id	sid	tid	token	lemma	pos
47429883w4q	1	1	since	since	SCONJ
47429883w4q	1	2	the	the	DET
47429883w4q	1	3	time	time	NOUN
47429883w4q	1	4	of	of	ADP
47429883w4q	1	5	their	their	PRON
47429883w4q	1	6	discovery	discovery	NOUN
47429883w4q	1	7	in	in	ADP
47429883w4q	1	8	the	the	DET
47429883w4q	1	9	1960s	1960	NOUN
47429883w4q	1	10	,	,	PUNCT
47429883w4q	1	11	transition	transition	NOUN
47429883w4q	1	12	metal	metal	NOUN
47429883w4q	1	13	carbenes	carbene	NOUN
47429883w4q	1	14	have	have	VERB
47429883w4q	1	15	fascinated	fascinated	ADJ
47429883w4q	1	16	chemists	chemist	NOUN
47429883w4q	1	17	and	and	CCONJ
47429883w4q	1	18	been	be	AUX
47429883w4q	1	19	the	the	DET
47429883w4q	1	20	subject	subject	NOUN
47429883w4q	1	21	of	of	ADP
47429883w4q	1	22	much	much	ADJ
47429883w4q	1	23	research	research	NOUN
47429883w4q	1	24	interest	interest	NOUN
47429883w4q	1	25	.	.	PUNCT
47429883w4q	2	1	carbenes	carbene	NOUN
47429883w4q	2	2	have	have	AUX
47429883w4q	2	3	traditionally	traditionally	ADV
47429883w4q	2	4	been	be	AUX
47429883w4q	2	5	divided	divide	VERB
47429883w4q	2	6	up	up	ADP
47429883w4q	2	7	into	into	ADP
47429883w4q	2	8	two	two	NUM
47429883w4q	2	9	classes	class	NOUN
47429883w4q	2	10	,	,	PUNCT
47429883w4q	2	11	both	both	PRON
47429883w4q	2	12	named	name	VERB
47429883w4q	2	13	after	after	ADP
47429883w4q	2	14	the	the	DET
47429883w4q	2	15	chemists	chemist	NOUN
47429883w4q	2	16	who	who	PRON
47429883w4q	2	17	initially	initially	ADV
47429883w4q	2	18	discovered	discover	VERB
47429883w4q	2	19	them	they	PRON
47429883w4q	2	20	.	.	PUNCT
47429883w4q	3	1	fischer	fischer	NOUN
47429883w4q	3	2	carbenes	carbene	NOUN
47429883w4q	3	3	,	,	PUNCT
47429883w4q	3	4	which	which	PRON
47429883w4q	3	5	were	be	AUX
47429883w4q	3	6	discovered	discover	VERB
47429883w4q	3	7	in	in	ADP
47429883w4q	3	8	1964	1964	NUM
47429883w4q	3	9	by	by	ADP
47429883w4q	3	10	e.o	e.o	PROPN
47429883w4q	3	11	.	.	PROPN
47429883w4q	3	12	fischer	fischer	PROPN
47429883w4q	3	13	,	,	PUNCT
47429883w4q	3	14	are	be	AUX
47429883w4q	3	15	more	more	ADV
47429883w4q	3	16	associated	associate	VERB
47429883w4q	3	17	with	with	ADP
47429883w4q	3	18	mid	mid	ADJ
47429883w4q	3	19	-	-	PUNCT
47429883w4q	3	20	to	to	ADP
47429883w4q	3	21	-	-	PUNCT
47429883w4q	3	22	late	late	ADJ
47429883w4q	3	23	transition	transition	NOUN
47429883w4q	3	24	metals	metal	NOUN
47429883w4q	3	25	in	in	ADP
47429883w4q	3	26	low	low	ADJ
47429883w4q	3	27	-	-	PUNCT
47429883w4q	3	28	oxidation	oxidation	NOUN
47429883w4q	3	29	states	state	NOUN
47429883w4q	3	30	.	.	PUNCT
47429883w4q	4	1	they	they	PRON
47429883w4q	4	2	are	be	AUX
47429883w4q	4	3	considered	consider	VERB
47429883w4q	4	4	to	to	PART
47429883w4q	4	5	be	be	AUX
47429883w4q	4	6	electrophilic	electrophilic	ADJ
47429883w4q	4	7	and	and	CCONJ
