid	NOUN
eurjchem-1423	55	4	was	be	AUX
eurjchem-1423	55	5	recrystallized	recrystallize	VERB
eurjchem-1423	55	6	from	from	ADP
eurjchem-1423	55	7	ethylacetate	ethylacetate	VERB
eurjchem-1423	55	8	to	to	PART
eurjchem-1423	55	9	give	give	VERB
eurjchem-1423	55	10	compound	compound	NOUN
eurjchem-1423	55	11	4a	4a	NOUN
eurjchem-1423	55	12	(	(	PUNCT
eurjchem-1423	55	13	scheme	scheme	NOUN
eurjchem-1423	55	14	1	1	NUM
eurjchem-1423	55	15	)	)	PUNCT
eurjchem-1423	55	16	.	.	PUNCT
eurjchem-1423	56	1	yield	yield	NOUN
eurjchem-1423	56	2	:	:	PUNCT
eurjchem-1423	56	3	81	81	NUM
eurjchem-1423	56	4	%	%	NOUN
eurjchem-1423	56	5	.	.	PUNCT
eurjchem-1423	57	1	color	color	NOUN
eurjchem-1423	57	2	:	:	PUNCT
eurjchem-1423	57	3	white	white	ADJ
eurjchem-1423	57	4	.	.	PUNCT
eurjchem-1423	58	1	m.p	m.p	PROPN
eurjchem-1423	58	2	.	.	PROPN
eurjchem-1423	58	3	:	:	PUNCT
eurjchem-1423	59	1	167‐169	167‐169	NUM
eurjchem-1423	59	2	°	°	SYM
eurjchem-1423	59	3	c	c	VERB
eurjchem-1423	59	4	.	.	PUNCT
eurjchem-1423	60	1	ft‐	ft‐	PROPN
eurjchem-1423	60	2	ir	ir	PROPN
eurjchem-1423	60	3	(	(	PUNCT
eurjchem-1423	60	4	kbr	kbr	PROPN
eurjchem-1423	60	5	,	,	PUNCT
eurjchem-1423	60	6			PROPN
eurjchem-1423	60	7	,	,	PUNCT
eurjchem-1423	60	8	cm‐1	cm‐1	PROPN
eurjchem-1423	60	9	):	):	PUNCT
eurjchem-1423	60	10	1650‐1565	1650‐1565	NUM
eurjchem-1423	60	11	(	(	PUNCT
eurjchem-1423	60	12	n	n	CCONJ
eurjchem-1423	60	13	=	=	SYM
eurjchem-1423	60	14	n	n	NUM
eurjchem-1423	60	15	)	)	PUNCT
eurjchem-1423	60	16	,	,	PUNCT
eurjchem-1423	60	17	1260‐1454	1260‐1454	NUM
eurjchem-1423	60	18	(	(	PUNCT
eurjchem-1423	60	19	ar‐f	ar‐f	NOUN
eurjchem-1423	60	20	)	)	PUNCT
eurjchem-1423	60	21	,	,	PUNCT
eurjchem-1423	60	22	1049	1049	NUM
eurjchem-1423	60	23	(	(	PUNCT
eurjchem-1423	60	24	p	p	NOUN
eurjchem-1423	60	25	=	=	NOUN
eurjchem-1423	60	26	o	o	NOUN
eurjchem-1423	60	27	)	)	PUNCT
eurjchem-1423	60	28	.	.	PUNCT
eurjchem-1423	61	1	1h	1h	NUM
eurjchem-1423	61	2	nmr	nmr	NOUN
eurjchem-1423	61	3	(	(	PUNCT
eurjchem-1423	61	4	300	300	NUM
eurjchem-1423	61	5	mhz	mhz	NOUN
eurjchem-1423	61	6	,	,	PUNCT
eurjchem-1423	61	7	cdcl3	cdcl3	PROPN
eurjchem-1423	61	8	,	,	PUNCT
eurjchem-1423	61	9	δ	δ	PROPN
eurjchem-1423	61	10	,	,	PUNCT
eurjchem-1423	61	11	ppm	ppm	NUM
eurjchem-1423	61	12	):	):	PUNCT
eurjchem-1423	61	13	2.52	2.52	NUM
eurjchem-1423	61	14	(	(	PUNCT
eurjchem-1423	61	15	s	s	PROPN
eurjchem-1423	61	16	,	,	PUNCT
eurjchem-1423	61	17	3h	3h	NUM
eurjchem-1423	61	18	,	,	PUNCT
eurjchem-1423	61	19	4‐ch3	4‐ch3	NUM
eurjchem-1423	61	20	)	)	PUNCT
eurjchem-1423	61	21	,	,	PUNCT
eurjchem-1423	61	22	2.32	2.32	NUM
eurjchem-1423	61	23	(	(	PUNCT
eurjchem-1423	61	24	s	s	PROPN
eurjchem-1423	61	25	,	,	PUNCT
eurjchem-1423	61	26	6h	6h	NOUN
eurjchem-1423	61	27	,	,	PUNCT
eurjchem-1423	61	28	2,6‐ch3	2,6‐ch3	NUM
eurjchem-1423	61	29	)	)	PUNCT
eurjchem-1423	61	30	,	,	PUNCT
eurjchem-1423	61	31	3.33	3.33	NUM
eurjchem-1423	61	32	(	(	PUNCT
eurjchem-1423	61	33	s	s	PROPN
eurjchem-1423	61	34	,	,	PUNCT
eurjchem-1423	61	35	2h	2h	NUM
eurjchem-1423	61	36	,	,	PUNCT
eurjchem-1423	61	37	ch2po	ch2po	NOUN
eurjchem-1423	61	38	)	)	PUNCT
eurjchem-1423	61	39	,	,	PUNCT
eurjchem-1423	61	40	6.89	6.89	NUM
eurjchem-1423	61	41	(	(	PUNCT
eurjchem-1423	61	42	s	s	PROPN
eurjchem-1423	61	43	,	,	PUNCT
eurjchem-1423	61	44	2h	2h	NUM
eurjchem-1423	61	45	,	,	PUNCT
eurjchem-1423	61	46	ar‐h	ar‐h	NOUN
eurjchem-1423	61	47	)	)	PUNCT
eurjchem-1423	61	48	,	,	PUNCT
eurjchem-1423	61	49	7.05	7.05	NUM
eurjchem-1423	61	50	(	(	PUNCT
eurjchem-1423	61	51	m	m	PROPN
eurjchem-1423	61	52	,	,	PUNCT
eurjchem-1423	61	53	10h	10h	NUM
eurjchem-1423	61	54	,	,	PUNCT
eurjchem-1423	61	55	ar‐h	ar‐h	NOUN
eurjchem-1423	61	56	)	)	PUNCT
eurjchem-1423	61	57	.	.	PUNCT
eurjchem-1423	62	1	ms	ms	NOUN
eurjchem-1423	62	2	(	(	PUNCT
eurjchem-1423	62	3	fab	fab	PROPN
eurjchem-1423	62	4	,	,	PUNCT
eurjchem-1423	62	5	m	m	PROPN
eurjchem-1423	62	6	/	/	SYM
eurjchem-1423	62	7	z	z	PROPN
eurjchem-1423	62	8	(	(	PUNCT
eurjchem-1423	62	9	%	%	NOUN
eurjchem-1423	62	10	)	)	PUNCT
eurjchem-1423	62	11	):	):	PUNCT
eurjchem-1423	62	12	493	493	NUM
eurjchem-1423	62	13	(	(	PUNCT
eurjchem-1423	62	14	m++1	m++1	NOUN
eurjchem-1423	62	15	,	,	PUNCT
eurjchem-1423	62	16	100	100	NUM
eurjchem-1423	62	17	)	)	PUNCT
eurjchem-1423	62	18	,	,	PUNCT
eurjchem-1423	62	19	374	374	NUM
eurjchem-1423	62	20	(	(	PUNCT
eurjchem-1423	62	21	c18h12f3pon3	c18h12f3pon3	PROPN
eurjchem-1423	62	22	+	+	PROPN
eurjchem-1423	62	23	,	,	PUNCT
eurjchem-1423	62	24	40	40	NUM
eurjchem-1423	62	25	)	)	PUNCT
eurjchem-1423	62	26	,	,	PUNCT
eurjchem-1423	62	27	292	292	NUM
eurjchem-1423	62	28	(	(	PUNCT
eurjchem-1423	62	29	80.1	80.1	NUM
eurjchem-1423	62	30	)	)	PUNCT
eurjchem-1423	62	31	,	,	PUNCT
eurjchem-1423	62	32	278	278	NUM
eurjchem-1423	62	33	(	(	PUNCT
eurjchem-1423	62	34	10.2	10.2	NUM
eurjchem-1423	62	35	)	)	PUNCT
eurjchem-1423	62	36	,	,	PUNCT
eurjchem-1423	62	37	215	215	NUM
eurjchem-1423	62	38	(	(	PUNCT
eurjchem-1423	62	39	6.2	6.2	NUM
eurjchem-1423	62	40	)	)	PUNCT
eurjchem-1423	62	41	,	,	PUNCT
eurjchem-1423	62	42	201	201	NUM
eurjchem-1423	62	43	(	(	PUNCT
eurjchem-1423	62	44	20	20	NUM
eurjchem-1423	62	45	)	)	PUNCT
eurjchem-1423	62	46	,	,	PUNCT
eurjchem-1423	62	47	119	119	NUM
eurjchem-1423	62	48	(	(	PUNCT
eurjchem-1423	62	49	60	60	NUM
eurjchem-1423	62	50	)	)	PUNCT
eurjchem-1423	62	51	.	.	PUNCT
eurjchem-1423	63	1	anal	anal	PROPN
eurjchem-1423	63	2	.	.	PUNCT
eurjchem-1423	63	3	calcd	calcd	NOUN
eurjchem-1423	63	4	.	.	PUNCT
eurjchem-1423	64	1	for	for	ADP
eurjchem-1423	64	2	c27h23on3f3p	c27h23on3f3p	PROPN
eurjchem-1423	64	3	:	:	PUNCT
eurjchem-1423	64	4	c	c	X
eurjchem-1423	64	5	,	,	PUNCT
eurjchem-1423	64	6	65.72	65.72	NUM
eurjchem-1423	64	7	;	;	PUNCT
eurjchem-1423	64	8	h	h	NOUN
eurjchem-1423	64	9	,	,	PUNCT
eurjchem-1423	64	10	4.70	4.70	NUM
eurjchem-1423	64	11	;	;	PUNCT
eurjchem-1423	64	12	n	n	CCONJ
eurjchem-1423	64	13	,	,	PUNCT
eurjchem-1423	64	14	8.52	8.52	NUM
eurjchem-1423	64	15	.	.	PUNCT
eurjchem-1423	65	1	found	find	VERB
eurjchem-1423	65	2	:	:	PUNCT
eurjchem-1423	66	1	c	c	X
eurjchem-1423	66	2	,	,	PUNCT
eurjchem-1423	66	3	65.80	65.80	NUM
eurjchem-1423	66	4	;	;	PUNCT
eurjchem-1423	66	5	h	h	NOUN
eurjchem-1423	66	6	,	,	PUNCT
eurjchem-1423	66	7	4.80	4.80	NUM
eurjchem-1423	66	8	;	;	PUNCT
eurjchem-1423	66	9	n	n	CCONJ
eurjchem-1423	66	10	,	,	PUNCT
eurjchem-1423	66	11	8.50	8.50	NUM
eurjchem-1423	66	12	%	%	NOUN
eurjchem-1423	66	13	.	.	PUNCT
eurjchem-1423	67	1	2.2.2	2.2.2	X
eurjchem-1423	67	2	.	.	X
eurjchem-1423	67	3	synthesis	synthesis	NOUN
eurjchem-1423	67	4	of	of	ADP
eurjchem-1423	67	5	(	(	PUNCT
eurjchem-1423	67	6	e)‐((5‐chloro‐3,6‐difuoro‐4‐(mesityl	e)‐((5‐chloro‐3,6‐difuoro‐4‐(mesityl	X
eurjchem-1423	67	7	diazenyl)pyridin‐2‐yl)methyl)diphenyl	diazenyl)pyridin‐2‐yl)methyl)diphenyl	X
eurjchem-1423	67	8	phosphine	phosphine	NOUN
eurjchem-1423	67	9	oxide	oxide	NOUN
eurjchem-1423	67	10	(	(	PUNCT
eurjchem-1423	67	11	4b	4b	X
eurjchem-1423	67	12	)	)	PUNCT
eurjchem-1423	67	13	isomers	isomer	NOUN
eurjchem-1423	67	14	compound	compound	VERB
eurjchem-1423	67	15	4b	4b	PROPN
eurjchem-1423	67	16	was	be	AUX
eurjchem-1423	67	17	prepared	prepare	VERB
eurjchem-1423	67	18	from	from	ADP
eurjchem-1423	67	19	methyldiphenyl	methyldiphenyl	PROPN
eurjchem-1423	67	20	phosphine	phosphine	NOUN
eurjchem-1423	67	21	oxide	oxide	NOUN
eurjchem-1423	67	22	(	(	PUNCT
eurjchem-1423	67	23	6.0	6.0	NUM
eurjchem-1423	67	24	g	g	NOUN
eurjchem-1423	67	25	,	,	PUNCT
eurjchem-1423	67	26	27.6	27.6	NUM
eurjchem-1423	67	27	mmol	mmol	NOUN
eurjchem-1423	67	28	)	)	PUNCT
eurjchem-1423	67	29	,	,	PUNCT
eurjchem-1423	67	30	and	and	CCONJ
eurjchem-1423	67	31	compound	compound	NOUN
eurjchem-1423	67	32	2b	2b	NOUN
eurjchem-1423	67	33	(	(	PUNCT
eurjchem-1423	67	34	8.65	8.65	NUM
eurjchem-1423	67	35	g	g	NOUN
eurjchem-1423	67	36	,	,	PUNCT
eurjchem-1423	67	37	27.6	27.6	NUM
eurjchem-1423	67	38	mmol	mmol	NOUN
eurjchem-1423	67	39	)	)	PUNCT
eurjchem-1423	67	40	in	in	ADP
eurjchem-1423	67	41	a	a	DET
eurjchem-1423	67	42	similar	similar	ADJ
eurjchem-1423	67	43	way	way	NOUN
eurjchem-1423	67	44	to	to	PART
eurjchem-1423	67	45	compound	compound	NOUN
eurjchem-1423	67	46	4a	4a	NOUN
eurjchem-1423	67	47	.	.	PUNCT
eurjchem-1423	68	1	work‐up	work‐up	ADP
eurjchem-1423	68	2	of	of	ADP
eurjchem-1423	68	3	the	the	DET
eurjchem-1423	68	4	reaction	reaction	NOUN
eurjchem-1423	68	5	product	product	NOUN
eurjchem-1423	68	6	gave	give	VERB
eurjchem-1423	68	7	a	a	DET
eurjchem-1423	68	8	white	white	ADJ
eurjchem-1423	68	9	crystalline	crystalline	NOUN
eurjchem-1423	68	10	solid	solid	ADJ
eurjchem-1423	68	11	of	of	ADP
eurjchem-1423	68	12	compound	compound	NOUN
eurjchem-1423	68	13	4b	4b	NOUN
eurjchem-1423	68	14	isomers	isomer	NOUN
eurjchem-1423	68	15	(	(	PUNCT
eurjchem-1423	68	16	scheme	scheme	NOUN
eurjchem-1423	68	17	1	1	NUM
eurjchem-1423	68	18	)	)	PUNCT
eurjchem-1423	68	19	.	.	PUNCT
eurjchem-1423	69	1	yield	yield	NOUN
eurjchem-1423	69	2	:	:	PUNCT
eurjchem-1423	69	3	76	76	NUM
eurjchem-1423	69	4	%	%	NOUN
eurjchem-1423	69	5	.	.	PUNCT
eurjchem-1423	70	1	color	color	NOUN
eurjchem-1423	70	2	:	:	PUNCT
eurjchem-1423	70	3	white	white	ADJ
eurjchem-1423	70	4	.	.	PUNCT
eurjchem-1423	71	1	ft‐ir	ft‐ir	NOUN
eurjchem-1423	71	2	(	(	PUNCT
eurjchem-1423	71	3	kbr	kbr	PROPN
eurjchem-1423	71	4	,	,	PUNCT
eurjchem-1423	71	5			PROPN
eurjchem-1423	71	6	,	,	PUNCT
eurjchem-1423	71	7	cm‐1	cm‐1	PROPN
eurjchem-1423	71	8	):	):	PUNCT
eurjchem-1423	71	9	1600‐1565	1600‐1565	NUM
eurjchem-1423	71	10	(	(	PUNCT
eurjchem-1423	71	11	n	n	CCONJ
eurjchem-1423	71	12	=	=	SYM
eurjchem-1423	71	13	n	n	NUM
eurjchem-1423	71	14	)	)	PUNCT
eurjchem-1423	71	15	,	,	PUNCT
eurjchem-1423	71	16	1436	1436	NUM
eurjchem-1423	71	17	(	(	PUNCT
eurjchem-1423	71	18	ar‐f	ar‐f	NOUN
eurjchem-1423	71	19	)	)	PUNCT
eurjchem-1423	71	20	,	,	PUNCT
eurjchem-1423	71	21	1250‐1070	1250‐1070	NUM
eurjchem-1423	71	22	(	(	PUNCT
eurjchem-1423	71	23	ar‐cl	ar‐cl	NUM
eurjchem-1423	71	24	)	)	PUNCT
eurjchem-1423	71	25	,	,	PUNCT
eurjchem-1423	71	26	1181	1181	NUM
eurjchem-1423	71	27	(	(	PUNCT
eurjchem-1423	71	28	p	p	NOUN
eurjchem-1423	71	29	=	=	NOUN
eurjchem-1423	71	30	o	o	NOUN
eurjchem-1423	71	31	)	)	PUNCT
eurjchem-1423	71	32	.	.	PUNCT
eurjchem-1423	72	1	19f	19f	PROPN
eurjchem-1423	72	2	nmr	nmr	NOUN
eurjchem-1423	72	3	(	(	PUNCT
eurjchem-1423	72	4	54.6	54.6	NUM
eurjchem-1423	72	5	mhz	mhz	NOUN
eurjchem-1423	72	6	,	,	PUNCT
eurjchem-1423	72	7	cdcl3	cdcl3	PROPN
eurjchem-1423	72	8	,	,	PUNCT
eurjchem-1423	72	9	δ	δ	PROPN
eurjchem-1423	72	10	,	,	PUNCT
eurjchem-1423	72	11	ppm	ppm	NUM
eurjchem-1423	72	12	):	):	PUNCT
eurjchem-1423	72	13	‐84.3	‐84.3	X
eurjchem-1423	72	14	(	(	PUNCT
eurjchem-1423	72	15	1f	1f	NUM
eurjchem-1423	72	16	,	,	PUNCT
eurjchem-1423	72	17	d	d	PROPN
eurjchem-1423	72	18	,	,	PUNCT
eurjchem-1423	72	19	j	j	PROPN
eurjchem-1423	72	20	=	=	SYM
eurjchem-1423	72	21	25.6.6	25.6.6	PROPN
eurjchem-1423	72	22	hz	hz	NOUN
eurjchem-1423	72	23	,	,	PUNCT
eurjchem-1423	72	24	f‐5	f‐5	ADJ
eurjchem-1423	72	25	)	)	PUNCT
eurjchem-1423	72	26	,	,	PUNCT
eurjchem-1423	72	27	‐14.5	‐14.5	PROPN
eurjchem-1423	72	28	(	(	PUNCT
eurjchem-1423	72	29	1f	1f	NUM
eurjchem-1423	72	30	,	,	PUNCT
eurjchem-1423	72	31	d	d	PROPN
eurjchem-1423	72	32	,	,	PUNCT
eurjchem-1423	72	33	j	j	PROPN
eurjchem-1423	73	1	=	=	PROPN
eurjchem-1423	73	2	25.6	25.6	NUM
eurjchem-1423	73	3	hz	hz	NOUN
eurjchem-1423	73	4	,	,	PUNCT
eurjchem-1423	73	5	f‐2	f‐2	NOUN
eurjchem-1423	73	6	)	)	PUNCT
eurjchem-1423	73	7	.	.	PUNCT
eurjchem-1423	74	1	ms	ms	NOUN
eurjchem-1423	74	2	(	(	PUNCT
eurjchem-1423	74	3	fab	fab	PROPN
eurjchem-1423	74	4	,	,	PUNCT
eurjchem-1423	74	5	m	m	PROPN
eurjchem-1423	74	6	/	/	SYM
eurjchem-1423	74	7	z	z	PROPN
eurjchem-1423	74	8	(	(	PUNCT
eurjchem-1423	74	9	%	%	NOUN
eurjchem-1423	74	10	)	)	PUNCT
eurjchem-1423	74	11	):	):	PUNCT
eurjchem-1423	74	12	474	474	NUM
eurjchem-1423	74	13	(	(	PUNCT
eurjchem-1423	74	14	m++	m++	NOUN
eurjchem-1423	74	15	1‐cl	1‐cl	NUM
eurjchem-1423	74	16	,	,	PUNCT
eurjchem-1423	74	17	100	100	NUM
eurjchem-1423	74	18	)	)	PUNCT
eurjchem-1423	74	19	,	,	PUNCT
eurjchem-1423	74	20	215	215	NUM
eurjchem-1423	74	21	(	(	PUNCT
eurjchem-1423	74	22	6.0	6.0	NUM
eurjchem-1423	74	23	)	)	PUNCT
eurjchem-1423	74	24	,	,	PUNCT
eurjchem-1423	74	25	201	201	NUM
eurjchem-1423	74	26	(	(	PUNCT
eurjchem-1423	74	27	20	20	NUM
eurjchem-1423	74	28	)	)	PUNCT
eurjchem-1423	74	29	,	,	PUNCT
eurjchem-1423	74	30	147	147	NUM
eurjchem-1423	74	31	(	(	PUNCT
eurjchem-1423	74	32	17	17	NUM
eurjchem-1423	74	33	)	)	PUNCT
eurjchem-1423	74	34	,	,	PUNCT
