C-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
anion of (3-nitrophenyl)nitromethane (in water)	water	N Param.: 14.25 s_N Param.: 0.46	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in DMSO)	DMSO	N Param.: 18.06 s_N Param.: 0.71	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in water)	water	N Param.: 13.23 s_N Param.: 0.52	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in DMSO)	DMSO	N Param.: 16.96 s_N Param.: 0.73	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
1-(N-pyrrolidino)cyclopentene	dichloromethane	N Param.: 15.91 s_N Param.: 0.86	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-(N-piperidino)cyclopentene	dichloromethane	N Param.: 15.06 s_N Param.: 0.82	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-(N-pyrrolidino)cyclohexene	dichloromethane	N Param.: 14.91 s_N Param.: 0.86	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-(N-morpholino)cyclopentene	dichloromethane	N Param.: 13.41 s_N Param.: 0.82	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-(phenylmethylamino)cyclopentene	dichloromethane	N Param.: 12.90 s_N Param.: 0.79	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-(phenylmethylamino)cyclohexene	dichloromethane	N Param.: 10.73 s_N Param.: 0.81	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
morpholinoisobutylene	dichloromethane	N Param.: 10.04 s_N Param.: 0.82	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
N-(triisopropylsilyl)pyrrole	dichloromethane	N Param.: 3.12 s_N Param.: 0.93	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-(1-cyclohexenyl)-4-methylpiperazine	dichloromethane	N Param.: 12.51 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
(Z)-1-(N-morpholino)propene	dichloromethane	N Param.: 12.26 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
(E)-1-(N-morpholino)propene	dichloromethane	N Param.: 12.06 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-methyl-4-(N-morpholino)tetrahydropyridine	dichloromethane	N Param.: 12.03 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
(E)-beta-(N-morpholino)styrene	dichloromethane	N Param.: 10.76 s_N Param.: 0.87	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
alpha-(N-morpholino)styrene	dichloromethane	N Param.: 9.96 s_N Param.: 0.79	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
ethyl (E)-3-(dimethylamino)acrylate	dichloromethane	N Param.: 9.43 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
ethyl (E)-3-(N-morpholino)acrylate	dichloromethane	N Param.: 8.52 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
pyrrole	dichloromethane	N Param.: 4.63 s_N Param.: 1.00	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
methylenecyclopropane	dichloromethane	N Param.: -0.47 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclobutane	dichloromethane	N Param.: 1.65 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecycloheptane	dichloromethane	N Param.: 2.24 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclooctane	dichloromethane	N Param.: 3.16 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclononane	dichloromethane	N Param.: 2.57 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclodecane	dichloromethane	N Param.: 2.82 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecycloundecane	dichloromethane	N Param.: 2.33 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclododecane	dichloromethane	N Param.: 1.52 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclopentadecane	dichloromethane	N Param.: 1.69 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
propene	dichloromethane	N Param.: -2.41 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyl-tert.butyl-dimethylsilane	dichloromethane	N Param.: 1.80 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltriethylsilane	dichloromethane	N Param.: 1.93 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltriisopropylsilane	dichloromethane	N Param.: 2.04 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltri-n-butylsilane	dichloromethane	N Param.: 2.09 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltrihexylsilane	dichloromethane	N Param.: 2.11 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(Z)-but-2-enyltrimethylsilane	dichloromethane	N Param.: 1.69 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(E)-but-2-enyltrimethylsilane	dichloromethane	N Param.: 1.94 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(2,3-dimethylbut-2-enyl)triethylsilane	dichloromethane	N Param.: 3.15 s_N Param.: 1.15	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-methyl-but-1-ene	dichloromethane	N Param.: 1.00 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,4-dimethyl-penta-1,4-diene	dichloromethane	N Param.: 0.54 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,5-dimethyl-hexa-1,5-diene	dichloromethane	N Param.: 1.14 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,6-dimethyl-hepta-1,6-diene	dichloromethane	N Param.: 1.69 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,7-dimethylocta-1,7-diene	dichloromethane	N Param.: 1.58 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(trimethylsilyl)furan	dichloromethane	N Param.: 2.16 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(triethylsilyl)furan	dichloromethane	N Param.: 2.20 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(tributylsilyl)furan	dichloromethane	N Param.: 2.37 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
thiophene	dichloromethane	N Param.: -1.01 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(trimethylsilyl)thiophene	dichloromethane	N Param.: -0.80 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(tributylstannyl)furan	dichloromethane	N Param.: 3.63 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(tributylstannyl)thiophene	dichloromethane	N Param.: 1.53 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