47429883w4q	4	8	bear	bear	VERB
47429883w4q	4	9	stabilizing	stabilize	VERB
47429883w4q	4	10	heteroatoms	heteroatom	NOUN
47429883w4q	4	11	such	such	ADJ
47429883w4q	4	12	as	as	ADP
47429883w4q	4	13	oxygen	oxygen	PROPN
47429883w4q	4	14	,	,	PUNCT
47429883w4q	4	15	nitrogen	nitrogen	PROPN
47429883w4q	4	16	,	,	PUNCT
47429883w4q	4	17	or	or	CCONJ
47429883w4q	4	18	sulfur	sulfur	NOUN
47429883w4q	4	19	as	as	ADP
47429883w4q	4	20	substituents	substituent	NOUN
47429883w4q	4	21	.	.	PUNCT
47429883w4q	5	1	schrock	schrock	NOUN
47429883w4q	5	2	carbenes	carbene	NOUN
47429883w4q	5	3	,	,	PUNCT
47429883w4q	5	4	which	which	PRON
47429883w4q	5	5	were	be	AUX
47429883w4q	5	6	discovered	discover	VERB
47429883w4q	5	7	by	by	ADP
47429883w4q	5	8	richard	richard	PROPN
47429883w4q	5	9	schrock	schrock	PROPN
47429883w4q	5	10	in	in	ADP
47429883w4q	5	11	1974	1974	NUM
47429883w4q	5	12	,	,	PUNCT
47429883w4q	5	13	are	be	AUX
47429883w4q	5	14	often	often	ADV
47429883w4q	5	15	associated	associate	VERB
47429883w4q	5	16	with	with	ADP
47429883w4q	5	17	early	early	ADJ
47429883w4q	5	18	transition	transition	NOUN
47429883w4q	5	19	metals	metal	NOUN
47429883w4q	5	20	in	in	ADP
47429883w4q	5	21	high	high	ADJ
47429883w4q	5	22	-	-	PUNCT
47429883w4q	5	23	oxidation	oxidation	NOUN
47429883w4q	5	24	states	state	NOUN
47429883w4q	5	25	.	.	PUNCT
47429883w4q	6	1	they	they	PRON
47429883w4q	6	2	are	be	AUX
47429883w4q	6	3	considered	consider	VERB
47429883w4q	6	4	to	to	PART
47429883w4q	6	5	be	be	AUX
47429883w4q	6	6	nucleophilic	nucleophilic	ADJ
47429883w4q	6	7	in	in	ADP
47429883w4q	6	8	nature	nature	NOUN
47429883w4q	6	9	and	and	CCONJ
47429883w4q	6	10	usually	usually	ADV
47429883w4q	6	11	contain	contain	VERB
47429883w4q	6	12	alkyl	alkyl	NOUN
47429883w4q	6	13	or	or	CCONJ
47429883w4q	6	14	hydrogen	hydrogen	NOUN
47429883w4q	6	15	substituents	substituent	NOUN
47429883w4q	6	16	on	on	ADP
47429883w4q	6	17	the	the	DET
47429883w4q	6	18	carbene	carbene	NOUN
47429883w4q	6	19	.	.	PUNCT
47429883w4q	7	1	for	for	ADP
47429883w4q	7	2	this	this	DET
47429883w4q	7	3	reason	reason	NOUN
47429883w4q	7	4	,	,	PUNCT
47429883w4q	7	5	they	they	PRON
47429883w4q	7	6	are	be	AUX
47429883w4q	7	7	often	often	ADV
47429883w4q	7	8	referred	refer	VERB
47429883w4q	7	9	to	to	ADP
47429883w4q	7	10	as	as	ADP
47429883w4q	7	11	alkylidenes	alkylidene	NOUN
47429883w4q	7	12	.	.	PUNCT
47429883w4q	8	1	however	however	ADV
47429883w4q	8	2	,	,	PUNCT
47429883w4q	8	3	many	many	ADJ
47429883w4q	8	4	examples	example	NOUN
47429883w4q	8	5	of	of	ADP
47429883w4q	8	6	transition	transition	NOUN
47429883w4q	8	7	metal	metal	NOUN
47429883w4q	8	8	carbenes	carbene	NOUN
47429883w4q	8	9	fall	fall	VERB
47429883w4q	8	10	outside	outside	ADV
47429883w4q	8	11	of	of	ADP
47429883w4q	8	12	these	these	DET