eurjchem-1423	74	35	119	119	NUM
eurjchem-1423	74	36	hacini	hacini	NOUN
eurjchem-1423	74	37	and	and	CCONJ
eurjchem-1423	74	38	sekhri	sekhri	NOUN
eurjchem-1423	74	39	/	/	SYM
eurjchem-1423	74	40	european	european	PROPN
eurjchem-1423	74	41	journal	journal	PROPN
eurjchem-1423	74	42	of	of	ADP
eurjchem-1423	74	43	chemistry	chemistry	NOUN
eurjchem-1423	74	44	7	7	NUM
eurjchem-1423	74	45	(	(	PUNCT
eurjchem-1423	74	46	2	2	NUM
eurjchem-1423	74	47	)	)	PUNCT
eurjchem-1423	74	48	(	(	PUNCT
eurjchem-1423	74	49	2016	2016	NUM
eurjchem-1423	74	50	)	)	PUNCT
eurjchem-1423	74	51	225‐229	225‐229	NUM
eurjchem-1423	74	52	227	227	NUM
eurjchem-1423	74	53	(	(	PUNCT
eurjchem-1423	74	54	60	60	NUM
eurjchem-1423	74	55	)	)	PUNCT
eurjchem-1423	74	56	.	.	PUNCT
eurjchem-1423	75	1	anal	anal	PROPN
eurjchem-1423	75	2	.	.	PUNCT
eurjchem-1423	75	3	calcd	calcd	NOUN
eurjchem-1423	75	4	.	.	PUNCT
eurjchem-1423	76	1	for	for	ADP
eurjchem-1423	76	2	c27h23on3f2clp	c27h23on3f2clp	NOUN
eurjchem-1423	76	3	:	:	PUNCT
eurjchem-1423	76	4	c	c	X
eurjchem-1423	76	5	,	,	PUNCT
eurjchem-1423	76	6	63.60	63.60	NUM
eurjchem-1423	76	7	;	;	PUNCT
eurjchem-1423	76	8	h	h	NOUN
eurjchem-1423	76	9	,	,	PUNCT
eurjchem-1423	76	10	4.55	4.55	NUM
eurjchem-1423	76	11	;	;	PUNCT
eurjchem-1423	76	12	n	n	CCONJ
eurjchem-1423	76	13	,	,	PUNCT
eurjchem-1423	76	14	8.24	8.24	NUM
eurjchem-1423	76	15	.	.	PUNCT
eurjchem-1423	77	1	found	find	VERB
eurjchem-1423	77	2	:	:	PUNCT
eurjchem-1423	78	1	c	c	X
eurjchem-1423	78	2	,	,	PUNCT
eurjchem-1423	78	3	63.70	63.70	NUM
eurjchem-1423	78	4	;	;	PUNCT
eurjchem-1423	78	5	h	h	NOUN
eurjchem-1423	78	6	,	,	PUNCT
eurjchem-1423	78	7	4.50	4.50	NUM
eurjchem-1423	78	8	;	;	PUNCT
eurjchem-1423	78	9	n	n	CCONJ
eurjchem-1423	78	10	,	,	PUNCT
eurjchem-1423	78	11	8.20	8.20	NUM
eurjchem-1423	78	12	%	%	NOUN
eurjchem-1423	78	13	.	.	PUNCT
eurjchem-1423	79	1	isomers	isomer	NOUN
eurjchem-1423	79	2	purities	purity	NOUN
eurjchem-1423	79	3	(	(	PUNCT
eurjchem-1423	79	4	4b1	4b1	NUM
eurjchem-1423	79	5	,	,	PUNCT
eurjchem-1423	79	6	4b2	4b2	NOUN
eurjchem-1423	79	7	)	)	PUNCT
eurjchem-1423	79	8	were	be	AUX
eurjchem-1423	79	9	assessed	assess	VERB
eurjchem-1423	79	10	on	on	ADP
eurjchem-1423	79	11	analytical	analytical	ADJ
eurjchem-1423	79	12	hplc	hplc	NOUN
eurjchem-1423	79	13	:	:	PUNCT
eurjchem-1423	79	14	chiralcel	chiralcel	VERB
eurjchem-1423	79	15	od‐h	od‐h	PROPN
eurjchem-1423	79	16	column	column	NOUN
eurjchem-1423	79	17	,	,	PUNCT
eurjchem-1423	79	18	hexane:2‐proh	hexane:2‐proh	PROPN
eurjchem-1423	79	19	,	,	PUNCT
eurjchem-1423	79	20	9:1	9:1	NUM
eurjchem-1423	79	21	,	,	PUNCT
eurjchem-1423	79	22	v	v	NOUN
eurjchem-1423	79	23	:	:	PUNCT
eurjchem-1423	79	24	v	v	ADJ
eurjchem-1423	79	25	mobile	mobile	ADJ
eurjchem-1423	79	26	phase	phase	NOUN
eurjchem-1423	79	27	,	,	PUNCT
eurjchem-1423	79	28	flow‐rate	flow‐rate	VERB
eurjchem-1423	79	29	1.0	1.0	NUM
eurjchem-1423	79	30	ml	ml	NOUN
eurjchem-1423	79	31	/	/	SYM
eurjchem-1423	79	32	min	min	NOUN
eurjchem-1423	79	33	,	,	PUNCT
eurjchem-1423	79	34	25	25	NUM
eurjchem-1423	79	35	°	°	NOUN
eurjchem-1423	79	36	c	c	NOUN
eurjchem-1423	79	37	,	,	PUNCT
eurjchem-1423	79	38	λ	λ	X
eurjchem-1423	79	39	=	=	NOUN
eurjchem-1423	79	40	254	254	NUM
eurjchem-1423	79	41	nm	nm	ADJ
eurjchem-1423	79	42	and	and	CCONJ
eurjchem-1423	79	43	polarimetric	polarimetric	ADJ
eurjchem-1423	79	44	detection	detection	NOUN
eurjchem-1423	79	45	,	,	PUNCT
eurjchem-1423	79	46	20	20	NUM
eurjchem-1423	79	47	µl	µl	ADP
eurjchem-1423	79	48	injection	injection	NOUN
eurjchem-1423	79	49	volume	volume	NOUN
eurjchem-1423	79	50	(	(	PUNCT
eurjchem-1423	79	51	first	first	ADJ
eurjchem-1423	79	52	eluted	eluted	ADJ
eurjchem-1423	79	53	peak	peak	NOUN
eurjchem-1423	79	54	:	:	PUNCT
eurjchem-1423	79	55	k	k	X
eurjchem-1423	79	56	=	=	SYM
eurjchem-1423	79	57	2.01	2.01	NUM
eurjchem-1423	79	58	;	;	PUNCT
eurjchem-1423	79	59	second	second	ADJ
eurjchem-1423	79	60	peak	peak	NOUN
eurjchem-1423	79	61	:	:	PUNCT
eurjchem-1423	80	1	k	k	X
eurjchem-1423	80	2	=	=	PUNCT
eurjchem-1423	80	3	2.36	2.36	NUM
eurjchem-1423	80	4	)	)	PUNCT
eurjchem-1423	80	5	,	,	PUNCT
eurjchem-1423	80	6	α	α	X
eurjchem-1423	80	7	=	=	SYM
eurjchem-1423	80	8	1.18	1.18	NUM
eurjchem-1423	80	9	,	,	PUNCT
eurjchem-1423	80	10	rs	rs	NOUN
eurjchem-1423	80	11	=	=	SYM
eurjchem-1423	80	12	2.12	2.12	NUM
eurjchem-1423	80	13	.	.	PUNCT
eurjchem-1423	81	1	2.2.3	2.2.3	NUM
eurjchem-1423	81	2	.	.	PUNCT
eurjchem-1423	82	1	synthesis	synthesis	NOUN
eurjchem-1423	82	2	of	of	ADP
eurjchem-1423	82	3	(	(	PUNCT
eurjchem-1423	82	4	e)‐((3,6‐difluoro‐4‐(mesityldiazenyl)‐5‐	e)‐((3,6‐difluoro‐4‐(mesityldiazenyl)‐5‐	NOUN
eurjchem-1423	82	5	methoxypyridin‐2‐yl)methyl)diphenyl	methoxypyridin‐2‐yl)methyl)diphenyl	NOUN
eurjchem-1423	82	6	phosphine	phosphine	NOUN
eurjchem-1423	82	7	oxide	oxide	NOUN
eurjchem-1423	82	8	(	(	PUNCT
eurjchem-1423	82	9	4c	4c	NOUN
eurjchem-1423	82	10	)	)	PUNCT
eurjchem-1423	82	11	isomers	isomer	NOUN
eurjchem-1423	82	12	compound	compound	NOUN
eurjchem-1423	82	13	4c	4c	NOUN
eurjchem-1423	82	14	was	be	AUX
eurjchem-1423	82	15	prepared	prepare	VERB
eurjchem-1423	82	16	from	from	ADP
eurjchem-1423	82	17	methyldiphenyl	methyldiphenyl	PROPN
eurjchem-1423	82	18	phosphine	phosphine	NOUN
eurjchem-1423	82	19	oxide	oxide	NOUN
eurjchem-1423	82	20	(	(	PUNCT
eurjchem-1423	82	21	1.0	1.0	NUM
eurjchem-1423	82	22	g	g	NOUN
eurjchem-1423	82	23	,	,	PUNCT
eurjchem-1423	82	24	4.6	4.6	NUM
eurjchem-1423	82	25	mmol	mmol	NOUN
eurjchem-1423	82	26	)	)	PUNCT
eurjchem-1423	82	27	,	,	PUNCT
eurjchem-1423	82	28	and	and	CCONJ
eurjchem-1423	82	29	compound	compound	NOUN
eurjchem-1423	82	30	2c	2c	NOUN
eurjchem-1423	82	31	(	(	PUNCT
eurjchem-1423	82	32	0.5	0.5	NUM
eurjchem-1423	82	33	g	g	NOUN
eurjchem-1423	82	34	,	,	PUNCT
eurjchem-1423	82	35	1.61	1.61	NUM
eurjchem-1423	82	36	mmol	mmol	NOUN
eurjchem-1423	82	37	)	)	PUNCT
eurjchem-1423	82	38	in	in	ADP
eurjchem-1423	82	39	a	a	DET
eurjchem-1423	82	40	similar	similar	ADJ
eurjchem-1423	82	41	way	way	NOUN
eurjchem-1423	82	42	to	to	PART
eurjchem-1423	82	43	compound	compound	NOUN
eurjchem-1423	82	44	4a	4a	NOUN
eurjchem-1423	82	45	.	.	PUNCT
eurjchem-1423	83	1	the	the	DET
eurjchem-1423	83	2	white	white	PROPN
eurjchem-1423	83	3	solid	solid	PROPN
eurjchem-1423	83	4	resulted	result	VERB
eurjchem-1423	83	5	was	be	AUX
eurjchem-1423	83	6	recrystallized	recrystallize	VERB
eurjchem-1423	83	7	from	from	ADP
eurjchem-1423	83	8	ethyl	ethyl	PROPN
eurjchem-1423	83	9	acetate	acetate	NOUN
eurjchem-1423	83	10	to	to	PART
eurjchem-1423	83	11	give	give	VERB
eurjchem-1423	83	12	a	a	DET
eurjchem-1423	83	13	solid	solid	NOUN
eurjchem-1423	83	14	of	of	ADP
eurjchem-1423	83	15	compound	compound	NOUN
eurjchem-1423	83	16	4c	4c	NOUN
eurjchem-1423	83	17	isomers	isomer	NOUN
eurjchem-1423	83	18	(	(	PUNCT
eurjchem-1423	83	19	scheme	scheme	NOUN
eurjchem-1423	83	20	1	1	NUM
eurjchem-1423	83	21	)	)	PUNCT
eurjchem-1423	83	22	.	.	PUNCT
eurjchem-1423	84	1	yield	yield	NOUN
eurjchem-1423	84	2	:	:	PUNCT
eurjchem-1423	84	3	89	89	NUM
eurjchem-1423	84	4	%	%	NOUN
eurjchem-1423	84	5	.	.	PUNCT
eurjchem-1423	85	1	color	color	NOUN
eurjchem-1423	85	2	:	:	PUNCT
eurjchem-1423	85	3	white	white	ADJ
eurjchem-1423	85	4	.	.	PUNCT
eurjchem-1423	86	1	ft‐ir	ft‐ir	NOUN
eurjchem-1423	86	2	(	(	PUNCT
eurjchem-1423	86	3	kbr	kbr	PROPN
eurjchem-1423	86	4	,	,	PUNCT
eurjchem-1423	86	5			PROPN
eurjchem-1423	86	6	,	,	PUNCT
eurjchem-1423	86	7	cm‐1	cm‐1	PROPN
eurjchem-1423	86	8	):	):	PUNCT
eurjchem-1423	86	9	1600	1600	NUM
eurjchem-1423	86	10	(	(	PUNCT
eurjchem-1423	86	11	n	n	CCONJ
eurjchem-1423	86	12	=	=	SYM
eurjchem-1423	86	13	n	n	NUM
eurjchem-1423	86	14	)	)	PUNCT
eurjchem-1423	86	15	,	,	PUNCT
eurjchem-1423	86	16	1436	1436	NUM
eurjchem-1423	86	17	(	(	PUNCT
eurjchem-1423	86	18	ar‐f	ar‐f	NOUN
eurjchem-1423	86	19	)	)	PUNCT
eurjchem-1423	86	20	,	,	PUNCT
eurjchem-1423	86	21	1173	1173	NUM
eurjchem-1423	86	22	(	(	PUNCT
eurjchem-1423	86	23	p	p	NOUN
eurjchem-1423	86	24	=	=	NOUN
eurjchem-1423	86	25	o	o	NOUN
eurjchem-1423	86	26	)	)	PUNCT
eurjchem-1423	86	27	,	,	PUNCT
eurjchem-1423	86	28	1203‐1277	1203‐1277	NUM
eurjchem-1423	86	29	(	(	PUNCT
eurjchem-1423	86	30	c‐o	c‐o	PROPN
eurjchem-1423	86	31	asym	asym	PROPN
eurjchem-1423	86	32	.	.	PUNCT
eurjchem-1423	86	33	stretch	stretch	PROPN
eurjchem-1423	86	34	)	)	PUNCT
eurjchem-1423	86	35	,	,	PUNCT
eurjchem-1423	86	36	1042	1042	NUM
eurjchem-1423	86	37	(	(	PUNCT
eurjchem-1423	86	38	c‐o	c‐o	PROPN
eurjchem-1423	86	39	sym	sym	PROPN
eurjchem-1423	86	40	.	.	PROPN
eurjchem-1423	86	41	stretch	stretch	PROPN
eurjchem-1423	86	42	)	)	PUNCT
eurjchem-1423	86	43	.	.	PUNCT
eurjchem-1423	87	1	19f	19f	PROPN
eurjchem-1423	87	2	nmr	nmr	NOUN
eurjchem-1423	87	3	(	(	PUNCT
eurjchem-1423	87	4	54.6	54.6	NUM
eurjchem-1423	87	5	mhz	mhz	NOUN
eurjchem-1423	87	6	,	,	PUNCT
eurjchem-1423	87	7	cdcl3	cdcl3	PROPN
eurjchem-1423	87	8	,	,	PUNCT
eurjchem-1423	87	9	δ	δ	PROPN
eurjchem-1423	87	10	,	,	PUNCT
eurjchem-1423	87	11	ppm	ppm	NUM
eurjchem-1423	87	12	):	):	PUNCT
eurjchem-1423	87	13	‐82.5	‐82.5	NUM
eurjchem-1423	87	14	(	(	PUNCT
eurjchem-1423	87	15	1f	1f	NUM
eurjchem-1423	87	16	,	,	PUNCT
eurjchem-1423	87	17	d	d	PROPN
eurjchem-1423	87	18	,	,	PUNCT
eurjchem-1423	87	19	j	j	PROPN
eurjchem-1423	87	20	=	=	SYM
eurjchem-1423	87	21	25.3	25.3	NUM
eurjchem-1423	87	22	hz	hz	NOUN
eurjchem-1423	87	23	,	,	PUNCT
eurjchem-1423	87	24	f‐5	f‐5	ADJ
eurjchem-1423	87	25	)	)	PUNCT
eurjchem-1423	87	26	,	,	PUNCT
eurjchem-1423	87	27	‐	‐	ADV
eurjchem-1423	87	28	11.2	11.2	NUM
eurjchem-1423	87	29	(	(	PUNCT
eurjchem-1423	87	30	1f	1f	NUM
eurjchem-1423	87	31	,	,	PUNCT
eurjchem-1423	87	32	d	d	PROPN
eurjchem-1423	87	33	,	,	PUNCT
eurjchem-1423	87	34	j	j	PROPN
eurjchem-1423	87	35	=	=	SYM
eurjchem-1423	87	36	25.3	25.3	NUM
eurjchem-1423	87	37	hz	hz	NOUN
eurjchem-1423	87	38	,	,	PUNCT
eurjchem-1423	87	39	f‐2	f‐2	NOUN
eurjchem-1423	87	40	)	)	PUNCT
eurjchem-1423	87	41	.	.	PUNCT
eurjchem-1423	88	1	1h	1h	NUM
eurjchem-1423	88	2	nmr	nmr	NOUN
eurjchem-1423	88	3	(	(	PUNCT
eurjchem-1423	88	4	300	300	NUM
eurjchem-1423	88	5	mhz	mhz	NOUN
eurjchem-1423	88	6	,	,	PUNCT
eurjchem-1423	88	7	cdcl3	cdcl3	PROPN
eurjchem-1423	88	8	,	,	PUNCT
eurjchem-1423	88	9	δ	δ	PROPN
eurjchem-1423	88	10	,	,	PUNCT
eurjchem-1423	88	11	ppm	ppm	NUM
eurjchem-1423	88	12	):	):	PUNCT
eurjchem-1423	88	13	2.30	2.30	NUM
eurjchem-1423	88	14	(	(	PUNCT
eurjchem-1423	88	15	s	s	PROPN
eurjchem-1423	88	16	,	,	PUNCT
eurjchem-1423	88	17	6h	6h	NOUN
eurjchem-1423	88	18	,	,	PUNCT
eurjchem-1423	88	19	2,6‐ch3	2,6‐ch3	NUM
eurjchem-1423	88	20	)	)	PUNCT
eurjchem-1423	88	21	,	,	PUNCT
eurjchem-1423	88	22	2.45	2.45	NUM
eurjchem-1423	88	23	(	(	PUNCT
eurjchem-1423	88	24	s	s	PROPN
eurjchem-1423	88	25	,	,	PUNCT
eurjchem-1423	88	26	3h	3h	NUM
eurjchem-1423	88	27	,	,	PUNCT
eurjchem-1423	88	28	4‐ch3	4‐ch3	NUM
eurjchem-1423	88	29	)	)	PUNCT
eurjchem-1423	88	30	,	,	PUNCT
eurjchem-1423	88	31	3.32	3.32	NUM
eurjchem-1423	88	32	(	(	PUNCT
eurjchem-1423	88	33	s	s	PROPN
eurjchem-1423	88	34	,	,	PUNCT
eurjchem-1423	88	35	2h	2h	NUM
eurjchem-1423	88	36	,	,	PUNCT
eurjchem-1423	88	37	ch2po	ch2po	NOUN
eurjchem-1423	88	38	)	)	PUNCT
eurjchem-1423	88	39	,	,	PUNCT
eurjchem-1423	88	40	3.95	3.95	NUM
eurjchem-1423	88	41	(	(	PUNCT
eurjchem-1423	88	42	s	s	PROPN
eurjchem-1423	88	43	,	,	PUNCT
eurjchem-1423	88	44	3h	3h	NUM
eurjchem-1423	88	45	,	,	PUNCT
eurjchem-1423	88	46	o‐ch3	o‐ch3	PROPN
eurjchem-1423	88	47	)	)	PUNCT
eurjchem-1423	88	48	,	,	PUNCT
eurjchem-1423	88	49	6.85	6.85	NUM
eurjchem-1423	88	50	(	(	PUNCT
eurjchem-1423	88	51	s	s	PROPN
eurjchem-1423	88	52	,	,	PUNCT
eurjchem-1423	88	53	2h	2h	NUM
eurjchem-1423	88	54	,	,	PUNCT
eurjchem-1423	88	55	ha	ha	INTJ
eurjchem-1423	88	56	)	)	PUNCT
eurjchem-1423	88	57	,	,	PUNCT
eurjchem-1423	88	58	7.02	7.02	NUM
eurjchem-1423	88	59	(	(	PUNCT
eurjchem-1423	88	60	m	m	PROPN
eurjchem-1423	88	61	,	,	PUNCT
eurjchem-1423	88	62	10h	10h	NUM
eurjchem-1423	88	63	,	,	PUNCT
eurjchem-1423	88	64	ha	ha	INTJ
eurjchem-1423	88	65	)	)	PUNCT
eurjchem-1423	88	66	.	.	PUNCT
eurjchem-1423	89	1	ms	ms	NOUN
eurjchem-1423	89	2	(	(	PUNCT
eurjchem-1423	89	3	fab	fab	PROPN
eurjchem-1423	89	4	,	,	PUNCT
eurjchem-1423	89	5	m	m	PROPN
eurjchem-1423	89	6	/	/	SYM
eurjchem-1423	89	7	z	z	PROPN
eurjchem-1423	89	8	(	(	PUNCT
eurjchem-1423	89	9	%	%	NOUN
eurjchem-1423	89	10	)	)	PUNCT
eurjchem-1423	89	11	):	):	PUNCT
eurjchem-1423	89	12	490	490	NUM
eurjchem-1423	89	13	(	(	PUNCT
eurjchem-1423	89	14	m++1‐me	m++1‐me	PROPN
eurjchem-1423	89	15	,	,	PUNCT
