C-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
2-(tris(pentafluorophenyl)siloxy)-propene	dichloromethane	N Param.: 0.58 s_N Param.: 0.91	Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706
1-(tris(pentafluorophenyl)siloxy)-cyclopentene	dichloromethane	N Param.: 1.38 s_N Param.: 0.93	Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706
anion of nitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 14.02 s_N Param.: 0.61	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of nitroethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 13.41 s_N Param.: 0.67	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of 2-nitropropane (in 91M9AN)	MeOH-MeCN mix	N Param.: 12.20 s_N Param.: 0.71	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of phenylnitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 12.51 s_N Param.: 0.67	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of p-tolylnitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 13.58 s_N Param.: 0.64	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of (4-nitrophenyl)nitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 14.05 s_N Param.: 0.72	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of (3-nitrophenyl)nitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 14.75 s_N Param.: 0.71	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of (4-cyanophenyl)nitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 13.92 s_N Param.: 0.74	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of ethyl cyanoacetate (in 91M9AN)	MeOH-MeCN mix	N Param.: 18.59 s_N Param.: 0.65	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of malononitrile (in 91M9AN)	MeOH-MeCN mix	N Param.: 18.21 s_N Param.: 0.69	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of dimethyl malonate (in 91M9AN)	MeOH-MeCN mix	N Param.: 18.24 s_N Param.: 0.64	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
2,5-dimethylpyrrole	MeCN	N Param.: 8.01 s_N Param.: 0.96	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
1,2,5-trimethylpyrrole	MeCN	N Param.: 8.69 s_N Param.: 1.07	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
2,4-dimethylpyrrole	MeCN	N Param.: 10.67 s_N Param.: 0.91	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
3-ethyl-2,4-dimethylpyrrole	MeCN	N Param.: 11.63 s_N Param.: 0.95	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
azulene	MeCN	N Param.: 6.66 s_N Param.: 1.02	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
6,6-dimethylfulvene	MeCN	N Param.: 3.93 s_N Param.: 0.88	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
6-(4-dimethylamino-phenyl)fulvene	MeCN	N Param.: 6.72 s_N Param.: 0.87	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
6-(julolidin-9-yl)fulvene	MeCN	N Param.: 7.79 s_N Param.: 1.06	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
2-PhCH(-)CO2Et (in DMSO)	DMSO	N Param.: 27.54 s_N Param.: 0.57	Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265
2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO)	DMSO	N Param.: 27.57 s_N Param.: 0.53	Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO)	DMSO	N Param.: 27.62 s_N Param.: 0.53	Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265
2-(4-CN-C6H4)CH(-)CO2Et (in DMSO)	DMSO	N Param.: 23.64 s_N Param.: 0.65	Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265
2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO)	DMSO	N Param.: 20.00 s_N Param.: 0.71	Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265
2-(pyrid-4-yl)CH(-)CO2Et (in DMSO)	DMSO	N Param.: 23.27 s_N Param.: 0.70	Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)	DMSO	N Param.: 19.58 s_N Param.: 0.73	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO)	DMSO	N Param.: 18.63 s_N Param.: 0.82	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO)	DMSO	N Param.: 18.32 s_N Param.: 0.84	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide	DMSO	N Param.: 19.53 s_N Param.: 0.83	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO)	DMSO	N Param.: 20.02 s_N Param.: 0.76	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO)	DMSO	N Param.: 20.60 s_N Param.: 0.63	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO)	DMSO	N Param.: 14.46 s_N Param.: 0.91	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO)	DMSO	N Param.: 17.00 s_N Param.: 0.74	Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107
anion of diethyl 2-(isopropyl)malonate (in DMSO)	DMSO	N Param.: 18.74 s_N Param.: 0.71	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of diethyl 2-butylmalonate (in DMSO)	DMSO	N Param.: 23.00 s_N Param.: 0.55	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of diethyl 2-cyclohexylmalonate (in DMSO)	DMSO	N Param.: 19.23 s_N Param.: 0.67	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of diethyl 2-phenylmalonate (in DMSO)	DMSO	N Param.: 15.93 s_N Param.: 0.99	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO)	DMSO	N Param.: 14.94 s_N Param.: 0.96	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of triethyl methanetricarboxylate (in DMSO)	DMSO	N Param.: 15.33 s_N Param.: 0.72	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of diethyl 2-(acetyl)malonate (in DMSO)	DMSO	N Param.: 13.83 s_N Param.: 0.84	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of diethyl 2-(benzoyl)malonate (in DMSO)	DMSO	N Param.: 13.63 s_N Param.: 0.80	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of 5-phenyl Meldrum's acid (in DMSO)	DMSO	N Param.: 11.54 s_N Param.: 0.95	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of 5-(p-anisyl) Meldrum's acid (in DMSO)	DMSO	N Param.: 12.35 s_N Param.: 0.90	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of diethyl 2-(p-anisyl)malonate (in DMSO)	DMSO	N Param.: 16.73 s_N Param.: 0.91	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of ethyl 2-cyano-2-phenylacetate (in DMSO)	DMSO	N Param.: 15.85 s_N Param.: 1.04	Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513
anion of 2-phenylmalononitrile (in DMSO)	DMSO	N Param.: 15.58 s_N Param.: 1.00	Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513