47429883w4q	8	13	classical	classical	ADJ
47429883w4q	8	14	descriptions	description	NOUN
47429883w4q	8	15	and	and	CCONJ
47429883w4q	8	16	chemists	chemist	NOUN
47429883w4q	8	17	have	have	AUX
47429883w4q	8	18	discovered	discover	VERB
47429883w4q	8	19	that	that	SCONJ
47429883w4q	8	20	the	the	DET
47429883w4q	8	21	electronics	electronic	NOUN
47429883w4q	8	22	and	and	CCONJ
47429883w4q	8	23	reactivity	reactivity	NOUN
47429883w4q	8	24	of	of	ADP
47429883w4q	8	25	the	the	DET
47429883w4q	8	26	m	m	PROPN
47429883w4q	8	27	à	à	ADP
47429883w4q	8	28	c	c	NOUN
47429883w4q	8	29	interaction	interaction	NOUN
47429883w4q	8	30	depend	depend	VERB
47429883w4q	8	31	on	on	ADP
47429883w4q	8	32	many	many	ADJ
47429883w4q	8	33	different	different	ADJ
47429883w4q	8	34	factors	factor	NOUN
47429883w4q	8	35	including	include	VERB
47429883w4q	8	36	choice	choice	NOUN
47429883w4q	8	37	of	of	ADP
47429883w4q	8	38	metal	metal	NOUN
47429883w4q	8	39	,	,	PUNCT
47429883w4q	8	40	substituents	substituent	VERB
47429883w4q	8	41	at	at	ADP
47429883w4q	8	42	the	the	DET
47429883w4q	8	43	carbene	carbene	NOUN
47429883w4q	8	44	carbon	carbon	NOUN
47429883w4q	8	45	,	,	PUNCT
47429883w4q	8	46	oxidation	oxidation	NOUN
47429883w4q	8	47	state	state	NOUN
47429883w4q	8	48	,	,	PUNCT
47429883w4q	8	49	coordination	coordination	NOUN
47429883w4q	8	50	number	number	NOUN
47429883w4q	8	51	,	,	PUNCT
47429883w4q	8	52	and	and	CCONJ
47429883w4q	8	53	the	the	DET
47429883w4q	8	54	nature	nature	NOUN
47429883w4q	8	55	of	of	ADP
47429883w4q	8	56	the	the	DET
47429883w4q	8	57	supporting	support	VERB
47429883w4q	8	58	ligands.the	ligands.the	DET
47429883w4q	8	59	purpose	purpose	NOUN
47429883w4q	8	60	of	of	ADP
47429883w4q	8	61	this	this	DET
47429883w4q	8	62	work	work	NOUN
47429883w4q	8	63	is	be	AUX
47429883w4q	8	64	to	to	PART
47429883w4q	8	65	expand	expand	VERB
47429883w4q	8	66	our	our	PRON
47429883w4q	8	67	knowledge	knowledge	NOUN
47429883w4q	8	68	of	of	ADP
47429883w4q	8	69	transition	transition	NOUN
47429883w4q	8	70	metal	metal	NOUN
47429883w4q	8	71	carbenes	carbene	NOUN
47429883w4q	8	72	,	,	PUNCT
47429883w4q	8	73	particularly	particularly	ADV
47429883w4q	8	74	those	those	PRON
47429883w4q	8	75	of	of	ADP
47429883w4q	8	76	the	the	DET
47429883w4q	8	77	group	group	NOUN
47429883w4q	8	78	10	10	NUM
47429883w4q	8	79	triad	triad	NOUN
47429883w4q	8	80	.	.	PUNCT
47429883w4q	9	1	to	to	ADP
47429883w4q	9	2	that	that	DET
47429883w4q	9	3	end	end	NOUN
47429883w4q	9	4	,	,	PUNCT
47429883w4q	9	5	a	a	DET
47429883w4q	9	6	ligand	ligand	NOUN
47429883w4q	9	7	containing	contain	VERB
47429883w4q	9	8	a	a	DET
47429883w4q	9	9	tethered	tethered	ADJ
47429883w4q	9	10	alkyne	alkyne	NOUN
47429883w4q	9	11	moiety	moiety	NOUN
47429883w4q	9	12	was	be	AUX