eurjchem-1423	89	16	100	100	NUM
eurjchem-1423	89	17	)	)	PUNCT
eurjchem-1423	89	18	,	,	PUNCT
eurjchem-1423	89	19	304	304	NUM
eurjchem-1423	89	20	(	(	PUNCT
eurjchem-1423	89	21	78.5	78.5	NUM
eurjchem-1423	89	22	)	)	PUNCT
eurjchem-1423	89	23	,	,	PUNCT
eurjchem-1423	89	24	290	290	NUM
eurjchem-1423	89	25	(	(	PUNCT
eurjchem-1423	89	26	18.5	18.5	NUM
eurjchem-1423	89	27	)	)	PUNCT
eurjchem-1423	89	28	,	,	PUNCT
eurjchem-1423	89	29	215	215	NUM
eurjchem-1423	89	30	(	(	PUNCT
eurjchem-1423	89	31	6.0	6.0	NUM
eurjchem-1423	89	32	)	)	PUNCT
eurjchem-1423	89	33	,	,	PUNCT
eurjchem-1423	89	34	201	201	NUM
eurjchem-1423	89	35	(	(	PUNCT
eurjchem-1423	89	36	22	22	NUM
eurjchem-1423	89	37	)	)	PUNCT
eurjchem-1423	89	38	,	,	PUNCT
eurjchem-1423	89	39	147	147	NUM
eurjchem-1423	89	40	(	(	PUNCT
eurjchem-1423	89	41	18	18	NUM
eurjchem-1423	89	42	)	)	PUNCT
eurjchem-1423	89	43	,	,	PUNCT
eurjchem-1423	89	44	119	119	NUM
eurjchem-1423	89	45	(	(	PUNCT
eurjchem-1423	89	46	63	63	NUM
eurjchem-1423	89	47	)	)	PUNCT
eurjchem-1423	89	48	.	.	PUNCT
eurjchem-1423	90	1	anal	anal	PROPN
eurjchem-1423	90	2	.	.	PUNCT
eurjchem-1423	90	3	calcd	calcd	NOUN
eurjchem-1423	90	4	.	.	PUNCT
eurjchem-1423	91	1	for	for	SCONJ
eurjchem-1423	91	2	c28h26o2n3f2p	c28h26o2n3f2p	ADJ
eurjchem-1423	91	3	:	:	PUNCT
eurjchem-1423	91	4	c	c	NOUN
eurjchem-1423	91	5	,	,	PUNCT
eurjchem-1423	91	6	66.53	66.53	NUM
eurjchem-1423	91	7	;	;	PUNCT
eurjchem-1423	91	8	h	h	NOUN
eurjchem-1423	91	9	,	,	PUNCT
eurjchem-1423	91	10	5.18	5.18	NUM
eurjchem-1423	91	11	;	;	PUNCT
eurjchem-1423	91	12	n	n	CCONJ
eurjchem-1423	91	13	,	,	PUNCT
eurjchem-1423	91	14	8.31	8.31	NUM
eurjchem-1423	91	15	.	.	PUNCT
eurjchem-1423	91	16	found	find	VERB
eurjchem-1423	91	17	:	:	PUNCT
eurjchem-1423	92	1	c	c	X
eurjchem-1423	92	2	,	,	PUNCT
eurjchem-1423	92	3	66.70	66.70	NUM
eurjchem-1423	92	4	;	;	PUNCT
eurjchem-1423	92	5	h	h	NOUN
eurjchem-1423	92	6	,	,	PUNCT
eurjchem-1423	92	7	5.10	5.10	NUM
eurjchem-1423	92	8	;	;	PUNCT
eurjchem-1423	92	9	n	n	CCONJ
eurjchem-1423	92	10	,	,	PUNCT
eurjchem-1423	92	11	8.30	8.30	NUM
eurjchem-1423	92	12	%	%	NOUN
eurjchem-1423	92	13	.	.	PUNCT
eurjchem-1423	93	1	the	the	DET
eurjchem-1423	93	2	composition	composition	NOUN
eurjchem-1423	93	3	isomers	isomer	NOUN
eurjchem-1423	93	4	4c1	4c1	NUM
eurjchem-1423	93	5	and	and	CCONJ
eurjchem-1423	93	6	4c2	4c2	NUM
eurjchem-1423	93	7	were	be	AUX
eurjchem-1423	93	8	assessed	assess	VERB
eurjchem-1423	93	9	on	on	ADP
eurjchem-1423	93	10	analytical	analytical	ADJ
eurjchem-1423	93	11	hplc	hplc	NOUN
eurjchem-1423	93	12	:	:	PUNCT
eurjchem-1423	93	13	chiralcel	chiralcel	VERB
eurjchem-1423	93	14	od‐h	od‐h	PROPN
eurjchem-1423	93	15	column	column	NOUN
eurjchem-1423	93	16	,	,	PUNCT
eurjchem-1423	93	17	hexane:2‐proh	hexane:2‐proh	PROPN
eurjchem-1423	93	18	,	,	PUNCT
eurjchem-1423	93	19	9:1	9:1	NUM
eurjchem-1423	93	20	,	,	PUNCT
eurjchem-1423	93	21	v	v	NOUN
eurjchem-1423	93	22	:	:	PUNCT
eurjchem-1423	93	23	v	v	ADJ
eurjchem-1423	93	24	mobile	mobile	ADJ
eurjchem-1423	93	25	phase	phase	NOUN
eurjchem-1423	93	26	,	,	PUNCT
eurjchem-1423	93	27	flow‐rate	flow‐rate	VERB
eurjchem-1423	93	28	1.0	1.0	NUM
eurjchem-1423	93	29	ml	ml	NOUN
eurjchem-1423	93	30	/	/	SYM
eurjchem-1423	93	31	min	min	NOUN
eurjchem-1423	93	32	,	,	PUNCT
eurjchem-1423	93	33	25	25	NUM
eurjchem-1423	93	34	°	°	NOUN
eurjchem-1423	93	35	c	c	NOUN
eurjchem-1423	93	36	,	,	PUNCT
eurjchem-1423	93	37	λ	λ	X
eurjchem-1423	93	38	=	=	NOUN
eurjchem-1423	93	39	254	254	NUM
eurjchem-1423	93	40	nm	nm	ADJ
eurjchem-1423	93	41	and	and	CCONJ
eurjchem-1423	93	42	polarimetric	polarimetric	ADJ
eurjchem-1423	93	43	detection	detection	NOUN
eurjchem-1423	93	44	,	,	PUNCT
eurjchem-1423	93	45	20	20	NUM
eurjchem-1423	93	46	µl	µl	ADP
eurjchem-1423	93	47	injection	injection	NOUN
eurjchem-1423	93	48	volume	volume	NOUN
eurjchem-1423	93	49	(	(	PUNCT
eurjchem-1423	93	50	first	first	ADJ
eurjchem-1423	93	51	eluted	eluted	ADJ
eurjchem-1423	93	52	peak	peak	NOUN
eurjchem-1423	93	53	:	:	PUNCT
eurjchem-1423	93	54	k	k	X
eurjchem-1423	93	55	=	=	SYM
eurjchem-1423	93	56	3.25	3.25	NUM
eurjchem-1423	93	57	;	;	PUNCT
eurjchem-1423	93	58	second	second	ADJ
eurjchem-1423	93	59	peak	peak	NOUN
eurjchem-1423	93	60	:	:	PUNCT
eurjchem-1423	93	61	k	k	X
eurjchem-1423	93	62	=	=	SYM
eurjchem-1423	93	63	3.65	3.65	NUM
eurjchem-1423	93	64	)	)	PUNCT
eurjchem-1423	93	65	,	,	PUNCT
eurjchem-1423	93	66	α	α	X
eurjchem-1423	93	67	=	=	NOUN
eurjchem-1423	93	68	1.12	1.12	NUM
eurjchem-1423	93	69	,	,	PUNCT
eurjchem-1423	93	70	rs	rs	NOUN
eurjchem-1423	93	71	=	=	NOUN
eurjchem-1423	93	72	1.84	1.84	NUM
eurjchem-1423	93	73	.	.	PUNCT
eurjchem-1423	94	1	2.3	2.3	NUM
eurjchem-1423	94	2	.	.	PUNCT
eurjchem-1423	95	1	single	single	ADJ
eurjchem-1423	95	2	crystal	crystal	NOUN
eurjchem-1423	95	3	structure	structure	NOUN
eurjchem-1423	95	4	determination	determination	NOUN
eurjchem-1423	95	5	in	in	ADP
eurjchem-1423	95	6	order	order	NOUN
eurjchem-1423	95	7	to	to	PART
eurjchem-1423	95	8	establish	establish	VERB
eurjchem-1423	95	9	the	the	DET
eurjchem-1423	95	10	absolute	absolute	ADJ
eurjchem-1423	95	11	configuration	configuration	NOUN
eurjchem-1423	95	12	of	of	ADP
eurjchem-1423	95	13	the	the	DET
eurjchem-1423	95	14	newly	newly	ADV
eurjchem-1423	95	15	created	create	VERB
eurjchem-1423	95	16	isomers	isomer	NOUN
eurjchem-1423	95	17	,	,	PUNCT
eurjchem-1423	95	18	the	the	DET
eurjchem-1423	95	19	structure	structure	NOUN
eurjchem-1423	95	20	of	of	ADP
eurjchem-1423	95	21	the	the	DET
eurjchem-1423	95	22	major	major	ADJ
eurjchem-1423	95	23	product	product	NOUN
eurjchem-1423	95	24	of	of	ADP
eurjchem-1423	95	25	compound	compound	NOUN
eurjchem-1423	95	26	4b	4b	PROPN
eurjchem-1423	95	27	and	and	CCONJ
eurjchem-1423	95	28	4c	4c	NOUN
eurjchem-1423	95	29	were	be	AUX
eurjchem-1423	95	30	elucidated	elucidate	VERB
eurjchem-1423	95	31	by	by	ADP
eurjchem-1423	95	32	x‐ray	x‐ray	PROPN
eurjchem-1423	95	33	single	single	PROPN
eurjchem-1423	95	34	crystal	crystal	PROPN
eurjchem-1423	95	35	diffraction	diffraction	NOUN
eurjchem-1423	95	36	analysis	analysis	NOUN
eurjchem-1423	95	37	(	(	PUNCT
eurjchem-1423	95	38	figure	figure	NOUN
eurjchem-1423	95	39	2‐5	2‐5	PROPN
eurjchem-1423	95	40	)	)	PUNCT
eurjchem-1423	95	41	.	.	PUNCT
eurjchem-1423	96	1	figure	figure	NOUN
eurjchem-1423	96	2	2	2	NUM
eurjchem-1423	96	3	.	.	PUNCT
eurjchem-1423	96	4	molecular	molecular	ADJ
eurjchem-1423	96	5	structure	structure	NOUN
eurjchem-1423	96	6	of	of	ADP
eurjchem-1423	96	7	compound	compound	NOUN
eurjchem-1423	96	8	4b1	4b1	NUM
eurjchem-1423	96	9	.	.	PUNCT
eurjchem-1423	97	1	figure	figure	VERB
eurjchem-1423	97	2	3	3	NUM
eurjchem-1423	97	3	.	.	PUNCT
eurjchem-1423	98	1	molecular	molecular	ADJ
eurjchem-1423	98	2	structure	structure	NOUN
eurjchem-1423	98	3	of	of	ADP
eurjchem-1423	98	4	compound	compound	NOUN
eurjchem-1423	98	5	4b2	4b2	NOUN
eurjchem-1423	98	6	.	.	PUNCT
eurjchem-1423	99	1	the	the	DET
eurjchem-1423	99	2	crystals	crystal	NOUN
eurjchem-1423	99	3	used	use	VERB
eurjchem-1423	99	4	for	for	ADP
eurjchem-1423	99	5	the	the	DET
eurjchem-1423	99	6	x‐ray	x‐ray	PROPN
eurjchem-1423	99	7	single	single	PROPN
eurjchem-1423	99	8	crystal	crystal	PROPN
eurjchem-1423	99	9	diffraction	diffraction	NOUN
eurjchem-1423	99	10	study	study	NOUN
eurjchem-1423	99	11	were	be	AUX
eurjchem-1423	99	12	grown	grow	VERB
eurjchem-1423	99	13	by	by	ADP
eurjchem-1423	99	14	routine	routine	ADJ
eurjchem-1423	99	15	recrystallization	recrystallization	NOUN
eurjchem-1423	99	16	from	from	ADP
eurjchem-1423	99	17	aceto‐	aceto‐	PROPN
eurjchem-1423	99	18	nitrile	nitrile	ADV
eurjchem-1423	99	19	and	and	CCONJ
eurjchem-1423	99	20	ethyl	ethyl	PROPN
eurjchem-1423	99	21	acetate	acetate	NOUN
eurjchem-1423	99	22	for	for	ADP
eurjchem-1423	99	23	compound	compound	NOUN
eurjchem-1423	99	24	4b	4b	PROPN
eurjchem-1423	99	25	and	and	CCONJ
eurjchem-1423	99	26	4c	4c	NOUN
eurjchem-1423	99	27	,	,	PUNCT
eurjchem-1423	99	28	respectively	respectively	ADV
eurjchem-1423	99	29	.	.	PUNCT
eurjchem-1423	100	1	the	the	DET
eurjchem-1423	100	2	crystal	crystal	NOUN
eurjchem-1423	100	3	data	datum	NOUN
eurjchem-1423	100	4	are	be	AUX
eurjchem-1423	100	5	given	give	VERB
eurjchem-1423	100	6	in	in	ADP
eurjchem-1423	100	7	table	table	NOUN
eurjchem-1423	100	8	1	1	NUM
eurjchem-1423	100	9	.	.	PUNCT
eurjchem-1423	101	1	the	the	DET
eurjchem-1423	101	2	unit	unit	NOUN
eurjchem-1423	101	3	cell	cell	NOUN
eurjchem-1423	101	4	dimensions	dimension	NOUN
eurjchem-1423	101	5	were	be	AUX
eurjchem-1423	101	6	determined	determine	VERB
eurjchem-1423	101	7	by	by	ADP
eurjchem-1423	101	8	least‐squares	least‐square	NOUN
eurjchem-1423	101	9	using	use	VERB
eurjchem-1423	101	10	25	25	NUM
eurjchem-1423	101	11	for	for	ADP
eurjchem-1423	101	12	compound	compound	NOUN
eurjchem-1423	101	13	4b	4b	NOUN
eurjchem-1423	101	14	and	and	CCONJ
eurjchem-1423	101	15	15	15	NUM
eurjchem-1423	101	16	for	for	ADP
eurjchem-1423	101	17	compound	compound	NOUN
eurjchem-1423	101	18	4c	4c	NOUN
eurjchem-1423	101	19	centered	center	VERB
eurjchem-1423	101	20	reflections	reflection	NOUN
eurjchem-1423	101	21	using	use	VERB
eurjchem-1423	101	22	graphite	graphite	NOUN
eurjchem-1423	101	23	monochromated	monochromate	VERB
eurjchem-1423	101	24	cu‐kα	cu‐kα	NOUN
eurjchem-1423	101	25	radiation	radiation	NOUN
eurjchem-1423	101	26	.	.	PUNCT
eurjchem-1423	102	1	data	datum	NOUN
eurjchem-1423	102	2	were	be	AUX
eurjchem-1423	102	3	corrected	correct	VERB
eurjchem-1423	102	4	for	for	ADP
eurjchem-1423	102	5	lorentz	lorentz	PROPN
eurjchem-1423	102	6	and	and	CCONJ
eurjchem-1423	102	7	polarization	polarization	NOUN
eurjchem-1423	102	8	effects	effect	NOUN
eurjchem-1423	102	9	.	.	PUNCT
eurjchem-1423	103	1	a	a	DET
eurjchem-1423	103	2	correction	correction	NOUN
eurjchem-1423	103	3	for	for	ADP
eurjchem-1423	103	4	secondary	secondary	ADJ
eurjchem-1423	103	5	extinction	extinction	NOUN
eurjchem-1423	103	6	was	be	AUX
eurjchem-1423	103	7	applied	apply	VERB
eurjchem-1423	103	8	(	(	PUNCT
eurjchem-1423	103	9	coefficient	coefficient	NOUN
eurjchem-1423	103	10	=	=	SYM
eurjchem-1423	103	11	0.53319×10‐5	0.53319×10‐5	NUM
eurjchem-1423	103	12	for	for	ADP
eurjchem-1423	103	13	4b	4b	PROPN
eurjchem-1423	103	14	,	,	PUNCT
eurjchem-1423	103	15	0.878954×10‐5	0.878954×10‐5	NUM
eurjchem-1423	103	16	for	for	ADP
eurjchem-1423	103	17	compound	compound	NOUN
eurjchem-1423	103	18	4c	4c	NOUN
eurjchem-1423	103	19	)	)	PUNCT
eurjchem-1423	103	20	.	.	PUNCT
eurjchem-1423	104	1	the	the	DET
eurjchem-1423	104	2	structures	structure	NOUN
eurjchem-1423	104	3	for	for	ADP
eurjchem-1423	104	4	compound	compound	NOUN
eurjchem-1423	104	5	4b	4b	PROPN
eurjchem-1423	104	6	and	and	CCONJ
eurjchem-1423	104	7	4c	4c	NOUN
eurjchem-1423	104	8	were	be	AUX
eurjchem-1423	104	9	solved	solve	VERB
eurjchem-1423	104	10	by	by	ADP
eurjchem-1423	104	11	direct	direct	ADJ
eurjchem-1423	104	12	methods	method	NOUN
eurjchem-1423	104	13	.	.	PUNCT
eurjchem-1423	105	1	the	the	DET
eurjchem-1423	105	2	non‐	non‐	ADJ
eurjchem-1423	105	3	hydrogen	hydrogen	NOUN
eurjchem-1423	105	4	atoms	atom	NOUN
eurjchem-1423	105	5	(	(	PUNCT
eurjchem-1423	105	6	for	for	ADP
eurjchem-1423	105	7	compound	compound	NOUN
eurjchem-1423	105	8	4b	4b	PROPN
eurjchem-1423	105	9	and	and	CCONJ
eurjchem-1423	105	10	4c	4c	NOUN
eurjchem-1423	105	11	)	)	PUNCT
eurjchem-1423	105	12	were	be	AUX
eurjchem-1423	105	13	refined	refine	VERB
eurjchem-1423	105	14	anisotropically	anisotropically	ADV
eurjchem-1423	105	15	.	.	PUNCT
eurjchem-1423	106	1	all	all	DET
eurjchem-1423	106	2	other	other	ADJ
eurjchem-1423	106	3	hydrogens	hydrogen	NOUN
eurjchem-1423	106	4	were	be	AUX
eurjchem-1423	106	5	located	locate	VERB
eurjchem-1423	106	6	on	on	ADP
eurjchem-1423	106	7	difference	difference	NOUN
eurjchem-1423	106	8	fourier	fourier	NOUN
eurjchem-1423	106	9	maps	map	NOUN
eurjchem-1423	106	10	and	and	CCONJ
eurjchem-1423	106	11	were	be	AUX
eurjchem-1423	106	12	refined	refine	VERB
eurjchem-1423	106	13	isotropically	isotropically	ADV
eurjchem-1423	106	14	.	.	PUNCT
eurjchem-1423	107	1	the	the	DET
eurjchem-1423	107	2	molecule	molecule	NOUN
eurjchem-1423	107	3	of	of	ADP
eurjchem-1423	107	4	compound	compound	NOUN
eurjchem-1423	107	5	4c	4c	NOUN
eurjchem-1423	107	6	crystallizes	crystallize	VERB
eurjchem-1423	107	7	with	with	ADP
eurjchem-1423	107	8	the	the	DET
eurjchem-1423	107	9	solvent	solvent	ADJ
eurjchem-1423	107	10	ethyl	ethyl	PROPN
eurjchem-1423	107	11	acetate	acetate	NOUN
eurjchem-1423	107	12	in	in	ADP
eurjchem-1423	107	13	the	the	DET
eurjchem-1423	107	14	proportion	proportion	NOUN