anion of 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO)	DMSO	N Param.: 15.97 s_N Param.: 0.72	Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO)	DMSO	N Param.: 15.07 s_N Param.: 0.79	Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO)	DMSO	N Param.: 14.99 s_N Param.: 0.83	Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513
3-diazoindolin-2-one	dichloromethane	N Param.: 3.16 s_N Param.: 1.03	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
2-diazoindan-1-one	dichloromethane	N Param.: 5.61 s_N Param.: 0.65	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
2-diazocyclohexanone	dichloromethane	N Param.: 3.44 s_N Param.: 0.83	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
2-diazo-1-tetralone	dichloromethane	N Param.: 3.51 s_N Param.: 0.86	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
2-diazoindandione	dichloromethane	N Param.: 0.16 s_N Param.: 0.86	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
2-diazo-1-benzosuberone	dichloromethane	N Param.: 2.72 s_N Param.: 0.96	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
2-diazobenzothiophen-3(2H)-one	dichloromethane	N Param.: 0.40 s_N Param.: 0.93	Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)	DMSO	N Param.: 21.16 s_N Param.: 0.59	Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)	DMSO	N Param.: 19.91 s_N Param.: 0.62	Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN)	MeCN	N Param.: 19.69 s_N Param.: 0.61	Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)	DMSO	N Param.: 20.76 s_N Param.: 0.60	Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)	DMSO	N Param.: 19.41 s_N Param.: 0.61	Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)	DMSO	N Param.: 19.36 s_N Param.: 0.68	Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373
(allyl)dicarbonyl(cyclopentadienyl)iron(II)	dichloromethane	N Param.: 6.78 s_N Param.: 0.95	Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137
(2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II)	dichloromethane	N Param.: 8.45 s_N Param.: 0.83	Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137
toluene	dichloromethane	N Param.: -4.36 s_N Param.: 1.77	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
m-xylene	dichloromethane	N Param.: -3.57 s_N Param.: 2.08	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(E)-propenylbenzene	dichloromethane	N Param.: -0.49 s_N Param.: 1.18	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
2-methylthiophene	dichloromethane	N Param.: 1.35 s_N Param.: 0.99	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
styrene	dichloromethane	N Param.: 0.78 s_N Param.: 0.95	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1,3-dimethoxybenzene	dichloromethane	N Param.: 2.48 s_N Param.: 1.09	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
allyltrimethylsilane	dichloromethane	N Param.: 1.68 s_N Param.: 1.00	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
allyltriphenylstannane	dichloromethane	N Param.: 3.09 s_N Param.: 0.90	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(2-methylallyl)trimethylsilane	dichloromethane	N Param.: 4.41 s_N Param.: 0.96	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
allyltributylstannane	dichloromethane	N Param.: 5.46 s_N Param.: 0.89	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(2-methylallyl)tributylstannane	dichloromethane	N Param.: 7.48 s_N Param.: 0.89	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
Danishefskys diene	dichloromethane	N Param.: 8.57 s_N Param.: 0.84	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran	dichloromethane	N Param.: 10.61 s_N Param.: 0.86	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
5-(trimethylsiloxy)-2,3-dihydrofuran	dichloromethane	N Param.: 12.56 s_N Param.: 0.70	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
methylenecyclopentane	dichloromethane	N Param.: 2.82 s_N Param.: 0.90	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2-methylfuran	dichloromethane	N Param.: 3.61 s_N Param.: 1.11	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
N-methylpyrrole	dichloromethane	N Param.: 5.85 s_N Param.: 1.03	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1-(trimethylsiloxy)cyclohexene	dichloromethane	N Param.: 5.21 s_N Param.: 1.00	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2-(trimethylsiloxy)propene	dichloromethane	N Param.: 5.41 s_N Param.: 0.91	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1-phenyl-1-(trimethylsiloxy)ethene	dichloromethane	N Param.: 6.22 s_N Param.: 0.96	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1-(trimethylsiloxy)cyclopentene	dichloromethane	N Param.: 6.57 s_N Param.: 0.93	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1-phenoxy-1-(trimethylsiloxy)ethene	dichloromethane	N Param.: 8.23 s_N Param.: 0.81	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1-(N-morpholino)cyclohexene	dichloromethane	N Param.: 11.40 s_N Param.: 0.83	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
1-(N-piperidino)cyclohexene	dichloromethane	N Param.: 13.36 s_N Param.: 0.81	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(Z)-but-2-ene	dichloromethane	N Param.: -2.44 s_N Param.: 1.09	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
allyltriphenylsilane	dichloromethane	N Param.: -0.13 s_N Param.: 1.21	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
3-methylanisole	dichloromethane	N Param.: 0.13 s_N Param.: 1.27	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(triisopropylsiloxy)ethene	dichloromethane	N Param.: 3.44 s_N Param.: 0.94	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(2-methylallyl)triphenylsilane	dichloromethane	N Param.: 4.17 s_N Param.: 0.79	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
2-(triisopropylsiloxy)propene	dichloromethane	N Param.: 5.38 s_N Param.: 0.85	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
methylenecyclohexane	dichloromethane	N Param.: 1.16 s_N Param.: 1.04	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
2-chloropropene	dichloromethane	N Param.: -3.65 s_N Param.: 1.97	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
1-hexene	dichloromethane	N Param.: -2.77 s_N Param.: 1.41	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
1-methylcyclohexene	dichloromethane	N Param.: 0.08 s_N Param.: 1.15	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y