47429883w4q	9	13	designed	design	VERB
47429883w4q	9	14	with	with	ADP
47429883w4q	9	15	the	the	DET
47429883w4q	9	16	goal	goal	NOUN
47429883w4q	9	17	of	of	ADP
47429883w4q	9	18	synthesizing	synthesize	VERB
47429883w4q	9	19	untethered	untethered	ADJ
47429883w4q	9	20	four	four	NUM
47429883w4q	9	21	-	-	PUNCT
47429883w4q	9	22	coordinate	coordinate	NOUN
47429883w4q	9	23	carbenes	carbene	NOUN
47429883w4q	9	24	and	and	CCONJ
47429883w4q	9	25	a	a	DET
47429883w4q	9	26	fundamental	fundamental	ADJ
47429883w4q	9	27	study	study	NOUN
47429883w4q	9	28	of	of	ADP
47429883w4q	9	29	its	its	PRON
47429883w4q	9	30	coordination	coordination	NOUN
47429883w4q	9	31	chemistry	chemistry	NOUN
47429883w4q	9	32	toward	toward	ADP
47429883w4q	9	33	group	group	NOUN
47429883w4q	9	34	10	10	NUM
47429883w4q	9	35	metals	metal	NOUN
47429883w4q	9	36	in	in	ADP
47429883w4q	9	37	different	different	ADJ
47429883w4q	9	38	oxidation	oxidation	NOUN
47429883w4q	9	39	states	state	NOUN
47429883w4q	9	40	was	be	AUX
47429883w4q	9	41	carried	carry	VERB
47429883w4q	9	42	out	out	ADP
47429883w4q	9	43	.	.	PUNCT
47429883w4q	10	1	reactions	reaction	NOUN
47429883w4q	10	2	of	of	ADP
47429883w4q	10	3	a	a	DET
47429883w4q	10	4	low	low	ADJ
47429883w4q	10	5	-	-	PUNCT
47429883w4q	10	6	valent	valent	ADJ
47429883w4q	10	7	nickel	nickel	NOUN
47429883w4q	10	8	complex	complex	NOUN
47429883w4q	10	9	of	of	ADP
47429883w4q	10	10	this	this	DET
47429883w4q	10	11	ligand	ligand	NOUN
47429883w4q	10	12	toward	toward	ADP
47429883w4q	10	13	diazo	diazo	PROPN
47429883w4q	10	14	and	and	CCONJ
47429883w4q	10	15	organoazide	organoazide	ADJ
47429883w4q	10	16	reagents	reagent	NOUN
47429883w4q	10	17	were	be	AUX
47429883w4q	10	18	attempted	attempt	VERB
47429883w4q	10	19	,	,	PUNCT
47429883w4q	10	20	however	however	ADV
47429883w4q	10	21	,	,	PUNCT
47429883w4q	10	22	desired	desire	VERB
47429883w4q	10	23	carbene	carbene	NOUN
47429883w4q	10	24	and	and	CCONJ
47429883w4q	10	25	nitrene	nitrene	ADJ
47429883w4q	10	26	species	specie	NOUN
47429883w4q	10	27	proved	prove	VERB
47429883w4q	10	28	elusive	elusive	ADJ
47429883w4q	10	29	.	.	PUNCT
47429883w4q	11	1	additionally	additionally	ADV
47429883w4q	11	2	,	,	PUNCT
47429883w4q	11	3	an	an	DET
47429883w4q	11	4	untethered	untethered	ADJ
47429883w4q	11	5	electrophilic	electrophilic	ADJ
47429883w4q	11	6	carbene	carbene	NOUN
47429883w4q	11	7	was	be	AUX
47429883w4q	11	8	targeted	target	VERB
47429883w4q	11	9	and	and	CCONJ
47429883w4q	11	10	ultimately	ultimately	ADV
47429883w4q	11	11	yielded	yield	VERB
47429883w4q	11	12	an	an	DET
47429883w4q	11	13	η1	η1	PROPN
47429883w4q	11	14	-	-	PUNCT
47429883w4q	11	15	n	n	CCONJ
47429883w4q	11	16	"	"	PUNCT
47429883w4q	11	17	end	end	NOUN
47429883w4q	11	18	-	-	PUNCT
47429883w4q	11	19	bound	bound	ADJ