eurjchem-1423	107	15	2:1	2:1	NUM
eurjchem-1423	107	16	.	.	PUNCT
eurjchem-1423	108	1	the	the	DET
eurjchem-1423	108	2	ethyl	ethyl	PROPN
eurjchem-1423	108	3	acetate	acetate	PROPN
eurjchem-1423	108	4	molecule	molecule	NOUN
eurjchem-1423	108	5	is	be	AUX
eurjchem-1423	108	6	disordered	disorder	VERB
eurjchem-1423	108	7	over	over	ADP
eurjchem-1423	108	8	two	two	NUM
eurjchem-1423	108	9	orientations	orientation	NOUN
eurjchem-1423	108	10	about	about	ADP
eurjchem-1423	108	11	the	the	DET
eurjchem-1423	108	12	two‐fold	two‐fold	NOUN
eurjchem-1423	108	13	axis	axis	NOUN
eurjchem-1423	108	14	.	.	PUNCT
eurjchem-1423	109	1	each	each	DET
eurjchem-1423	109	2	orientation	orientation	NOUN
eurjchem-1423	109	3	corresponds	correspond	VERB
eurjchem-1423	109	4	to	to	ADP
eurjchem-1423	109	5	50	50	NUM
eurjchem-1423	109	6	%	%	NOUN
eurjchem-1423	109	7	occupancy	occupancy	NOUN
eurjchem-1423	109	8	.	.	PUNCT
eurjchem-1423	110	1	no	no	DET
eurjchem-1423	110	2	atoms	atom	NOUN
eurjchem-1423	110	3	are	be	AUX
eurjchem-1423	110	4	on	on	ADP
eurjchem-1423	110	5	the	the	DET
eurjchem-1423	110	6	axis	axis	NOUN
eurjchem-1423	110	7	but	but	CCONJ
eurjchem-1423	110	8	the	the	DET
eurjchem-1423	110	9	methylene	methylene	NOUN
eurjchem-1423	110	10	and	and	CCONJ
eurjchem-1423	110	11	carbonyl	carbonyl	NOUN
eurjchem-1423	110	12	carbons	carbon	NOUN
eurjchem-1423	110	13	are	be	AUX
eurjchem-1423	110	14	close	close	ADJ
eurjchem-1423	110	15	.	.	PUNCT
eurjchem-1423	111	1	the	the	DET
eurjchem-1423	111	2	carbonyl	carbonyl	NOUN
eurjchem-1423	111	3	carbon	carbon	NOUN
eurjchem-1423	111	4	was	be	AUX
eurjchem-1423	111	5	refined	refine	VERB
eurjchem-1423	111	6	isotropically	isotropically	ADV
eurjchem-1423	111	7	because	because	SCONJ
eurjchem-1423	111	8	of	of	ADP
eurjchem-1423	111	9	its	its	PRON
eurjchem-1423	111	10	proximity	proximity	NOUN
eurjchem-1423	111	11	to	to	ADP
eurjchem-1423	111	12	the	the	DET
eurjchem-1423	111	13	two‐fold	two‐fold	NOUN
eurjchem-1423	111	14	axis	axis	NOUN
eurjchem-1423	111	15	.	.	PUNCT
eurjchem-1423	112	1	hydrogen	hydrogen	NOUN
eurjchem-1423	112	2	atoms	atom	NOUN
eurjchem-1423	112	3	in	in	ADP
eurjchem-1423	112	4	the	the	DET
eurjchem-1423	112	5	solvent	solvent	ADJ
eurjchem-1423	112	6	molecule	molecule	NOUN
eurjchem-1423	112	7	were	be	AUX
eurjchem-1423	112	8	not	not	PART
eurjchem-1423	112	9	included	include	VERB
eurjchem-1423	112	10	in	in	ADP
eurjchem-1423	112	11	the	the	DET
eurjchem-1423	112	12	model	model	NOUN
eurjchem-1423	112	13	.	.	PUNCT
eurjchem-1423	113	1	figure	figure	VERB
eurjchem-1423	113	2	4	4	NUM
eurjchem-1423	113	3	.	.	PUNCT
eurjchem-1423	114	1	molecular	molecular	ADJ
eurjchem-1423	114	2	structure	structure	NOUN
eurjchem-1423	114	3	of	of	ADP
eurjchem-1423	114	4	compound	compound	NOUN
eurjchem-1423	114	5	4c1	4c1	NUM
eurjchem-1423	114	6	.	.	PUNCT
eurjchem-1423	115	1	figure	figure	NOUN
eurjchem-1423	115	2	5	5	NUM
eurjchem-1423	115	3	.	.	PUNCT
eurjchem-1423	116	1	molecular	molecular	ADJ
eurjchem-1423	116	2	structure	structure	NOUN
eurjchem-1423	116	3	of	of	ADP
eurjchem-1423	116	4	compound	compound	NOUN
eurjchem-1423	116	5	4c2	4c2	NOUN
eurjchem-1423	116	6	.	.	PUNCT
eurjchem-1423	117	1	table	table	NOUN
eurjchem-1423	117	2	1	1	NUM
eurjchem-1423	117	3	.	.	PUNCT
eurjchem-1423	118	1	crystal	crystal	NOUN
eurjchem-1423	118	2	data	datum	NOUN
eurjchem-1423	118	3	of	of	ADP
eurjchem-1423	118	4	compound	compound	NOUN
eurjchem-1423	118	5	4b	4b	PROPN
eurjchem-1423	118	6	and	and	CCONJ
eurjchem-1423	118	7	4c	4c	NOUN
eurjchem-1423	118	8	.	.	PUNCT
eurjchem-1423	119	1	parameters	parameter	NOUN
eurjchem-1423	119	2	4b	4b	PROPN
eurjchem-1423	119	3	4c	4c	NUM
eurjchem-1423	119	4	chemical	chemical	NOUN
eurjchem-1423	119	5	formula	formula	NOUN
eurjchem-1423	119	6	c27h23on3f2clp	c27h23on3f2clp	PROPN
eurjchem-1423	119	7	c28h26o2n3f2p	c28h26o2n3f2p	ADJ
eurjchem-1423	119	8	crystal	crystal	NOUN
eurjchem-1423	119	9	system	system	NOUN
eurjchem-1423	119	10	orthorhombic	orthorhombic	NOUN
eurjchem-1423	119	11	orthorhombic	orthorhombic	NOUN
eurjchem-1423	119	12	cell	cell	NOUN
eurjchem-1423	119	13	dimension	dimension	NOUN
eurjchem-1423	119	14	,	,	PUNCT
eurjchem-1423	119	15	å	å	PROPN
eurjchem-1423	119	16	a	a	DET
eurjchem-1423	119	17	=	=	SYM
eurjchem-1423	119	18	9.940(2	9.940(2	NUM
eurjchem-1423	119	19	)	)	PUNCT
eurjchem-1423	119	20	a	a	DET
eurjchem-1423	119	21	=	=	PUNCT
eurjchem-1423	119	22	12.773(2	12.773(2	PROPN
eurjchem-1423	119	23	)	)	PUNCT
eurjchem-1423	119	24	b	b	NOUN
eurjchem-1423	119	25	=	=	SYM
eurjchem-1423	119	26	25.077(7	25.077(7	NUM
eurjchem-1423	119	27	)	)	PUNCT
eurjchem-1423	120	1	b	b	X
eurjchem-1423	120	2	=	=	SYM
eurjchem-1423	120	3	6.694(3	6.694(3	NUM
eurjchem-1423	120	4	)	)	PUNCT
eurjchem-1423	120	5	c	c	NOUN
eurjchem-1423	120	6	=	=	SYM
eurjchem-1423	120	7	7.654(2	7.654(2	NUM
eurjchem-1423	120	8	)	)	PUNCT
eurjchem-1423	120	9	c	c	NOUN
eurjchem-1423	120	10	=	=	SYM
eurjchem-1423	120	11	11.890(2	11.890(2	X
eurjchem-1423	120	12	)	)	PUNCT
eurjchem-1423	120	13	cell	cell	NOUN
eurjchem-1423	120	14	volume	volume	NOUN
eurjchem-1423	120	15	,	,	PUNCT
eurjchem-1423	120	16	å3	å3	PROPN
eurjchem-1423	120	17	1907.7(3	1907.7(3	NUM
eurjchem-1423	120	18	)	)	PUNCT
eurjchem-1423	120	19	1006.1(5	1006.1(5	NUM
eurjchem-1423	120	20	)	)	PUNCT
eurjchem-1423	120	21	space	space	NOUN
eurjchem-1423	120	22	group	group	NOUN
eurjchem-1423	120	23	p2	p2	PROPN
eurjchem-1423	120	24	/	/	SYM
eurjchem-1423	120	25	c	c	PROPN
eurjchem-1423	120	26	(	(	PUNCT
eurjchem-1423	120	27	no	no	INTJ
eurjchem-1423	120	28	.	.	NOUN
eurjchem-1423	120	29	13	13	NUM
eurjchem-1423	120	30	)	)	PUNCT
eurjchem-1423	120	31	p21	p21	NOUN
eurjchem-1423	120	32	/	/	SYM
eurjchem-1423	120	33	c	c	PROPN
eurjchem-1423	120	34	(	(	PUNCT
eurjchem-1423	120	35	no	no	INTJ
eurjchem-1423	120	36	.	.	NOUN
eurjchem-1423	120	37	14	14	NUM
eurjchem-1423	120	38	)	)	PUNCT
eurjchem-1423	120	39	z	z	NOUN
eurjchem-1423	120	40	4	4	NUM
eurjchem-1423	120	41	4	4	NUM
eurjchem-1423	120	42	ρ(calc	ρ(calc	NOUN
eurjchem-1423	120	43	.	.	PUNCT
eurjchem-1423	120	44	)	)	PUNCT
eurjchem-1423	120	45	,	,	PUNCT
eurjchem-1423	120	46	g	g	PROPN
eurjchem-1423	120	47	/	/	SYM
eurjchem-1423	120	48	cm‐3	cm‐3	PROPN
eurjchem-1423	120	49	1.13	1.13	NUM
eurjchem-1423	120	50	1.11	1.11	NUM
eurjchem-1423	120	51	µ	µ	NOUN
eurjchem-1423	120	52	,	,	PUNCT
eurjchem-1423	120	53	cm‐1	cm‐1	PROPN
eurjchem-1423	120	54	2.0	2.0	NUM
eurjchem-1423	120	55	1.7	1.7	NUM
eurjchem-1423	120	56	3	3	NUM
eurjchem-1423	120	57	.	.	PUNCT
eurjchem-1423	121	1	results	result	NOUN
eurjchem-1423	121	2	and	and	CCONJ
eurjchem-1423	121	3	discussion	discussion	NOUN
eurjchem-1423	121	4	phosphorus	phosphorus	NOUN
eurjchem-1423	121	5	fluorinated	fluorinate	VERB
eurjchem-1423	121	6	2,4,6‐trimethylphenylazo	2,4,6‐trimethylphenylazo	NUM
eurjchem-1423	121	7	pyridines	pyridine	NOUN
eurjchem-1423	121	8	(	(	PUNCT
eurjchem-1423	121	9	4a‐c	4a‐c	NOUN
eurjchem-1423	121	10	)	)	PUNCT
eurjchem-1423	121	11	were	be	AUX
eurjchem-1423	121	12	synthesized	synthesize	VERB
eurjchem-1423	121	13	according	accord	VERB
eurjchem-1423	121	14	to	to	ADP
eurjchem-1423	121	15	the	the	DET
eurjchem-1423	121	16	procedures	procedure	NOUN
eurjchem-1423	121	17	reported	report	VERB
eurjchem-1423	121	18	in	in	ADP
eurjchem-1423	121	19	scheme	scheme	NOUN
eurjchem-1423	121	20	1	1	NUM
eurjchem-1423	121	21	.	.	PUNCT
eurjchem-1423	122	1	the	the	DET
eurjchem-1423	122	2	general	general	ADJ
eurjchem-1423	122	3	procedure	procedure	NOUN
eurjchem-1423	122	4	involves	involve	VERB
eurjchem-1423	122	5	drop	drop	VERB
eurjchem-1423	122	6	wise	wise	ADJ
eurjchem-1423	122	7	addition	addition	NOUN
eurjchem-1423	122	8	of	of	ADP
eurjchem-1423	122	9	an	an	DET
eurjchem-1423	122	10	equimolar	equimolar	ADJ
eurjchem-1423	122	11	quantity	quantity	NOUN
eurjchem-1423	122	12	of	of	ADP
eurjchem-1423	122	13	a	a	DET
eurjchem-1423	122	14	solution	solution	NOUN
eurjchem-1423	122	15	of	of	ADP
eurjchem-1423	122	16	n‐buli	n‐buli	PUNCT
eurjchem-1423	122	17	in	in	ADP
eurjchem-1423	122	18	hexane	hexane	NOUN
eurjchem-1423	122	19	to	to	ADP
eurjchem-1423	122	20	a	a	DET
eurjchem-1423	122	21	stirred	stir	VERB
eurjchem-1423	122	22	solution	solution	NOUN
eurjchem-1423	122	23	of	of	ADP
eurjchem-1423	122	24	methyldiphenylphosphine	methyldiphenylphosphine	ADJ
eurjchem-1423	122	25	oxide	oxide	NOUN
eurjchem-1423	122	26	in	in	ADP
eurjchem-1423	122	27	dry	dry	ADJ
eurjchem-1423	122	28	thf	thf	NOUN
eurjchem-1423	122	29	at	at	ADP
eurjchem-1423	122	30	0	0	NUM
eurjchem-1423	122	31	°	°	ADP
eurjchem-1423	122	32	c	c	NOUN
eurjchem-1423	122	33	,	,	PUNCT
eurjchem-1423	122	34	then	then	ADV
eurjchem-1423	122	35	cooled	cool	VERB
eurjchem-1423	122	36	to	to	ADP
eurjchem-1423	122	37	around	around	ADV
eurjchem-1423	122	38	‐78	‐78	NOUN
eurjchem-1423	123	1	°	°	ADP
eurjchem-1423	123	2	c	c	NOUN
eurjchem-1423	123	3	.	.	PUNCT
eurjchem-1423	124	1	fresh	fresh	ADJ
eurjchem-1423	124	2	solution	solution	NOUN
eurjchem-1423	124	3	azo‐pyridines	azo‐pyridine	NOUN
eurjchem-1423	124	4	(	(	PUNCT
eurjchem-1423	124	5	2a‐c	2a‐c	NOUN
eurjchem-1423	124	6	)	)	PUNCT
eurjchem-1423	125	1	[	[	X
eurjchem-1423	125	2	11	11	NUM
eurjchem-1423	125	3	]	]	PUNCT
eurjchem-1423	125	4	was	be	AUX
eurjchem-1423	125	5	added	add	VERB
eurjchem-1423	125	6	in	in	ADP
eurjchem-1423	125	7	one	one	NUM
eurjchem-1423	125	8	portion	portion	NOUN
eurjchem-1423	125	9	.	.	PUNCT
eurjchem-1423	126	1	after	after	SCONJ
eurjchem-1423	126	2	the	the	DET
eurjchem-1423	126	3	addition	addition	NOUN
eurjchem-1423	126	4	was	be	AUX
eurjchem-1423	126	5	complete	complete	ADJ
eurjchem-1423	126	6	,	,	PUNCT
eurjchem-1423	126	7	the	the	DET
eurjchem-1423	126	8	red	red	ADJ
eurjchem-1423	126	9	color	color	NOUN
eurjchem-1423	126	10	of	of	ADP
eurjchem-1423	126	11	the	the	DET
eurjchem-1423	126	12	anion	anion	NOUN
eurjchem-1423	126	13	had	have	AUX
eurjchem-1423	126	14	disappeared	disappear	VERB
eurjchem-1423	126	15	.	.	PUNCT
eurjchem-1423	127	1	the	the	DET
eurjchem-1423	127	2	resulting	result	VERB
eurjchem-1423	127	3	pale	pale	ADJ
eurjchem-1423	127	4	yellow	yellow	ADJ
eurjchem-1423	127	5	solution	solution	NOUN
eurjchem-1423	127	6	was	be	AUX
eurjchem-1423	127	7	stirred	stir	VERB
eurjchem-1423	127	8	for	for	ADP
eurjchem-1423	127	9	15	15	NUM
eurjchem-1423	127	10	min	min	NOUN
eurjchem-1423	127	11	at	at	ADP
eurjchem-1423	127	12	‐78	‐78	NOUN
eurjchem-1423	127	13	°	°	ADP
eurjchem-1423	127	14	c	c	NOUN
eurjchem-1423	127	15	,	,	PUNCT
eurjchem-1423	127	16	then	then	ADV
eurjchem-1423	127	17	allowed	allow	VERB
eurjchem-1423	127	18	to	to	PART
eurjchem-1423	127	19	warm	warm	VERB
eurjchem-1423	127	20	to	to	ADP
eurjchem-1423	127	21	ambient	ambient	NOUN
eurjchem-1423	127	22	tempe‐	tempe‐	CCONJ
eurjchem-1423	127	23	rature	rature	NOUN
eurjchem-1423	127	24	over	over	ADP
eurjchem-1423	127	25	2	2	NUM
eurjchem-1423	127	26	h.	h.	NOUN
eurjchem-1423	127	27	work‐up	work‐up	ADP
eurjchem-1423	127	28	of	of	ADP
eurjchem-1423	127	29	the	the	DET
eurjchem-1423	127	30	reaction	reaction	NOUN
eurjchem-1423	127	31	product	product	NOUN
eurjchem-1423	127	32	gave	give	VERB
eurjchem-1423	127	33	the	the	DET
eurjchem-1423	127	34	corresponding	correspond	VERB
eurjchem-1423	127	35	phosphorus	phosphorus	NOUN
eurjchem-1423	127	36	fluorinated	fluorinate	VERB
eurjchem-1423	127	37	compound	compound	NOUN
eurjchem-1423	127	38	4a‐c	4a‐c	NOUN
eurjchem-1423	127	39	in	in	ADP
eurjchem-1423	127	40	high	high	ADJ
eurjchem-1423	127	41	yields	yield	NOUN
eurjchem-1423	127	42	ranging	range	VERB
eurjchem-1423	127	43	from	from	ADP
eurjchem-1423	127	44	76	76	NUM
eurjchem-1423	127	45	to	to	PART
eurjchem-1423	127	46	89	89	NUM
eurjchem-1423	127	47	%	%	NOUN
eurjchem-1423	127	48	after	after	ADP
eurjchem-1423	127	49	purification	purification	NOUN
eurjchem-1423	127	50	by	by	ADP
eurjchem-1423	127	51	column	column	NOUN
eurjchem-1423	127	52	chromatography	chromatography	NOUN
eurjchem-1423	127	53	.	.	PUNCT
eurjchem-1423	128	1	the	the	DET
eurjchem-1423	128	2	obtained	obtain	VERB
eurjchem-1423	128	3	products	product	NOUN
eurjchem-1423	128	4	were	be	AUX
eurjchem-1423	128	5	identified	identify	VERB
eurjchem-1423	128	6	by	by	ADP
eurjchem-1423	128	7	elemental	elemental	ADJ
eurjchem-1423	128	8	analysis	analysis	NOUN
eurjchem-1423	128	9	and	and	CCONJ
eurjchem-1423	128	10	spectral	spectral	ADJ
eurjchem-1423	128	11	data	datum	NOUN
eurjchem-1423	128	12	.	.	PUNCT
eurjchem-1423	129	1	228	228	NUM
eurjchem-1423	129	2	hacini	hacini	NOUN
eurjchem-1423	129	3	and	and	CCONJ