buta-1,3-diene	dichloromethane	N Param.: -0.87 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(Z)-penta-1,3-diene	dichloromethane	N Param.: 0.66 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(E,E)-hexa-2,4-diene	dichloromethane	N Param.: 1.17 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,3-dimethyl-buta-1,3-diene	dichloromethane	N Param.: 1.17 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(E)-penta-1,3-diene	dichloromethane	N Param.: 1.49 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
4-methyl-penta-1,3-diene	dichloromethane	N Param.: 2.60 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(E)-2-methyl-penta-1,3-diene	dichloromethane	N Param.: 3.09 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3)	dichloromethane	N Param.: -0.76 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6	dichloromethane	N Param.: 1.33 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
diazomethane	dichloromethane	N Param.: 10.48 s_N Param.: 0.78	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
phenyldiazomethane	dichloromethane	N Param.: 9.35 s_N Param.: 0.83	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
(trimethylsilyl)diazomethane	dichloromethane	N Param.: 8.97 s_N Param.: 0.75	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
diphenyldiazomethane	dichloromethane	N Param.: 5.29 s_N Param.: 0.92	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
ethyl diazoacetate	dichloromethane	N Param.: 4.91 s_N Param.: 0.95	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
diazoacetone	dichloromethane	N Param.: 3.96 s_N Param.: 0.91	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
diethyl diazomalonate	dichloromethane	N Param.: -0.35 s_N Param.: 0.93	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
anion of nitroethane (in DMSO)	DMSO	N Param.: 21.54 s_N Param.: 0.62	J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182
cyclohexa-1,3-diene	dichloromethane	N Param.: 0.67 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
cyclohepta-1,3-diene	dichloromethane	N Param.: 0.06 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
cycloocta-1,3-diene	dichloromethane	N Param.: -0.50 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
cyclopentadiene	dichloromethane	N Param.: 2.30 s_N Param.: 1.06	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(Z)-1-(triisopropylsiloxy)propen	dichloromethane	N Param.: 3.87 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1,2-bis(trimethylsiloxy)cyclohexene	dichloromethane	N Param.: 4.46 s_N Param.: 1.15	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(trimethylsiloxy)buta-1,3-diene	dichloromethane	N Param.: 4.83 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-(trimethylsiloxy)buta-1,3-diene	dichloromethane	N Param.: 4.60 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-(trimethylsiloxy)cycloheptene	dichloromethane	N Param.: 6.62 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-(trimethylsiloxy)cyclooctene	dichloromethane	N Param.: 6.77 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
Z-3-(trimethylsiloxy)pent-2-ene	dichloromethane	N Param.: 5.58 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(trimethylsiloxy)furan	dichloromethane	N Param.: 7.22 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
3-(trimethylsilyl)cyclopentene	dichloromethane	N Param.: 1.77 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
3-(trihexylsilyl)cyclopentene	dichloromethane	N Param.: 1.98 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(2-methylallyl)trichlorosilane	dichloromethane	N Param.: -0.57 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltriphenylgermane	dichloromethane	N Param.: 1.20 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
prenyl-tributylstannane	dichloromethane	N Param.: 4.74 s_N Param.: 1.15	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(2-methylallyl)triphenylstannane	dichloromethane	N Param.: 5.13 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
tetramethylethylene	dichloromethane	N Param.: -1.00 s_N Param.: 1.40	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(2-methylallyl)benzene	dichloromethane	N Param.: 0.25 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
alpha-methylstyrene	dichloromethane	N Param.: 2.35 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-cyclopropylpropene	dichloromethane	N Param.: 2.60 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(Z)-phenylpropene	dichloromethane	N Param.: -1.07 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
cyclopentene	dichloromethane	N Param.: -1.55 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(1S)-(-)-alpha-pinene	dichloromethane	N Param.: 0.68 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(E)-but-2-ene	dichloromethane	N Param.: -2.45 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
ethyl-vinylether	dichloromethane	N Param.: 3.92 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
isobutylenyl-ethylether	dichloromethane	N Param.: 4.23 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
anion of Meldrum's acid (in water)	water	N Param.: 12.06 s_N Param.: 0.66	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of dimedone (in water)	water	N Param.: 11.77 s_N Param.: 0.63	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of acetylacetone (in water)	water	N Param.: 13.73 s_N Param.: 0.64	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of ethyl acetylacetate (in water)	water	N Param.: 15.99 s_N Param.: 0.62	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e