47429883w4q	11	20	"	"	PUNCT
47429883w4q	11	21	diazo	diazo	NOUN
47429883w4q	11	22	complex	complex	NOUN
47429883w4q	11	23	of	of	ADP
47429883w4q	11	24	pt(ii	pt(ii	SPACE
47429883w4q	11	25	)	)	PUNCT
47429883w4q	11	26	.	.	PUNCT
47429883w4q	12	1	utilizing	utilize	VERB
47429883w4q	12	2	a	a	DET
47429883w4q	12	3	different	different	ADJ
47429883w4q	12	4	supporting	support	VERB
47429883w4q	12	5	ligand	ligand	NOUN
47429883w4q	12	6	,	,	PUNCT
47429883w4q	12	7	a	a	DET
47429883w4q	12	8	series	series	NOUN
47429883w4q	12	9	of	of	ADP
47429883w4q	12	10	three	three	NUM
47429883w4q	12	11	-	-	PUNCT
47429883w4q	12	12	coordinate	coordinate	NOUN
47429883w4q	12	13	platinum	platinum	NOUN
47429883w4q	12	14	benzylidene	benzylidene	NOUN
47429883w4q	12	15	derivatives	derivative	NOUN
47429883w4q	12	16	and	and	CCONJ
47429883w4q	12	17	a	a	DET
47429883w4q	12	18	platinum	platinum	NOUN
47429883w4q	12	19	alkylidene	alkylidene	NOUN
47429883w4q	12	20	were	be	AUX
47429883w4q	12	21	synthesized	synthesize	VERB
47429883w4q	12	22	.	.	PUNCT
47429883w4q	13	1	these	these	DET
47429883w4q	13	2	compounds	compound	NOUN
47429883w4q	13	3	represent	represent	VERB
47429883w4q	13	4	the	the	DET
47429883w4q	13	5	first	first	ADJ
47429883w4q	13	6	examples	example	NOUN
47429883w4q	13	7	of	of	ADP
47429883w4q	13	8	benzylidenes	benzylidene	NOUN
47429883w4q	13	9	on	on	ADP
47429883w4q	13	10	a	a	DET
47429883w4q	13	11	platinum	platinum	NOUN
47429883w4q	13	12	center	center	NOUN
47429883w4q	13	13	and	and	CCONJ
47429883w4q	13	14	the	the	DET
47429883w4q	13	15	first	first	ADJ
47429883w4q	13	16	example	example	NOUN
47429883w4q	13	17	of	of	ADP
47429883w4q	13	18	any	any	DET
47429883w4q	13	19	late	late	ADJ
47429883w4q	13	20	transition	transition	NOUN
47429883w4q	13	21	metal	metal	NOUN
47429883w4q	13	22	alkylidene	alkylidene	NOUN
47429883w4q	13	23	.	.	PUNCT
47429883w4q	14	1	due	due	ADP
47429883w4q	14	2	to	to	ADP
47429883w4q	14	3	the	the	DET
47429883w4q	14	4	detection	detection	NOUN
47429883w4q	14	5	of	of	ADP
47429883w4q	14	6	straightforward	straightforward	ADJ
47429883w4q	14	7	decomposition	decomposition	NOUN
47429883w4q	14	8	pathways	pathway	NOUN
47429883w4q	14	9	,	,	PUNCT
47429883w4q	14	10	a	a	DET
47429883w4q	14	11	thorough	thorough	ADJ
47429883w4q	14	12	study	study	NOUN
47429883w4q	14	13	of	of	ADP
47429883w4q	14	14	their	their	PRON
47429883w4q	14	15	thermal	thermal	ADJ
47429883w4q	14	16	stability	stability	NOUN
47429883w4q	14	17	was	be	AUX
47429883w4q	14	18	carried	carry	VERB
47429883w4q	14	19	out	out	ADP
47429883w4q	14	20	and	and	CCONJ
47429883w4q	14	21	their	their	PRON
47429883w4q	14	22	decomposition	decomposition	NOUN
47429883w4q	14	23	products	product	NOUN
47429883w4q	14	24	were	be	AUX
47429883w4q	14	25	characterized	characterize	VERB