eurjchem-1423	129	4	sekhri	sekhri	NOUN
eurjchem-1423	129	5	/	/	SYM
eurjchem-1423	129	6	european	european	PROPN
eurjchem-1423	129	7	journal	journal	PROPN
eurjchem-1423	129	8	of	of	ADP
eurjchem-1423	129	9	chemistry	chemistry	NOUN
eurjchem-1423	129	10	7	7	NUM
eurjchem-1423	129	11	(	(	PUNCT
eurjchem-1423	129	12	2	2	NUM
eurjchem-1423	129	13	)	)	PUNCT
eurjchem-1423	129	14	(	(	PUNCT
eurjchem-1423	129	15	2016	2016	NUM
eurjchem-1423	129	16	)	)	PUNCT
eurjchem-1423	129	17	225‐229	225‐229	NUM
eurjchem-1423	129	18	table	table	NOUN
eurjchem-1423	129	19	2	2	NUM
eurjchem-1423	129	20	.	.	NUM
eurjchem-1423	129	21	selected	select	VERB
eurjchem-1423	129	22	bond	bond	NOUN
eurjchem-1423	129	23	lengths	length	NOUN
eurjchem-1423	129	24	(	(	PUNCT
eurjchem-1423	129	25	å	å	NOUN
eurjchem-1423	129	26	)	)	PUNCT
eurjchem-1423	129	27	.	.	PUNCT
eurjchem-1423	130	1	compound	compound	VERB
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eurjchem-1423	137	67	)	)	PUNCT
eurjchem-1423	137	68	117.2559(12	117.2559(12	NUM
eurjchem-1423	137	69	)	)	PUNCT
eurjchem-1423	137	70	f(1)‐c(23)‐c(24	f(1)‐c(23)‐c(24	PROPN
eurjchem-1423	137	71	)	)	PUNCT
eurjchem-1423	137	72	120.0000(16	120.0000(16	NUM
eurjchem-1423	137	73	)	)	PUNCT
eurjchem-1423	137	74	cl‐c(25)‐c(26	cl‐c(25)‐c(26	NOUN
eurjchem-1423	137	75	)	)	PUNCT
eurjchem-1423	137	76	122.7441(18	122.7441(18	NUM
eurjchem-1423	137	77	)	)	PUNCT
eurjchem-1423	137	78	f(2)‐c(22)‐n(1	f(2)‐c(22)‐n(1	NOUN
eurjchem-1423	137	79	)	)	PUNCT
eurjchem-1423	137	80	116.5000(11	116.5000(11	NUM
eurjchem-1423	137	81	)	)	PUNCT
eurjchem-1423	137	82	cl‐‐c(25)‐c(24	cl‐‐c(25)‐c(24	PROPN
eurjchem-1423	137	83	)	)	PUNCT
eurjchem-1423	137	84	122.7441(18	122.7441(18	NUM
eurjchem-1423	137	85	)	)	PUNCT
eurjchem-1423	137	86	compound	compound	NOUN
eurjchem-1423	137	87	4c1	4c1	NUM
eurjchem-1423	137	88	c(10)‐p‐c(16	c(10)‐p‐c(16	NOUN
eurjchem-1423	137	89	)	)	PUNCT
eurjchem-1423	137	90	109.4618(10	109.4618(10	NUM
eurjchem-1423	137	91	)	)	PUNCT
eurjchem-1423	137	92	c(8)‐c(2)‐c(3	c(8)‐c(2)‐c(3	NUM
eurjchem-1423	137	93	)	)	PUNCT
eurjchem-1423	137	94	121.4000(12	121.4000(12	NUM
eurjchem-1423	137	95	)	)	PUNCT
eurjchem-1423	137	96	c(10)‐p‐c(22	c(10)‐p‐c(22	NOUN
eurjchem-1423	137	97	)	)	PUNCT
eurjchem-1423	137	98	109.5200(17	109.5200(17	NUM
eurjchem-1423	137	99	)	)	PUNCT
eurjchem-1423	137	100	c(9)‐c(4)‐c(3	c(9)‐c(4)‐c(3	NUM
eurjchem-1423	137	101	)	)	PUNCT
eurjchem-1423	137	102	121.4000(12	121.4000(12	NUM
eurjchem-1423	137	103	)	)	PUNCT
eurjchem-1423	137	104	f(1)‐c(24)‐c(23	f(1)‐c(24)‐c(23	NOUN
eurjchem-1423	137	105	)	)	PUNCT
eurjchem-1423	137	106	120.0000(16	120.0000(16	NUM
eurjchem-1423	137	107	)	)	PUNCT
eurjchem-1423	137	108	c(24)‐c(25)‐c(26	c(24)‐c(25)‐c(26	ADJ
eurjchem-1423	137	109	)	)	PUNCT
eurjchem-1423	137	110	120.0000(11	120.0000(11	NUM
eurjchem-1423	137	111	)	)	PUNCT
eurjchem-1423	137	112	f(1)‐c(24)‐c(25	f(1)‐c(24)‐c(25	NOUN
eurjchem-1423	137	113	)	)	PUNCT
eurjchem-1423	137	114	120.0000(14	120.0000(14	NUM
eurjchem-1423	137	115	)	)	PUNCT
eurjchem-1423	137	116	c(24)‐c(25)‐n(2	c(24)‐c(25)‐n(2	NOUN
eurjchem-1423	137	117	)	)	PUNCT
eurjchem-1423	137	118	117.2559(10	117.2559(10	NUM
eurjchem-1423	137	119	)	)	PUNCT
eurjchem-1423	137	120	f(2)‐c(27)‐n(1	f(2)‐c(27)‐n(1	NOUN
eurjchem-1423	137	121	)	)	PUNCT
eurjchem-1423	137	122	120.0000(14	120.0000(14	NUM
eurjchem-1423	137	123	)	)	PUNCT
eurjchem-1423	137	124	c(26)‐c(27)‐n(1	c(26)‐c(27)‐n(1	NUM
eurjchem-1423	137	125	)	)	PUNCT
eurjchem-1423	137	126	125.4882(17	125.4882(17	NUM
eurjchem-1423	137	127	)	)	PUNCT
eurjchem-1423	137	128	compound	compound	NOUN
eurjchem-1423	137	129	4c2	4c2	NOUN
eurjchem-1423	137	130	c(10)‐p‐c(16	c(10)‐p‐c(16	NOUN
eurjchem-1423	137	131	)	)	PUNCT
eurjchem-1423	137	132	109.5200(10	109.5200(10	NUM
eurjchem-1423	137	133	)	)	PUNCT
eurjchem-1423	137	134	c(8)‐c(2)‐c(3	c(8)‐c(2)‐c(3	NUM
eurjchem-1423	137	135	)	)	PUNCT
eurjchem-1423	137	136	121.4000(12	121.4000(12	NUM
eurjchem-1423	137	137	)	)	PUNCT
eurjchem-1423	137	138	c(10)‐p‐c(27	c(10)‐p‐c(27	NOUN
eurjchem-1423	137	139	)	)	PUNCT
eurjchem-1423	137	140	109.5000(10	109.5000(10	NUM
eurjchem-1423	137	141	)	)	PUNCT
eurjchem-1423	137	142	c(9)‐c(4)‐c(3	c(9)‐c(4)‐c(3	NUM
eurjchem-1423	137	143	)	)	PUNCT
eurjchem-1423	137	144	121.4000(12	121.4000(12	NUM
eurjchem-1423	137	145	)	)	PUNCT
eurjchem-1423	137	146	f(1)‐c(23)‐c(24	f(1)‐c(23)‐c(24	PROPN
eurjchem-1423	137	147	)	)	PUNCT
eurjchem-1423	137	148	120.0000(16	120.0000(16	NUM
eurjchem-1423	137	149	)	)	PUNCT
eurjchem-1423	137	150	c(25)‐c(26)‐c(27	c(25)‐c(26)‐c(27	NOUN
eurjchem-1423	137	151	)	)	PUNCT
eurjchem-1423	137	152	121.4000(12	121.4000(12	NUM
eurjchem-1423	137	153	)	)	PUNCT
eurjchem-1423	137	154	f(1)‐c(23)‐c(22	f(1)‐c(23)‐c(22	PROPN
eurjchem-1423	137	155	)	)	PUNCT
eurjchem-1423	137	156	115.0000(10	115.0000(10	NUM
eurjchem-1423	137	157	)	)	PUNCT
eurjchem-1423	137	158	c(23)‐c(22)‐n(1	c(23)‐c(22)‐n(1	NUM
eurjchem-1423	137	159	)	)	PUNCT
eurjchem-1423	138	1	120.0000(12	120.0000(12	NUM
eurjchem-1423	138	2	)	)	PUNCT
eurjchem-1423	138	3	f(2)‐c(22)‐n(1	f(2)‐c(22)‐n(1	NOUN
eurjchem-1423	138	4	)	)	PUNCT
eurjchem-1423	138	5	116.5000(11	116.5000(11	NUM
eurjchem-1423	138	6	)	)	PUNCT
eurjchem-1423	138	7	c(27)‐c(26)‐n(1	c(27)‐c(26)‐n(1	NUM
eurjchem-1423	138	8	)	)	PUNCT
eurjchem-1423	139	1	125.4882(20	125.4882(20	NUM
eurjchem-1423	139	2	)	)	PUNCT
eurjchem-1423	139	3	the	the	DET
eurjchem-1423	139	4	ir	ir	PROPN
eurjchem-1423	139	5	spectrum	spectrum	NOUN
eurjchem-1423	139	6	of	of	ADP
eurjchem-1423	139	7	the	the	DET
eurjchem-1423	139	8	compounds	compound	NOUN
eurjchem-1423	139	9	showed	show	VERB
eurjchem-1423	139	10	characteristic	characteristic	ADJ
eurjchem-1423	139	11	p	p	X
eurjchem-1423	139	12	=	=	X
eurjchem-1423	139	13	o	o	X
eurjchem-1423	139	14	stretching	stretch	VERB
eurjchem-1423	139	15	at	at	ADP
eurjchem-1423	139	16	frequency	frequency	NOUN
eurjchem-1423	139	17	in	in	ADP
eurjchem-1423	139	18	the	the	DET
eurjchem-1423	139	19	region	region	NOUN
eurjchem-1423	139	20	(	(	PUNCT
eurjchem-1423	139	21	1040‐1180	1040‐1180	NUM
eurjchem-1423	139	22	cm‐1	cm‐1	NOUN
eurjchem-1423	139	23	)	)	PUNCT
eurjchem-1423	139	24	.	.	PUNCT
eurjchem-1423	140	1	the	the	DET
eurjchem-1423	140	2	proton	proton	NOUN
eurjchem-1423	140	3	coupled	couple	VERB
eurjchem-1423	140	4	1h	1h	NUM
eurjchem-1423	140	5	nmr	nmr	NOUN
eurjchem-1423	140	6	of	of	ADP
eurjchem-1423	140	7	compound	compound	NOUN
eurjchem-1423	140	8	4b	4b	PROPN
eurjchem-1423	140	9	and	and	CCONJ
eurjchem-1423	140	10	4c	4c	NOUN
eurjchem-1423	140	11	showed	show	VERB
eurjchem-1423	140	12	a	a	DET
eurjchem-1423	140	13	singly	singly	ADV
eurjchem-1423	140	14	centered	center	VERB
eurjchem-1423	140	15	at	at	ADP
eurjchem-1423	140	16	δ	δ	PROPN
eurjchem-1423	140	17	3.33	3.33	NUM
eurjchem-1423	140	18	and	and	CCONJ
eurjchem-1423	140	19	3.32	3.32	NUM
eurjchem-1423	140	20	ppm	ppm	NOUN
eurjchem-1423	140	21	corresponding	correspond	VERB
eurjchem-1423	140	22	to	to	ADP
eurjchem-1423	140	23	the	the	DET
eurjchem-1423	140	24	ch2	ch2	PROPN
eurjchem-1423	140	25	group	group	NOUN
eurjchem-1423	140	26	.	.	PUNCT
eurjchem-1423	141	1	the	the	DET
eurjchem-1423	141	2	mass	mass	PROPN
eurjchem-1423	141	3	spectrum	spectrum	NOUN
eurjchem-1423	141	4	of	of	ADP
eurjchem-1423	141	5	compound	compound	NOUN
eurjchem-1423	141	6	4a	4a	NOUN
eurjchem-1423	141	7	,	,	PUNCT
eurjchem-1423	141	8	4b	4b	PROPN
eurjchem-1423	141	9	and	and	CCONJ
eurjchem-1423	141	10	4c	4c	NOUN
eurjchem-1423	141	11	showed	show	VERB
eurjchem-1423	141	12	the	the	DET
eurjchem-1423	141	13	base	base	NOUN
eurjchem-1423	141	14	peaks	peak	NOUN
eurjchem-1423	141	15	at	at	ADP
eurjchem-1423	141	16	m	m	PROPN
eurjchem-1423	141	17	/	/	SYM
eurjchem-1423	141	18	z	z	PROPN
eurjchem-1423	141	19	493	493	NUM
eurjchem-1423	141	20	,	,	PUNCT
eurjchem-1423	141	21	474	474	NUM
eurjchem-1423	141	22	and	and	CCONJ
eurjchem-1423	141	23	490	490	NUM
eurjchem-1423	141	24	,	,	PUNCT
eurjchem-1423	141	25	respectively	respectively	ADV
eurjchem-1423	141	26	,	,	PUNCT
eurjchem-1423	141	27	and	and	CCONJ
eurjchem-1423	141	28	clearly	clearly	ADV
eurjchem-1423	141	29	showed	show	VERB
eurjchem-1423	141	30	the	the	DET
eurjchem-1423	141	31	presence	presence	NOUN
eurjchem-1423	141	32	of	of	ADP
eurjchem-1423	141	33	(	(	PUNCT
eurjchem-1423	141	34	ph)2p	ph)2p	ADJ
eurjchem-1423	141	35	=	=	NOUN
eurjchem-1423	141	36	o	o	X
eurjchem-1423	141	37	and	and	CCONJ
eurjchem-1423	141	38	c9h11	c9h11	VERB
eurjchem-1423	141	39	in	in	ADP
eurjchem-1423	141	40	the	the	DET
eurjchem-1423	141	41	chemical	chemical	NOUN
eurjchem-1423	141	42	structure	structure	NOUN
eurjchem-1423	141	43	.	.	PUNCT
eurjchem-1423	142	1	crystallization	crystallization	NOUN
eurjchem-1423	142	2	of	of	ADP
eurjchem-1423	142	3	compound	compound	NOUN
eurjchem-1423	142	4	4a	4a	NOUN
eurjchem-1423	142	5	from	from	ADP
eurjchem-1423	142	6	ethylacetate	ethylacetate	PROPN
eurjchem-1423	142	7	gave	give	VERB
eurjchem-1423	142	8	single	single	ADJ
eurjchem-1423	142	9	crystals	crystal	NOUN
eurjchem-1423	142	10	in	in	ADP
eurjchem-1423	142	11	81	81	NUM
eurjchem-1423	142	12	%	%	NOUN
eurjchem-1423	142	13	yield	yield	NOUN
eurjchem-1423	142	14	.	.	PUNCT
eurjchem-1423	143	1	thus	thus	ADV
eurjchem-1423	143	2	,	,	PUNCT
eurjchem-1423	143	3	attack	attack	NOUN
eurjchem-1423	143	4	by	by	ADP
eurjchem-1423	143	5	nucleophilic	nucleophilic	NOUN
eurjchem-1423	143	6	at	at	ADP
eurjchem-1423	143	7	the	the	DET
eurjchem-1423	143	8	position	position	NOUN
eurjchem-1423	143	9	2	2	NUM
eurjchem-1423	143	10	(	(	PUNCT
eurjchem-1423	143	11	or	or	CCONJ
eurjchem-1423	143	12	6	6	NUM
eurjchem-1423	143	13	)	)	PUNCT
eurjchem-1423	143	14	has	have	VERB
eurjchem-1423	143	15	a	a	DET
eurjchem-1423	143	16	faster	fast	ADJ
eurjchem-1423	143	17	rate	rate	NOUN
eurjchem-1423	143	18	than	than	ADP
eurjchem-1423	143	19	that	that	PRON
eurjchem-1423	143	20	at	at	ADP
eurjchem-1423	143	21	the	the	DET
eurjchem-1423	143	22	3‐	3‐	NUM
eurjchem-1423	143	23	(	(	PUNCT
eurjchem-1423	143	24	or	or	CCONJ
eurjchem-1423	143	25	5‐	5‐	NUM
eurjchem-1423	143	26	)	)	PUNCT
eurjchem-1423	143	27	position	position	NOUN
eurjchem-1423	143	28	.	.	PUNCT
eurjchem-1423	144	1	the	the	DET
eurjchem-1423	144	2	preferential	preferential	ADJ
eurjchem-1423	144	3	substitution	substitution	NOUN
eurjchem-1423	144	4	at	at	ADP
eurjchem-1423	144	5	the	the	DET
eurjchem-1423	144	6	2‐	2‐	NUM
eurjchem-1423	144	7	or	or	CCONJ
eurjchem-1423	144	8	6‐position	6‐position	NOUN
eurjchem-1423	144	9	because	because	SCONJ
eurjchem-1423	144	10	the	the	DET
eurjchem-1423	144	11	result	result	NOUN
eurjchem-1423	144	12	was	be	AUX
eurjchem-1423	144	13	by	by	AUX
eurjchem-1423	144	14	attained	attain	VERB
eurjchem-1423	144	15	the	the	DET
eurjchem-1423	144	16	essence	essence	NOUN
eurjchem-1423	144	17	compound	compound	NOUN
eurjchem-1423	144	18	.	.	PUNCT
eurjchem-1423	145	1	the	the	DET
eurjchem-1423	145	2	substitution	substitution	NOUN
eurjchem-1423	145	3	in	in	ADP
eurjchem-1423	145	4	these	these	DET
eurjchem-1423	145	5	positions	position	NOUN
eurjchem-1423	145	6	was	be	AUX
eurjchem-1423	145	7	preferred	prefer	VERB
eurjchem-1423	145	8	comparison	comparison	NOUN
eurjchem-1423	145	9	with	with	ADP
eurjchem-1423	145	10	the	the	DET
eurjchem-1423	145	11	3‐	3‐	NUM
eurjchem-1423	145	12	or	or	CCONJ
eurjchem-1423	145	13	5‐position	5‐position	NOUN
eurjchem-1423	145	14	because	because	SCONJ
eurjchem-1423	145	15	they	they	PRON
eurjchem-1423	145	16	offered	offer	VERB
eurjchem-1423	145	17	a	a	DET
eurjchem-1423	145	18	stable	stable	ADJ
eurjchem-1423	145	19	position	position	NOUN
eurjchem-1423	145	20	(	(	PUNCT
eurjchem-1423	145	21	scheme	scheme	NOUN
eurjchem-1423	145	22	1	1	NUM
eurjchem-1423	145	23	)	)	PUNCT
eurjchem-1423	145	24	.	.	PUNCT
eurjchem-1423	146	1	we	we	PRON
eurjchem-1423	146	2	have	have	AUX
eurjchem-1423	146	3	succeeded	succeed	VERB
eurjchem-1423	146	4	in	in	ADP
eurjchem-1423	146	5	achieving	achieve	VERB
eurjchem-1423	146	6	the	the	DET
eurjchem-1423	146	7	nucleophilic	nucleophilic	ADJ
eurjchem-1423	146	8	aromatic	aromatic	ADJ
eurjchem-1423	146	9	substitution	substitution	NOUN
eurjchem-1423	146	10	of	of	ADP
eurjchem-1423	146	11	the	the	DET
eurjchem-1423	146	12	fluoro	fluoro	NOUN
eurjchem-1423	146	13	group	group	NOUN
eurjchem-1423	146	14	in	in	ADP
eurjchem-1423	146	15	compound	compound	NOUN
eurjchem-1423	146	16	2b	2b	NOUN
eurjchem-1423	146	17	with	with	ADP
eurjchem-1423	146	18	(	(	PUNCT
eurjchem-1423	146	19	ph)2‐	ph)2‐	NOUN
eurjchem-1423	146	20	poch2‐	poch2‐	NOUN
eurjchem-1423	146	21	anion	anion	NOUN
eurjchem-1423	146	22	at	at	ADP
eurjchem-1423	146	23	2‐	2‐	NUM
eurjchem-1423	146	24	and	and	CCONJ
eurjchem-1423	146	25	6‐position	6‐position	NOUN
eurjchem-1423	146	26	,	,	PUNCT
eurjchem-1423	146	27	thus	thus	ADV
eurjchem-1423	146	28	obtaining	obtain	VERB
eurjchem-1423	146	29	compound	compound	ADJ
eurjchem-1423	146	30	4b	4b	NOUN
eurjchem-1423	146	31	isomers	isomer	NOUN
eurjchem-1423	146	32	.	.	PUNCT
eurjchem-1423	147	1	the	the	DET
eurjchem-1423	147	2	substitution	substitution	NOUN
eurjchem-1423	147	3	at	at	ADP
eurjchem-1423	147	4	the	the	DET
eurjchem-1423	147	5	2‐	2‐	NUM
eurjchem-1423	147	6	or	or	CCONJ
eurjchem-1423	147	7	6‐positionin	6‐positionin	ADJ
eurjchem-1423	147	8	exchange	exchange	NOUN
eurjchem-1423	147	9	for	for	ADP
eurjchem-1423	147	10	the	the	DET
eurjchem-1423	147	11	5‐position	5‐position	NOUN
eurjchem-1423	147	12	because	because	SCONJ
eurjchem-1423	147	13	they	they	PRON
eurjchem-1423	147	14	are	be	AUX
eurjchem-1423	147	15	crowd	crowd	NOUN
eurjchem-1423	147	16	in	in	ADP
eurjchem-1423	147	17	this	this	DET
eurjchem-1423	147	18	position	position	NOUN
eurjchem-1423	147	19	.	.	PUNCT
eurjchem-1423	148	1	compound	compound	NOUN
eurjchem-1423	148	2	4b	4b	PROPN
eurjchem-1423	148	3	and	and	CCONJ
eurjchem-1423	148	4	4c	4c	NOUN
eurjchem-1423	148	5	were	be	AUX
eurjchem-1423	148	6	resolved	resolve	VERB
eurjchem-1423	148	7	into	into	ADP
eurjchem-1423	148	8	the	the	DET
eurjchem-1423	148	9	corres‐	corres‐	NOUN
eurjchem-1423	148	10	ponding	ponde	VERB
eurjchem-1423	148	11	isomers	isomer	NOUN
eurjchem-1423	148	12	(	(	PUNCT
eurjchem-1423	148	13	scheme	scheme	NOUN
eurjchem-1423	148	14	1	1	NUM
eurjchem-1423	148	15	)	)	PUNCT
eurjchem-1423	148	16	by	by	ADP
eurjchem-1423	148	17	chiral	chiral	ADJ
eurjchem-1423	148	18	chromatography	chromatography	NOUN
eurjchem-1423	148	19	using	use	VERB
eurjchem-1423	148	20	a	a	DET
eurjchem-1423	148	21	chiralcel	chiralcel	NOUN
eurjchem-1423	148	22	od	od	PROPN
eurjchem-1423	148	23	column	column	NOUN
eurjchem-1423	148	24	in	in	ADP
eurjchem-1423	148	25	a	a	DET
eurjchem-1423	148	26	high	high	ADJ
eurjchem-1423	148	27	degree	degree	NOUN
eurjchem-1423	148	28	of	of	ADP
eurjchem-1423	148	29	optical	optical	ADJ
eurjchem-1423	148	30	purity	purity	NOUN
eurjchem-1423	148	31	.	.	PUNCT
eurjchem-1423	149	1	these	these	DET
eurjchem-1423	149	2	separations	separation	NOUN
eurjchem-1423	149	3	were	be	AUX
eurjchem-1423	149	4	amenable	amenable	ADJ
eurjchem-1423	149	5	to	to	PART
eurjchem-1423	149	6	semi‐preparative	semi‐preparative	VERB
eurjchem-1423	149	7	scale	scale	NOUN
eurjchem-1423	149	8	.	.	PUNCT
eurjchem-1423	150	1	special	special	ADJ
eurjchem-1423	150	2	care	care	NOUN
eurjchem-1423	150	3	was	be	AUX
eurjchem-1423	150	4	taken	take	VERB
eurjchem-1423	150	5	during	during	ADP
eurjchem-1423	150	6	all	all	DET
eurjchem-1423	150	7	the	the	DET
eurjchem-1423	150	8	semi	semi	ADJ
eurjchem-1423	150	9	preparative	preparative	ADJ
eurjchem-1423	150	10	experiments	experiment	NOUN
eurjchem-1423	150	11	and	and	CCONJ
eurjchem-1423	150	12	the	the	DET
eurjchem-1423	150	13	isolated	isolated	ADJ
eurjchem-1423	150	14	isomers	isomer	NOUN
eurjchem-1423	150	15	were	be	AUX
eurjchem-1423	150	16	kept	keep	VERB
eurjchem-1423	150	17	covered	cover	VERB
eurjchem-1423	150	18	by	by	ADP
eurjchem-1423	150	19	the	the	DET
eurjchem-1423	150	20	solvent	solvent	NOUN
eurjchem-1423	150	21	of	of	ADP
eurjchem-1423	150	22	elution	elution	NOUN
eurjchem-1423	150	23	during	during	ADP
eurjchem-1423	150	24	the	the	DET
eurjchem-1423	150	25	concentration	concentration	NOUN
eurjchem-1423	150	26	step	step	NOUN
eurjchem-1423	150	27	to	to	PART
eurjchem-1423	150	28	minimize	minimize	VERB
eurjchem-1423	150	29	the	the	DET
eurjchem-1423	150	30	explosive	explosive	ADJ
eurjchem-1423	150	31	hazard	hazard	NOUN
eurjchem-1423	150	32	.	.	PUNCT
eurjchem-1423	151	1	however	however	ADV
eurjchem-1423	151	2	,	,	PUNCT
eurjchem-1423	151	3	as	as	SCONJ
eurjchem-1423	151	4	the	the	DET
eurjchem-1423	151	5	alcohol	alcohol	NOUN
eurjchem-1423	151	6	,	,	PUNCT
eurjchem-1423	151	7	propan‐2‐ol	propan‐2‐ol	VERB
eurjchem-1423	151	8	,	,	PUNCT
eurjchem-1423	151	9	decreased	decrease	VERB
eurjchem-1423	151	10	,	,	PUNCT
eurjchem-1423	151	11	there	there	PRON
eurjchem-1423	151	12	solutions	solution	NOUN
eurjchem-1423	151	13	(	(	PUNCT
eurjchem-1423	151	14	rs	rs	NOUN
eurjchem-1423	151	15	)	)	PUNCT
eurjchem-1423	151	16	was	be	AUX
eurjchem-1423	151	17	all	all	PRON
eurjchem-1423	151	18	steadily	steadily	ADV
eurjchem-1423	151	19	increased	increase	VERB
eurjchem-1423	151	20	,	,	PUNCT
eurjchem-1423	151	21	suggesting	suggest	VERB
eurjchem-1423	151	22	that	that	SCONJ
eurjchem-1423	151	23	the	the	DET
eurjchem-1423	151	24	polar	polar	ADJ
eurjchem-1423	151	25	interaction	interaction	NOUN
eurjchem-1423	151	26	(	(	PUNCT
eurjchem-1423	151	27	mainly	mainly	ADV
eurjchem-1423	151	28	hydrogen‐	hydrogen‐	ADP
eurjchem-1423	151	29	bonding	bonding	NOUN
eurjchem-1423	151	30	interaction	interaction	NOUN
eurjchem-1423	151	31	)	)	PUNCT
eurjchem-1423	151	32	between	between	ADP
eurjchem-1423	151	33	solute	solute	NOUN
eurjchem-1423	151	34	and	and	CCONJ
eurjchem-1423	151	35	stationary	stationary	ADJ
eurjchem-1423	151	36	phase	phase	NOUN
eurjchem-1423	151	37	was	be	AUX
eurjchem-1423	151	38	not	not	PART
eurjchem-1423	151	39	only	only	ADV
eurjchem-1423	151	40	the	the	DET
eurjchem-1423	151	41	primary	primary	ADJ
eurjchem-1423	151	42	factor	factor	NOUN
eurjchem-1423	151	43	for	for	ADP
eurjchem-1423	151	44	solute	solute	ADJ
eurjchem-1423	151	45	retention	retention	NOUN
eurjchem-1423	151	46	but	but	CCONJ
eurjchem-1423	151	47	also	also	ADV
eurjchem-1423	151	48	playing	play	VERB
eurjchem-1423	151	49	some	some	DET
eurjchem-1423	151	50	roles	role	NOUN
eurjchem-1423	151	51	in	in	ADP
eurjchem-1423	151	52	isomeric	isomeric	ADJ
eurjchem-1423	151	53	recognition	recognition	NOUN
eurjchem-1423	151	54	.	.	PUNCT
eurjchem-1423	152	1	the	the	DET
eurjchem-1423	152	2	phosphorus	phosphorus	NOUN
eurjchem-1423	152	3	and	and	CCONJ
eurjchem-1423	152	4	fluorinated	fluorinate	VERB
eurjchem-1423	152	5	azo	azo	NOUN
eurjchem-1423	152	6	compounds	compound	NOUN
eurjchem-1423	152	7	4b1	4b1	NUM
eurjchem-1423	152	8	(	(	PUNCT
eurjchem-1423	152	9	m.p	m.p	PROPN
eurjchem-1423	152	10	.	.	PROPN
eurjchem-1423	152	11	:	:	PUNCT
eurjchem-1423	152	12	194‐196	194‐196	NUM
eurjchem-1423	152	13	°	°	SYM
eurjchem-1423	152	14	c	c	NOUN
eurjchem-1423	152	15	)	)	PUNCT
eurjchem-1423	152	16	was	be	AUX
eurjchem-1423	152	17	identified	identify	VERB
eurjchem-1423	152	18	by	by	ADP
eurjchem-1423	152	19	elemental	elemental	ADJ
eurjchem-1423	152	20	analysis	analysis	NOUN
eurjchem-1423	152	21	and	and	CCONJ
eurjchem-1423	152	22	spectroscopic	spectroscopic	ADJ
eurjchem-1423	152	23	methods	method	NOUN
eurjchem-1423	152	24	.	.	PUNCT
eurjchem-1423	153	1	the	the	DET
eurjchem-1423	153	2	1h	1h	NUM
eurjchem-1423	153	3	nmr	nmr	NOUN
eurjchem-1423	153	4	spectrum	spectrum	NOUN
eurjchem-1423	153	5	showed	show	VERB
eurjchem-1423	153	6	four	four	NUM
eurjchem-1423	153	7	absorptions	absorption	NOUN
eurjchem-1423	153	8	.	.	PUNCT
eurjchem-1423	154	1	the	the	DET
eurjchem-1423	154	2	19f	19f	PROPN
eurjchem-1423	154	3	nmr	nmr	NOUN
eurjchem-1423	154	4	spectrum	spectrum	NOUN
eurjchem-1423	154	5	showed	show	VERB
eurjchem-1423	154	6	two	two	NUM
eurjchem-1423	154	7	doublet	doublet	ADJ
eurjchem-1423	154	8	absorption	absorption	NOUN
eurjchem-1423	154	9	bands	band	NOUN
eurjchem-1423	154	10	of	of	ADP
eurjchem-1423	154	11	equal	equal	ADJ
eurjchem-1423	154	12	intensity	intensity	NOUN
eurjchem-1423	154	13	at	at	ADP
eurjchem-1423	154	14	δ	δ	PROPN
eurjchem-1423	154	15	‐14.5(f2	‐14.5(f2	ADJ
eurjchem-1423	154	16	)	)	PUNCT
eurjchem-1423	154	17	and	and	CCONJ
eurjchem-1423	154	18	‐84.3	‐84.3	NUM
eurjchem-1423	154	19	(	(	PUNCT
eurjchem-1423	154	20	f5	f5	PROPN
eurjchem-1423	154	21	)	)	PUNCT
eurjchem-1423	154	22	ppm	ppm	NOUN
eurjchem-1423	154	23	which	which	PRON
eurjchem-1423	154	24	suggests	suggest	VERB
eurjchem-1423	154	25	that	that	SCONJ
eurjchem-1423	154	26	the	the	DET
eurjchem-1423	154	27	(	(	PUNCT
eurjchem-1423	154	28	ph)2‐poch2‐	ph)2‐poch2‐	NUM
eurjchem-1423	154	29	group	group	NOUN
eurjchem-1423	154	30	lies	lie	VERB
eurjchem-1423	154	31	in	in	ADP
eurjchem-1423	154	32	position	position	NOUN
eurjchem-1423	154	33	6	6	NUM
eurjchem-1423	154	34	not	not	PART
eurjchem-1423	154	35	2	2	NUM
eurjchem-1423	154	36	,	,	PUNCT
eurjchem-1423	154	37	the	the	DET
eurjchem-1423	154	38	x‐ray	x‐ray	PROPN
eurjchem-1423	154	39	single	single	PROPN
eurjchem-1423	154	40	crystal	crystal	PROPN
eurjchem-1423	154	41	diffraction	diffraction	NOUN
eurjchem-1423	154	42	analysis	analysis	NOUN
eurjchem-1423	154	43	showed	show	VERB
eurjchem-1423	154	44	that	that	SCONJ
eurjchem-1423	154	45	the	the	DET
eurjchem-1423	154	46	conformation	conformation	NOUN
eurjchem-1423	154	47	of	of	ADP
eurjchem-1423	154	48	this	this	DET
eurjchem-1423	154	49	bond	bond	NOUN
eurjchem-1423	154	50	(	(	PUNCT
eurjchem-1423	154	51	figure	figure	NOUN
eurjchem-1423	154	52	2	2	NUM
eurjchem-1423	154	53	)	)	PUNCT
eurjchem-1423	154	54	.	.	PUNCT
eurjchem-1423	155	1	the	the	DET
eurjchem-1423	155	2	bond	bond	NOUN
eurjchem-1423	155	3	distances	distance	NOUN
eurjchem-1423	155	4	and	and	CCONJ
eurjchem-1423	155	5	bond	bond	NOUN
eurjchem-1423	155	6	angles	angle	NOUN
eurjchem-1423	155	7	are	be	AUX
eurjchem-1423	155	8	given	give	VERB
eurjchem-1423	155	9	in	in	ADP
eurjchem-1423	155	10	table	table	NOUN
eurjchem-1423	155	11	2	2	NUM
eurjchem-1423	155	12	and	and	CCONJ
eurjchem-1423	155	13	3	3	NUM
eurjchem-1423	155	14	.	.	PUNCT
eurjchem-1423	156	1	the	the	DET
eurjchem-1423	156	2	mass	mass	PROPN
eurjchem-1423	156	3	spectrum	spectrum	NOUN
eurjchem-1423	156	4	of	of	ADP
eurjchem-1423	156	5	compound	compound	NOUN
eurjchem-1423	156	6	4b1	4b1	NUM
eurjchem-1423	156	7	showed	show	VERB
eurjchem-1423	156	8	a	a	DET
eurjchem-1423	156	9	molecular	molecular	ADJ
eurjchem-1423	156	10	ion	ion	NOUN
eurjchem-1423	156	11	at	at	ADP
eurjchem-1423	156	12	m	m	PROPN
eurjchem-1423	156	13	/	/	SYM
eurjchem-1423	156	14	z	z	PROPN
eurjchem-1423	156	15	119	119	NUM
eurjchem-1423	156	16	and	and	CCONJ
eurjchem-1423	156	17	201	201	NUM
eurjchem-1423	156	18	clearly	clearly	ADV
eurjchem-1423	156	19	showed	show	VERB
eurjchem-1423	156	20	the	the	DET
eurjchem-1423	156	21	presence	presence	NOUN
eurjchem-1423	156	22	of	of	ADP
eurjchem-1423	156	23	c9h11	c9h11	PROPN
eurjchem-1423	156	24	and	and	CCONJ
eurjchem-1423	156	25	(	(	PUNCT
eurjchem-1423	156	26	ph)2‐p	ph)2‐p	X
eurjchem-1423	156	27	=	=	X
eurjchem-1423	156	28	o	o	X
eurjchem-1423	156	29	in	in	ADP
eurjchem-1423	156	30	the	the	DET
eurjchem-1423	156	31	chemical	chemical	NOUN
eurjchem-1423	156	32	structure	structure	NOUN
eurjchem-1423	156	33	and	and	CCONJ
eurjchem-1423	156	34	a	a	DET
eurjchem-1423	156	35	base	base	NOUN
eurjchem-1423	156	36	peak	peak	NOUN
eurjchem-1423	156	37	at	at	ADP
eurjchem-1423	156	38	m	m	PROPN
eurjchem-1423	156	39	/	/	SYM
eurjchem-1423	156	40	z	z	PROPN
eurjchem-1423	156	41	474	474	NUM
eurjchem-1423	156	42	.	.	PUNCT
eurjchem-1423	157	1	the	the	DET
eurjchem-1423	157	2	other	other	ADJ
eurjchem-1423	157	3	novel	novel	ADJ
eurjchem-1423	157	4	isomer	isomer	NOUN
eurjchem-1423	157	5	compound	compound	NOUN
eurjchem-1423	157	6	4b2	4b2	NUM
eurjchem-1423	157	7	(	(	PUNCT
eurjchem-1423	157	8	m.p	m.p	PROPN
eurjchem-1423	157	9	.	.	PROPN
eurjchem-1423	157	10	:	:	PUNCT
eurjchem-1423	158	1	190‐192	190‐192	NUM
eurjchem-1423	158	2	°	°	ADP
eurjchem-1423	158	3	c	c	NOUN
eurjchem-1423	158	4	)	)	PUNCT
eurjchem-1423	158	5	was	be	AUX
eurjchem-1423	158	6	also	also	ADV
eurjchem-1423	158	7	identified	identify	VERB
eurjchem-1423	158	8	by	by	ADP
eurjchem-1423	158	9	elemental	elemental	ADJ
eurjchem-1423	158	10	analysis	analysis	NOUN
eurjchem-1423	158	11	and	and	CCONJ
eurjchem-1423	158	12	spectros‐	spectros‐	VERB
eurjchem-1423	158	13	copically	copically	ADV
eurjchem-1423	158	14	.	.	PUNCT
eurjchem-1423	159	1	the	the	DET
eurjchem-1423	159	2	ir	ir	PROPN
eurjchem-1423	159	3	,	,	PUNCT
eurjchem-1423	159	4	1h	1h	NUM
eurjchem-1423	159	5	nmr	nmr	NOUN
eurjchem-1423	159	6	and	and	CCONJ
eurjchem-1423	159	7	the	the	DET
eurjchem-1423	159	8	mass	mass	NOUN
eurjchem-1423	159	9	spectrum	spectrum	NOUN
eurjchem-1423	159	10	were	be	AUX
eurjchem-1423	159	11	very	very	ADV
eurjchem-1423	159	12	hacini	hacini	NOUN
eurjchem-1423	159	13	and	and	CCONJ