47429883w4q	14	26	.	.	PUNCT
47429883w4q	15	1	several	several	ADJ
47429883w4q	15	2	reactions	reaction	NOUN
47429883w4q	15	3	were	be	AUX
47429883w4q	15	4	carried	carry	VERB
47429883w4q	15	5	out	out	ADP
47429883w4q	15	6	,	,	PUNCT
47429883w4q	15	7	demonstrating	demonstrate	VERB
47429883w4q	15	8	1,2	1,2	NUM
47429883w4q	15	9	-	-	NOUN
47429883w4q	15	10	addition	addition	NOUN
47429883w4q	15	11	of	of	ADP
47429883w4q	15	12	e	e	NOUN
47429883w4q	15	13	-	-	NOUN
47429883w4q	15	14	h	h	ADJ
47429883w4q	15	15	bonds	bond	NOUN
47429883w4q	15	16	(	(	PUNCT
47429883w4q	15	17	e	e	X
47429883w4q	15	18	=	=	NOUN
47429883w4q	15	19	cl	cl	PROPN
47429883w4q	15	20	,	,	PUNCT
47429883w4q	15	21	o	o	NOUN
47429883w4q	15	22	)	)	PUNCT
47429883w4q	15	23	across	across	ADP
47429883w4q	15	24	the	the	DET
47429883w4q	15	25	m	m	NOUN
47429883w4q	15	26	=	=	NOUN
47429883w4q	15	27	c	c	NOUN
47429883w4q	15	28	linkage	linkage	NOUN
47429883w4q	15	29	,	,	PUNCT
47429883w4q	15	30	as	as	ADV
47429883w4q	15	31	well	well	ADV
47429883w4q	15	32	as	as	ADP
47429883w4q	15	33	[	[	X
47429883w4q	15	34	2	2	NUM
47429883w4q	15	35	+	+	NUM
47429883w4q	15	36	2	2	NUM
47429883w4q	15	37	]	]	PUNCT
47429883w4q	15	38	cycloadditions	cycloaddition	NOUN
47429883w4q	15	39	.	.	PUNCT
47429883w4q	16	1	finally	finally	ADV
47429883w4q	16	2	,	,	PUNCT
47429883w4q	16	3	the	the	DET
47429883w4q	16	4	reverse	reverse	ADJ
47429883w4q	16	5	reaction	reaction	NOUN
47429883w4q	16	6	of	of	ADP
47429883w4q	16	7	a	a	DET
47429883w4q	16	8	decomposition	decomposition	NOUN
47429883w4q	16	9	pathway	pathway	NOUN
47429883w4q	16	10	involving	involve	VERB
47429883w4q	16	11	β	β	PROPN
47429883w4q	16	12	-	-	PUNCT
47429883w4q	16	13	hydrogen	hydrogen	NOUN
47429883w4q	16	14	containing	contain	VERB
47429883w4q	16	15	carbenes	carbene	NOUN
47429883w4q	16	16	was	be	AUX
47429883w4q	16	17	studied	study	VERB
47429883w4q	16	18	and	and	CCONJ
47429883w4q	16	19	several	several	ADJ
47429883w4q	16	20	pieces	piece	NOUN
47429883w4q	16	21	of	of	ADP
47429883w4q	16	22	evidence	evidence	NOUN
47429883w4q	16	23	consistent	consistent	ADJ
47429883w4q	16	24	with	with	ADP
47429883w4q	16	25	the	the	DET
47429883w4q	16	26	formation	formation	NOUN
47429883w4q	16	27	of	of	ADP
47429883w4q	16	28	a	a	DET
47429883w4q	16	29	carbene	carbene	NOUN
47429883w4q	16	30	intermediate	intermediate	ADJ
47429883w4q	16	31	at	at	ADP
47429883w4q	16	32	elevated	elevated	ADJ
47429883w4q	16	33	temperatures	temperature	NOUN
47429883w4q	16	34	from	from	ADP
47429883w4q	16	35	metal	metal	NOUN
47429883w4q	16	36	-	-	PUNCT
47429883w4q	16	37	olefin	olefin	NOUN
47429883w4q	16	38	starting	start	VERB
47429883w4q	16	39	materials	material	NOUN
47429883w4q	16	40	is	be	AUX
47429883w4q	16	41	presented	present	VERB
47429883w4q	16	42	.	.	PUNCT