eurjchem-1423	159	14	sekhri	sekhri	NOUN
eurjchem-1423	159	15	/	/	SYM
eurjchem-1423	159	16	european	european	PROPN
eurjchem-1423	159	17	journal	journal	PROPN
eurjchem-1423	159	18	of	of	ADP
eurjchem-1423	159	19	chemistry	chemistry	NOUN
eurjchem-1423	159	20	7	7	NUM
eurjchem-1423	159	21	(	(	PUNCT
eurjchem-1423	159	22	2	2	NUM
eurjchem-1423	159	23	)	)	PUNCT
eurjchem-1423	159	24	(	(	PUNCT
eurjchem-1423	159	25	2016	2016	NUM
eurjchem-1423	159	26	)	)	PUNCT
eurjchem-1423	159	27	225‐229	225‐229	NOUN
eurjchem-1423	159	28	229	229	NUM
eurjchem-1423	159	29	similar	similar	ADJ
eurjchem-1423	159	30	to	to	ADP
eurjchem-1423	159	31	that	that	PRON
eurjchem-1423	159	32	of	of	ADP
eurjchem-1423	159	33	compound	compound	NOUN
eurjchem-1423	159	34	4b1	4b1	NUM
eurjchem-1423	159	35	.	.	PUNCT
eurjchem-1423	160	1	it	it	PRON
eurjchem-1423	160	2	’s	’	VERB
eurjchem-1423	160	3	19f	19f	PROPN
eurjchem-1423	160	4	nmr	nmr	NOUN
eurjchem-1423	160	5	spectrum	spectrum	NOUN
eurjchem-1423	160	6	showed	show	VERB
eurjchem-1423	160	7	two	two	NUM
eurjchem-1423	160	8	doublets	doublet	NOUN
eurjchem-1423	160	9	absorptions	absorption	NOUN
eurjchem-1423	160	10	of	of	ADP
eurjchem-1423	160	11	equal	equal	ADJ
eurjchem-1423	160	12	intensity	intensity	NOUN
eurjchem-1423	160	13	at	at	ADP
eurjchem-1423	160	14	δ	δ	PROPN
eurjchem-1423	160	15	‐9.4	‐9.4	NOUN
eurjchem-1423	160	16	and	and	CCONJ
eurjchem-1423	160	17	‐79.0	‐79.0	NUM
eurjchem-1423	160	18	ppm	ppm	NOUN
eurjchem-1423	160	19	,	,	PUNCT
eurjchem-1423	160	20	which	which	PRON
eurjchem-1423	160	21	suggests	suggest	VERB
eurjchem-1423	160	22	that	that	SCONJ
eurjchem-1423	160	23	the	the	PRON
eurjchem-1423	160	24	(	(	PUNCT
eurjchem-1423	160	25	ph)2‐poch2	ph)2‐poch2	NOUN
eurjchem-1423	160	26	group	group	NOUN
eurjchem-1423	160	27	lies	lie	VERB
eurjchem-1423	160	28	in	in	ADP
eurjchem-1423	160	29	position	position	NOUN
eurjchem-1423	160	30	2	2	NUM
eurjchem-1423	160	31	not	not	PART
eurjchem-1423	160	32	6	6	NUM
eurjchem-1423	160	33	,	,	PUNCT
eurjchem-1423	160	34	the	the	DET
eurjchem-1423	160	35	new	new	ADJ
eurjchem-1423	160	36	structure	structure	NOUN
eurjchem-1423	160	37	of	of	ADP
eurjchem-1423	160	38	compound	compound	NOUN
eurjchem-1423	160	39	4b2	4b2	NUM
eurjchem-1423	160	40	present	present	NOUN
eurjchem-1423	160	41	in	in	ADP
eurjchem-1423	160	42	figure	figure	NOUN
eurjchem-1423	160	43	3	3	NUM
eurjchem-1423	160	44	was	be	AUX
eurjchem-1423	160	45	elucidated	elucidate	VERB
eurjchem-1423	160	46	by	by	ADP
eurjchem-1423	160	47	single	single	ADJ
eurjchem-1423	160	48	crystal	crystal	NOUN
eurjchem-1423	160	49	x‐ray	x‐ray	PROPN
eurjchem-1423	160	50	diffraction	diffraction	NOUN
eurjchem-1423	160	51	analysis	analysis	NOUN
eurjchem-1423	160	52	.	.	PUNCT
eurjchem-1423	161	1	the	the	DET
eurjchem-1423	161	2	bond	bond	NOUN
eurjchem-1423	161	3	distances	distance	NOUN
eurjchem-1423	161	4	and	and	CCONJ
eurjchem-1423	161	5	bond	bond	NOUN
eurjchem-1423	161	6	angles	angle	NOUN
eurjchem-1423	161	7	are	be	AUX
eurjchem-1423	161	8	listed	list	VERB
eurjchem-1423	161	9	in	in	ADP
eurjchem-1423	161	10	table	table	NOUN
eurjchem-1423	161	11	2	2	NUM
eurjchem-1423	161	12	and	and	CCONJ
eurjchem-1423	161	13	3	3	NUM
eurjchem-1423	161	14	.	.	PUNCT
eurjchem-1423	162	1	isomers	isomer	NOUN
eurjchem-1423	162	2	4c	4c	NOUN
eurjchem-1423	162	3	was	be	AUX
eurjchem-1423	162	4	separated	separate	VERB
eurjchem-1423	162	5	by	by	ADP
eurjchem-1423	162	6	on	on	ADP
eurjchem-1423	162	7	analytical	analytical	ADJ
eurjchem-1423	162	8	hplc	hplc	NOUN
eurjchem-1423	162	9	to	to	PART
eurjchem-1423	162	10	give	give	VERB
eurjchem-1423	162	11	compound	compound	NOUN
eurjchem-1423	162	12	4c1	4c1	NUM
eurjchem-1423	162	13	and	and	CCONJ
eurjchem-1423	162	14	4c2	4c2	NUM
eurjchem-1423	162	15	(	(	PUNCT
eurjchem-1423	162	16	scheme	scheme	NOUN
eurjchem-1423	162	17	1	1	NUM
eurjchem-1423	162	18	)	)	PUNCT
eurjchem-1423	162	19	.	.	PUNCT
eurjchem-1423	163	1	the	the	DET
eurjchem-1423	163	2	structure	structure	NOUN
eurjchem-1423	163	3	of	of	ADP
eurjchem-1423	163	4	compound	compound	NOUN
eurjchem-1423	163	5	4c1	4c1	NUM
eurjchem-1423	163	6	and	and	CCONJ
eurjchem-1423	163	7	4c2	4c2	NOUN
eurjchem-1423	163	8	presented	present	VERB
eurjchem-1423	163	9	in	in	ADP
eurjchem-1423	163	10	figure	figure	NOUN
eurjchem-1423	163	11	4	4	NUM
eurjchem-1423	163	12	and	and	CCONJ
eurjchem-1423	163	13	5	5	NUM
eurjchem-1423	163	14	was	be	AUX
eurjchem-1423	163	15	elucidated	elucidate	VERB
eurjchem-1423	163	16	by	by	ADP
eurjchem-1423	163	17	single	single	ADJ
eurjchem-1423	163	18	crystal	crystal	NOUN
eurjchem-1423	163	19	x‐ray	x‐ray	PROPN
eurjchem-1423	163	20	diffraction	diffraction	NOUN
eurjchem-1423	163	21	analysis	analysis	NOUN
eurjchem-1423	163	22	and	and	CCONJ
eurjchem-1423	163	23	reveals	reveal	VERB
eurjchem-1423	163	24	new	new	ADJ
eurjchem-1423	163	25	carbon	carbon	NOUN
eurjchem-1423	163	26	atom	atom	NOUN
eurjchem-1423	163	27	bonded	bond	VERB
eurjchem-1423	163	28	together	together	ADV
eurjchem-1423	163	29	,	,	PUNCT
eurjchem-1423	163	30	c(25)‐c(26	c(25)‐c(26	X
eurjchem-1423	163	31	)	)	PUNCT
eurjchem-1423	163	32	for	for	ADP
eurjchem-1423	163	33	compound	compound	NOUN
eurjchem-1423	163	34	4c1	4c1	NUM
eurjchem-1423	163	35	,	,	PUNCT
eurjchem-1423	163	36	new	new	ADJ
eurjchem-1423	163	37	carbon	carbon	NOUN
eurjchem-1423	163	38	atom	atom	NOUN
eurjchem-1423	163	39	c(22)‐c(23	c(22)‐c(23	NOUN
eurjchem-1423	163	40	)	)	PUNCT
eurjchem-1423	163	41	for	for	ADP
eurjchem-1423	163	42	compound	compound	NOUN
eurjchem-1423	163	43	4c2	4c2	NOUN
eurjchem-1423	163	44	for	for	ADP
eurjchem-1423	163	45	compound	compound	NOUN
eurjchem-1423	163	46	and	and	CCONJ
eurjchem-1423	163	47	the	the	DET
eurjchem-1423	163	48	distance	distance	NOUN
eurjchem-1423	163	49	between	between	ADP
eurjchem-1423	163	50	them	they	PRON
eurjchem-1423	163	51	(	(	PUNCT
eurjchem-1423	163	52	table	table	NOUN
eurjchem-1423	163	53	2	2	NUM
eurjchem-1423	163	54	)	)	PUNCT
eurjchem-1423	163	55	.	.	PUNCT
eurjchem-1423	164	1	the	the	DET
eurjchem-1423	164	2	novel	novel	ADJ
eurjchem-1423	164	3	phosphorus	phosphorus	NOUN
eurjchem-1423	164	4	and	and	CCONJ
eurjchem-1423	164	5	fluorinated	fluorinate	VERB
eurjchem-1423	164	6	azo	azo	NOUN
eurjchem-1423	164	7	compounds	compound	NOUN
eurjchem-1423	164	8	4c1	4c1	NUM
eurjchem-1423	164	9	(	(	PUNCT
eurjchem-1423	164	10	m.p	m.p	PROPN
eurjchem-1423	164	11	.	.	PROPN
eurjchem-1423	164	12	:	:	PUNCT
eurjchem-1423	165	1	202‐204	202‐204	NUM
eurjchem-1423	165	2	°	°	NUM
eurjchem-1423	165	3	c	c	PROPN
eurjchem-1423	165	4	)	)	PUNCT
eurjchem-1423	165	5	possessed	possess	VERB
eurjchem-1423	165	6	satisfactory	satisfactory	ADJ
eurjchem-1423	165	7	elemental	elemental	ADJ
eurjchem-1423	165	8	compo‐	compo‐	NOUN
eurjchem-1423	165	9	sition	sition	NOUN
eurjchem-1423	165	10	.	.	PUNCT
eurjchem-1423	166	1	it	it	PRON
eurjchem-1423	166	2	’s	’	VERB
eurjchem-1423	166	3	1h	1h	NUM
eurjchem-1423	166	4	nmr	nmr	NOUN
eurjchem-1423	166	5	spectrum	spectrum	NOUN
eurjchem-1423	166	6	showed	show	VERB
eurjchem-1423	166	7	four	four	NUM
eurjchem-1423	166	8	absorption	absorption	NOUN
eurjchem-1423	166	9	bands	band	NOUN
eurjchem-1423	166	10	the	the	DET
eurjchem-1423	166	11	19f	19f	PROPN
eurjchem-1423	166	12	nmr	nmr	NOUN
eurjchem-1423	166	13	spectrum	spectrum	NOUN
eurjchem-1423	166	14	showed	show	VERB
eurjchem-1423	166	15	two	two	NUM
eurjchem-1423	166	16	doublets	doublet	NOUN
eurjchem-1423	166	17	absorptions	absorption	NOUN
eurjchem-1423	166	18	bands	band	NOUN
eurjchem-1423	166	19	of	of	ADP
eurjchem-1423	166	20	intensity	intensity	NOUN
eurjchem-1423	166	21	‐11.2	‐11.2	NOUN
eurjchem-1423	166	22	and	and	CCONJ
eurjchem-1423	166	23	‐82.5	‐82.5	NUM
eurjchem-1423	166	24	ppm	ppm	NOUN
eurjchem-1423	166	25	which	which	PRON
eurjchem-1423	166	26	clearly	clearly	ADV
eurjchem-1423	166	27	the	the	DET
eurjchem-1423	166	28	position	position	NOUN
eurjchem-1423	166	29	of	of	ADP
eurjchem-1423	166	30	(	(	PUNCT
eurjchem-1423	166	31	ph)2‐poch2	ph)2‐poch2	NOUN
eurjchem-1423	166	32	group	group	NOUN
eurjchem-1423	166	33	the	the	DET
eurjchem-1423	166	34	mass	mass	PROPN
eurjchem-1423	166	35	spectrum	spectrum	NOUN
eurjchem-1423	166	36	showed	show	VERB
eurjchem-1423	166	37	a	a	DET
eurjchem-1423	166	38	molecular	molecular	ADJ
eurjchem-1423	166	39	ion	ion	NOUN
eurjchem-1423	166	40	at	at	ADP
eurjchem-1423	166	41	260	260	NUM
eurjchem-1423	166	42	,	,	PUNCT
eurjchem-1423	166	43	201	201	NUM
eurjchem-1423	166	44	,	,	PUNCT
eurjchem-1423	166	45	119	119	NUM
eurjchem-1423	166	46	and	and	CCONJ
eurjchem-1423	166	47	base	base	NOUN
eurjchem-1423	166	48	peak	peak	NOUN
eurjchem-1423	166	49	at	at	ADP
eurjchem-1423	166	50	490	490	NUM
eurjchem-1423	166	51	m	m	NOUN
eurjchem-1423	166	52	/	/	SYM
eurjchem-1423	166	53	z.	z.	PROPN
eurjchem-1423	166	54	the	the	DET
eurjchem-1423	166	55	isomer	isomer	PROPN
eurjchem-1423	166	56	4c2	4c2	PROPN
eurjchem-1423	166	57	(	(	PUNCT
eurjchem-1423	166	58	m.p	m.p	PROPN
eurjchem-1423	166	59	.	.	PROPN
eurjchem-1423	166	60	:	:	PUNCT
eurjchem-1423	167	1	201‐203	201‐203	NUM
eurjchem-1423	167	2	°	°	ADP
eurjchem-1423	167	3	c	c	NOUN
eurjchem-1423	167	4	)	)	PUNCT
eurjchem-1423	167	5	was	be	AUX
eurjchem-1423	167	6	identified	identify	VERB
eurjchem-1423	167	7	by	by	ADP
eurjchem-1423	167	8	comparison	comparison	NOUN
eurjchem-1423	167	9	of	of	ADP
eurjchem-1423	167	10	its	its	PRON
eurjchem-1423	167	11	ir	ir	NOUN
eurjchem-1423	167	12	and	and	CCONJ
eurjchem-1423	167	13	19f‐	19f‐	NUM
eurjchem-1423	167	14	,	,	PUNCT
eurjchem-1423	167	15	1h	1h	NUM
eurjchem-1423	167	16	nmr	nmr	PROPN
eurjchem-1423	167	17	spectra	spectra	PROPN
eurjchem-1423	167	18	.	.	PUNCT
eurjchem-1423	168	1	the	the	DET
eurjchem-1423	168	2	19f	19f	PROPN
eurjchem-1423	168	3	nmr	nmr	NOUN
eurjchem-1423	168	4	of	of	ADP
eurjchem-1423	168	5	compound	compound	NOUN
eurjchem-1423	168	6	4c2	4c2	NOUN
eurjchem-1423	168	7	exhibits	exhibit	NOUN
eurjchem-1423	168	8	showed	show	VERB
eurjchem-1423	168	9	two	two	NUM
eurjchem-1423	168	10	doublets	doublet	NOUN
eurjchem-1423	168	11	absorptions	absorption	NOUN
eurjchem-1423	168	12	bands	band	NOUN
eurjchem-1423	168	13	of	of	ADP
eurjchem-1423	168	14	intensity	intensity	NOUN
eurjchem-1423	168	15	‐	‐	VERB
eurjchem-1423	168	16	8.1	8.1	NUM
eurjchem-1423	168	17	and	and	CCONJ
eurjchem-1423	168	18	‐72.2	‐72.2	NUM
eurjchem-1423	168	19	ppm	ppm	VERB
eurjchem-1423	168	20	,	,	PUNCT
eurjchem-1423	168	21	the	the	DET
eurjchem-1423	168	22	mass	mass	NOUN
eurjchem-1423	168	23	spectrum	spectrum	NOUN
eurjchem-1423	168	24	were	be	AUX
eurjchem-1423	168	25	very	very	ADV
eurjchem-1423	168	26	similar	similar	ADJ
eurjchem-1423	168	27	to	to	ADP
eurjchem-1423	168	28	that	that	PRON
eurjchem-1423	168	29	of	of	ADP
eurjchem-1423	168	30	compound	compound	NOUN
eurjchem-1423	168	31	4c1	4c1	NUM
eurjchem-1423	168	32	.	.	PUNCT
eurjchem-1423	169	1	4	4	NUM
eurjchem-1423	169	2	.	.	X
eurjchem-1423	169	3	conclusions	conclusion	NOUN
eurjchem-1423	169	4	in	in	ADP
eurjchem-1423	169	5	conclusion	conclusion	NOUN
eurjchem-1423	169	6	the	the	DET
eurjchem-1423	169	7	preparation	preparation	NOUN
eurjchem-1423	169	8	of	of	ADP
eurjchem-1423	169	9	phosphorus	phosphorus	NOUN
eurjchem-1423	169	10	fluorinated	fluorinate	VERB
eurjchem-1423	169	11	2,4,6‐trimethylphenylazo	2,4,6‐trimethylphenylazo	NUM
eurjchem-1423	169	12	pyridines	pyridine	NOUN
eurjchem-1423	169	13	are	be	AUX
eurjchem-1423	169	14	easily	easily	ADV
eurjchem-1423	169	15	achieved	achieve	VERB
eurjchem-1423	169	16	by	by	ADP
eurjchem-1423	169	17	the	the	DET
eurjchem-1423	169	18	condensation	condensation	NOUN
eurjchem-1423	169	19	of	of	ADP
eurjchem-1423	169	20	2,4,6‐trimethylphenylazopyridines	2,4,6‐trimethylphenylazopyridines	NUM
eurjchem-1423	169	21	with	with	ADP
eurjchem-1423	169	22	methyldiphenylphosphineoxide	methyldiphenylphosphineoxide	NOUN
eurjchem-1423	169	23	.	.	PUNCT
eurjchem-1423	170	1	the	the	DET
eurjchem-1423	170	2	success	success	NOUN
eurjchem-1423	170	3	and	and	CCONJ
eurjchem-1423	170	4	yields	yield	NOUN
eurjchem-1423	170	5	of	of	ADP
eurjchem-1423	170	6	the	the	DET
eurjchem-1423	170	7	reaction	reaction	NOUN
eurjchem-1423	170	8	are	be	AUX
eurjchem-1423	170	9	affected	affect	VERB
eurjchem-1423	170	10	by	by	ADP
eurjchem-1423	170	11	the	the	DET
eurjchem-1423	170	12	following	following	ADJ
eurjchem-1423	170	13	factors	factor	NOUN
eurjchem-1423	170	14	:	:	PUNCT
eurjchem-1423	170	15	the	the	DET
eurjchem-1423	170	16	stability	stability	NOUN
eurjchem-1423	170	17	and	and	CCONJ
eurjchem-1423	170	18	nucleophilicity	nucleophilicity	NOUN
eurjchem-1423	170	19	of	of	ADP
eurjchem-1423	170	20	the	the	DET
eurjchem-1423	170	21	fluorinated	fluorinate	VERB
eurjchem-1423	170	22	and	and	CCONJ
eurjchem-1423	170	23	the	the	DET
eurjchem-1423	170	24	other	other	ADJ
eurjchem-1423	170	25	is	be	AUX
eurjchem-1423	170	26	the	the	DET
eurjchem-1423	170	27	electrophilicity	electrophilicity	NOUN
eurjchem-1423	170	28	of	of	ADP
eurjchem-1423	170	29	the	the	DET
eurjchem-1423	170	30	group	group	NOUN
eurjchem-1423	170	31	substitution	substitution	NOUN
eurjchem-1423	170	32	,	,	PUNCT
eurjchem-1423	170	33	then	then	ADV
eurjchem-1423	170	34	we	we	PRON
eurjchem-1423	170	35	have	have	AUX
eurjchem-1423	170	36	developed	develop	VERB
eurjchem-1423	170	37	a	a	DET
eurjchem-1423	170	38	new	new	ADJ
eurjchem-1423	170	39	method	method	NOUN
eurjchem-1423	170	40	for	for	ADP
eurjchem-1423	170	41	the	the	DET
eurjchem-1423	170	42	synthesis	synthesis	NOUN
eurjchem-1423	170	43	of	of	ADP
eurjchem-1423	170	44	phosphorus	phosphorus	NOUN
eurjchem-1423	170	45	fluorinated	fluorinate	VERB
eurjchem-1423	170	46	2,4,6‐trimethylphenylazo	2,4,6‐trimethylphenylazo	NUM
eurjchem-1423	170	47	pyridines	pyridine	NOUN
eurjchem-1423	170	48	.	.	PUNCT
eurjchem-1423	171	1	the	the	DET
eurjchem-1423	171	2	identity	identity	NOUN
eurjchem-1423	171	3	of	of	ADP
eurjchem-1423	171	4	the	the	DET
eurjchem-1423	171	5	isomers	isomer	NOUN
eurjchem-1423	171	6	was	be	AUX
eurjchem-1423	171	7	then	then	ADV
eurjchem-1423	171	8	confirmed	confirm	VERB
eurjchem-1423	171	9	with	with	ADP
eurjchem-1423	171	10	the	the	DET
eurjchem-1423	171	11	established	establish	VERB
eurjchem-1423	171	12	hplc	hplc	NOUN
eurjchem-1423	171	13	method	method	NOUN
eurjchem-1423	171	14	,	,	PUNCT
eurjchem-1423	171	15	the	the	DET
eurjchem-1423	171	16	resolution	resolution	NOUN
eurjchem-1423	171	17	of	of	ADP
eurjchem-1423	171	18	their	their	PRON
eurjchem-1423	171	19	structural	structural	ADJ
eurjchem-1423	171	20	isomers	isomer	NOUN
eurjchem-1423	171	21	was	be	AUX
eurjchem-1423	171	22	superior	superior	ADJ
eurjchem-1423	171	23	.	.	PUNCT
eurjchem-1423	172	1	the	the	DET
eurjchem-1423	172	2	methods	method	NOUN
eurjchem-1423	172	3	have	have	VERB
eurjchem-1423	172	4	potential	potential	ADJ
eurjchem-1423	172	5	applications	application	NOUN
eurjchem-1423	172	6	in	in	ADP
eurjchem-1423	172	7	the	the	DET
eurjchem-1423	172	8	determination	determination	NOUN
eurjchem-1423	172	9	of	of	ADP
eurjchem-1423	172	10	this	this	DET
eurjchem-1423	172	11	isomer	isomer	NOUN
eurjchem-1423	172	12	.	.	PUNCT
eurjchem-1423	173	1	furthermore	furthermore	ADV
eurjchem-1423	173	2	,	,	PUNCT
eurjchem-1423	173	3	since	since	SCONJ
eurjchem-1423	173	4	chirasphe	chirasphe	NOUN
eurjchem-1423	173	5	column	column	NOUN
eurjchem-1423	173	6	is	be	AUX
eurjchem-1423	173	7	characterized	characterize	VERB
eurjchem-1423	173	8	by	by	ADP
eurjchem-1423	173	9	its	its	PRON
eurjchem-1423	173	10	high	high	ADJ
eurjchem-1423	173	11	stability	stability	NOUN
eurjchem-1423	173	12	and	and	CCONJ
eurjchem-1423	173	13	high	high	ADJ
eurjchem-1423	173	14	loading	loading	NOUN
eurjchem-1423	173	15	capacity	capacity	NOUN
eurjchem-1423	173	16	,	,	PUNCT
eurjchem-1423	173	17	this	this	DET
eurjchem-1423	173	18	column	column	NOUN
eurjchem-1423	173	19	can	can	AUX
eurjchem-1423	173	20	be	be	AUX
eurjchem-1423	173	21	used	use	VERB
eurjchem-1423	173	22	for	for	ADP
eurjchem-1423	173	23	semi‐preparative	semi‐preparative	ADJ
eurjchem-1423	173	24	separation	separation	NOUN
eurjchem-1423	173	25	of	of	ADP
eurjchem-1423	173	26	phosphorus	phosphorus	NOUN
eurjchem-1423	173	27	and	and	CCONJ
eurjchem-1423	173	28	fluorinated	fluorinate	VERB
eurjchem-1423	173	29	azo	azo	NOUN
eurjchem-1423	173	30	compounds	compound	NOUN
eurjchem-1423	173	31	isomers	isomer	NOUN
eurjchem-1423	173	32	and	and	CCONJ
eurjchem-1423	173	33	therefore	therefore	ADV
eurjchem-1423	173	34	this	this	DET
eurjchem-1423	173	35	method	method	NOUN
eurjchem-1423	173	36	could	could	AUX
eurjchem-1423	173	37	be	be	AUX
eurjchem-1423	173	38	useful	useful	ADJ
eurjchem-1423	173	39	for	for	ADP
eurjchem-1423	173	40	further	further	ADJ
eurjchem-1423	173	41	pharmacological	pharmacological	ADJ
eurjchem-1423	173	42	investigation	investigation	NOUN
eurjchem-1423	173	43	of	of	ADP
eurjchem-1423	173	44	the	the	DET
eurjchem-1423	173	45	individual	individual	ADJ
eurjchem-1423	173	46	isomer	isomer	NOUN
eurjchem-1423	173	47	of	of	ADP
eurjchem-1423	173	48	phosphorus	phosphorus	NOUN
eurjchem-1423	173	49	and	and	CCONJ
eurjchem-1423	173	50	fluorinated	fluorinate	VERB
eurjchem-1423	173	51	azo	azo	NOUN
eurjchem-1423	173	52	compounds	compound	NOUN
eurjchem-1423	173	53	.	.	PUNCT
eurjchem-1423	174	1	acknowledgements	acknowledgement	NOUN
eurjchem-1423	174	2	the	the	DET
eurjchem-1423	174	3	authors	author	NOUN
eurjchem-1423	174	4	are	be	AUX
eurjchem-1423	174	5	indebted	indebte	VERB
eurjchem-1423	174	6	to	to	ADP
eurjchem-1423	174	7	dr	dr	PROPN
eurjchem-1423	174	8	.	.	PROPN
eurjchem-1423	174	9	sekhri	sekhri	PROPN
eurjchem-1423	174	10	,	,	PUNCT
eurjchem-1423	174	11	department	department	NOUN
eurjchem-1423	174	12	of	of	ADP
eurjchem-1423	174	13	chemistry	chemistry	NOUN
eurjchem-1423	174	14	,	,	PUNCT
eurjchem-1423	174	15	university	university	NOUN
eurjchem-1423	174	16	of	of	ADP
eurjchem-1423	174	17	ouargla	ouargla	PROPN
eurjchem-1423	174	18	(	(	PUNCT
eurjchem-1423	174	19	umko	umko	ADJ
eurjchem-1423	174	20	)	)	PUNCT
eurjchem-1423	174	21	for	for	ADP
eurjchem-1423	174	22	helpful	helpful	ADJ
eurjchem-1423	174	23	discussions	discussion	NOUN
eurjchem-1423	174	24	,	,	PUNCT
eurjchem-1423	174	25	mr	mr	PROPN
eurjchem-1423	174	26	.	.	PROPN
eurjchem-1423	174	27	boukhari	boukhari	PROPN
eurjchem-1423	174	28	for	for	ADP
eurjchem-1423	174	29	their	their	PRON
eurjchem-1423	174	30	help	help	NOUN
eurjchem-1423	174	31	during	during	ADP
eurjchem-1423	174	32	reduction	reduction	NOUN
eurjchem-1423	174	33	steps	step	NOUN
eurjchem-1423	174	34	.	.	PUNCT
eurjchem-1423	175	1	references	reference	NOUN
eurjchem-1423	175	2	[	[	X
eurjchem-1423	175	3	1	1	NUM
eurjchem-1423	175	4	]	]	PUNCT
eurjchem-1423	175	5	.	.	PUNCT
eurjchem-1423	176	1	palacios	palacio	NOUN
eurjchem-1423	176	2	,	,	PUNCT
eurjchem-1423	176	3	f.	f.	PROPN
eurjchem-1423	176	4	;	;	PUNCT
eurjchem-1423	176	5	alonso	alonso	PROPN
eurjchem-1423	176	6	,	,	PUNCT
eurjchem-1423	176	7	c.	c.	PROPN
eurjchem-1423	176	8	;	;	PUNCT
eurjchem-1423	176	9	santos	santos	PROPN
eurjchem-1423	176	10	,	,	PUNCT
eurjchem-1423	176	11	j.	j.	PROPN
eurjchem-1423	176	12	m.	m.	PROPN
eurjchem-1423	176	13	chem	chem	PROPN
eurjchem-1423	176	14	.	.	PUNCT
eurjchem-1423	177	1	rev	rev	PROPN
eurjchem-1423	177	2	.	.	PROPN
eurjchem-1423	177	3	2005	2005	NUM
eurjchem-1423	177	4	,	,	PUNCT
eurjchem-1423	177	5	105(3	105(3	NUM
eurjchem-1423	177	6	)	)	PUNCT
eurjchem-1423	177	7	,	,	PUNCT
eurjchem-1423	177	8	899‐	899‐	NUM
eurjchem-1423	177	9	932	932	NUM
eurjchem-1423	177	10	.	.	PUNCT
eurjchem-1423	178	1	[	[	X
eurjchem-1423	178	2	2	2	NUM
eurjchem-1423	178	3	]	]	PUNCT
eurjchem-1423	178	4	.	.	PUNCT
eurjchem-1423	179	1	kafarski	kafarski	PROPN
eurjchem-1423	179	2	,	,	PUNCT
eurjchem-1423	179	3	p.	p.	NOUN
eurjchem-1423	179	4	;	;	PUNCT
eurjchem-1423	179	5	lejczak	lejczak	X
eurjchem-1423	179	6	,	,	PUNCT
eurjchem-1423	179	7	b.	b.	PROPN
eurjchem-1423	179	8	phosphorus	phosphorus	PROPN
eurjchem-1423	179	9	,	,	PUNCT
eurjchem-1423	179	10	sulfur	sulfur	NOUN
eurjchem-1423	179	11	silicon	silicon	NOUN
eurjchem-1423	179	12	relat	relat	PROPN
eurjchem-1423	179	13	.	.	PUNCT
eurjchem-1423	180	1	elem	elem	NOUN
eurjchem-1423	180	2	.	.	PUNCT
eurjchem-1423	181	1	1991	1991	NUM
eurjchem-1423	181	2	,	,	PUNCT
eurjchem-1423	181	3	63(1‐2	63(1‐2	NUM
eurjchem-1423	181	4	)	)	PUNCT
eurjchem-1423	181	5	,	,	PUNCT
eurjchem-1423	181	6	193‐215	193‐215	PROPN
eurjchem-1423	181	7	.	.	PUNCT
eurjchem-1423	182	1	[	[	X
eurjchem-1423	182	2	3	3	NUM
eurjchem-1423	182	3	]	]	PUNCT
eurjchem-1423	182	4	.	.	PUNCT
eurjchem-1423	183	1	hoagland	hoagland	PROPN
eurjchem-1423	183	2	,	,	PUNCT
eurjchem-1423	183	3	r.	r.	PROPN
eurjchem-1423	183	4	e.	e.	PROPN
eurjchem-1423	183	5	biologically	biologically	ADV
eurjchem-1423	183	6	active	active	ADJ
eurjchem-1423	183	7	natural	natural	ADJ
eurjchem-1423	183	8	product	product	NOUN
eurjchem-1423	183	9	;	;	PUNCT
eurjchem-1423	183	10	culter	culter	NOUN
eurjchem-1423	183	11	,	,	PUNCT
eurjchem-1423	183	12	h.	h.	PROPN
eurjchem-1423	183	13	g.	g.	PROPN
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eurjchem-1423	185	3	]	]	PUNCT
eurjchem-1423	185	4	.	.	PUNCT
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eurjchem-1423	186	2	,	,	PUNCT
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eurjchem-1423	187	4	.	.	PUNCT
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eurjchem-1423	188	6	)	)	PUNCT
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eurjchem-1423	189	2	5	5	NUM
eurjchem-1423	189	3	]	]	PUNCT
eurjchem-1423	189	4	.	.	PUNCT
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eurjchem-1423	190	2	,	,	PUNCT
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eurjchem-1423	190	5	;	;	PUNCT
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eurjchem-1423	190	25	.	.	PUNCT
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eurjchem-1423	191	3	]	]	PUNCT
eurjchem-1423	191	4	.	.	PUNCT
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eurjchem-1423	192	10	;	;	PUNCT
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eurjchem-1423	192	17	.	.	PUNCT
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eurjchem-1423	194	2	.	.	PUNCT
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eurjchem-1423	195	2	,	,	PUNCT
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eurjchem-1423	195	4	)	)	PUNCT
eurjchem-1423	195	5	,	,	PUNCT
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eurjchem-1423	195	7	.	.	PUNCT
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eurjchem-1423	196	2	7	7	NUM
eurjchem-1423	196	3	]	]	PUNCT
eurjchem-1423	196	4	.	.	PUNCT
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eurjchem-1423	197	2	,	,	PUNCT
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eurjchem-1423	197	5	;	;	PUNCT
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eurjchem-1423	197	7	,	,	PUNCT
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eurjchem-1423	197	9	;	;	PUNCT
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eurjchem-1423	197	24	.	.	PUNCT
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eurjchem-1423	198	7	.	.	PUNCT
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eurjchem-1423	199	4	.	.	PUNCT
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eurjchem-1423	200	2	,	,	PUNCT
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eurjchem-1423	201	2	,	,	PUNCT
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eurjchem-1423	201	7	.	.	PUNCT
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eurjchem-1423	202	3	]	]	PUNCT
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eurjchem-1423	202	9	;	;	PUNCT
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eurjchem-1423	202	14	;	;	PUNCT
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eurjchem-1423	202	19	;	;	PUNCT
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eurjchem-1423	202	21	,	,	PUNCT
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eurjchem-1423	202	54	.	.	PUNCT
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eurjchem-1423	203	2	.	.	PUNCT
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eurjchem-1423	204	2	.	.	PUNCT
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eurjchem-1423	205	2	,	,	PUNCT
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eurjchem-1423	205	5	,	,	PUNCT
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eurjchem-1423	205	7	.	.	PUNCT
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eurjchem-1423	207	2	,	,	PUNCT
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eurjchem-1423	207	4	;	;	PUNCT
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eurjchem-1423	208	2	,	,	PUNCT
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eurjchem-1423	208	5	,	,	PUNCT
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eurjchem-1423	208	8	.	.	PUNCT
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eurjchem-1423	210	7	.	.	PUNCT
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eurjchem-1423	211	2	,	,	PUNCT
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