C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclobutane![]() ![]() |
dichloromethane | N Param.: 1.65 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecycloheptane![]() ![]() |
dichloromethane | N Param.: 2.24 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclooctane![]() ![]() |
dichloromethane | N Param.: 3.16 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclononane![]() ![]() |
dichloromethane | N Param.: 2.57 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclodecane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecycloundecane![]() ![]() |
dichloromethane | N Param.: 2.33 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclododecane![]() ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclopentadecane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
propene![]() ![]() |
dichloromethane | N Param.: -2.41 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
allyl-tert.butyl-dimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.80 sN Param.: 0.95 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
allyltriethylsilane![]() ![]() |
dichloromethane | N Param.: 1.93 sN Param.: 0.95 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
allyltriisopropylsilane![]() ![]() |
dichloromethane | N Param.: 2.04 sN Param.: 0.95 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
allyltri-n-butylsilane![]() ![]() |
dichloromethane | N Param.: 2.09 sN Param.: 0.95 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
allyltrihexylsilane![]() ![]() |
dichloromethane | N Param.: 2.11 sN Param.: 0.95 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-but-2-enyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E)-but-2-enyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.94 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2,3-dimethylbut-2-enyl)triethylsilane![]() ![]() |
dichloromethane | N Param.: 3.15 sN Param.: 1.15 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-methyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 1.00 sN 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 sN 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 sN 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 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2,7-dimethylocta-1,7-diene![]() ![]() |
dichloromethane | N Param.: 1.58 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsilyl)furan![]() ![]() |
dichloromethane | N Param.: 2.16 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(triethylsilyl)furan![]() ![]() |
dichloromethane | N Param.: 2.20 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tributylsilyl)furan![]() ![]() |
dichloromethane | N Param.: 2.37 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
thiophene![]() ![]() |
dichloromethane | N Param.: -1.01 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsilyl)thiophene![]() ![]() |
dichloromethane | N Param.: -0.80 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tributylstannyl)furan![]() ![]() |
dichloromethane | N Param.: 3.63 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tributylstannyl)thiophene![]() ![]() |
dichloromethane | N Param.: 1.53 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: -0.87 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-penta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 0.66 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E,E)-hexa-2,4-diene![]() ![]() |
dichloromethane | N Param.: 1.17 sN 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 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E)-penta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 1.49 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
4-methyl-penta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 2.60 sN 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 sN 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 sN 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 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclohexa-1,3-diene![]() ![]() |
dichloromethane | N Param.: 0.67 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclohepta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cycloocta-1,3-diene![]() ![]() |
dichloromethane | N Param.: -0.50 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclopentadiene![]() ![]() |
dichloromethane | N Param.: 2.30 sN Param.: 1.06 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-1-(triisopropylsiloxy)propen![]() ![]() |
dichloromethane | N Param.: 3.87 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,2-bis(trimethylsiloxy)cyclohexene![]() ![]() |
dichloromethane | N Param.: 4.46 sN Param.: 1.15 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsiloxy)buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 4.83 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 4.60 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cycloheptene![]() ![]() |
dichloromethane | N Param.: 6.62 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cyclooctene![]() ![]() |
dichloromethane | N Param.: 6.77 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
Z-3-(trimethylsiloxy)pent-2-ene![]() ![]() |
dichloromethane | N Param.: 5.58 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsiloxy)furan![]() ![]() |
dichloromethane | N Param.: 7.22 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3-(trimethylsilyl)cyclopentene![]() ![]() |
dichloromethane | N Param.: 1.77 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3-(trihexylsilyl)cyclopentene![]() ![]() |
dichloromethane | N Param.: 1.98 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2-methylallyl)trichlorosilane![]() ![]() |
dichloromethane | N Param.: -0.57 sN Param.: 0.95 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
allyltriphenylgermane![]() ![]() |
dichloromethane | N Param.: 1.20 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
prenyl-tributylstannane![]() ![]() |
dichloromethane | N Param.: 4.74 sN Param.: 1.15 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2-methylallyl)triphenylstannane![]() ![]() |
dichloromethane | N Param.: 5.13 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
tetramethylethylene![]() ![]() |
dichloromethane | N Param.: -1.00 sN Param.: 1.40 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2-methylallyl)benzene![]() ![]() |
dichloromethane | N Param.: 0.25 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
alpha-methylstyrene![]() ![]() |
dichloromethane | N Param.: 2.35 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-cyclopropylpropene![]() ![]() |
dichloromethane | N Param.: 2.60 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-phenylpropene![]() ![]() |
dichloromethane | N Param.: -1.07 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclopentene![]() ![]() |
dichloromethane | N Param.: -1.55 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(1S)-(-)-alpha-pinene![]() ![]() |
dichloromethane | N Param.: 0.68 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E)-but-2-ene![]() ![]() |
dichloromethane | N Param.: -2.45 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
ethyl-vinylether![]() ![]() |
dichloromethane | N Param.: 3.92 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
isobutylenyl-ethylether![]() ![]() |
dichloromethane | N Param.: 4.23 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
anisole![]() ![]() |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(triphenylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 4.46 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3-methyl-2-(trimethylsiloxy)but-1-ene![]() ![]() |
dichloromethane | N Param.: 5.41 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tert.butyldimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 5.58 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
phenylacetylene![]() ![]() |
dichloromethane | N Param.: -0.04 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
anion of Meldrums acid (in DMSO)![]() ![]() |
DMSO | N Param.: 13.91 sN Param.: 0.86 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of dimedone (in DMSO)![]() ![]() |
DMSO | N Param.: 16.27 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of acetylacetone (in DMSO)![]() ![]() |
DMSO | N Param.: 17.64 sN Param.: 0.73 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl acetylacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.82 sN Param.: 0.69 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of malononitrile (in DMSO)![]() ![]() |
DMSO | N Param.: 19.36 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl cyanoacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.62 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of diethyl malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.22 sN Param.: 0.65 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
cyanide (in MeCN)![]() ![]() |
MeCN | N Param.: 16.27 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 |
tert-butyl isocyanide![]() ![]() |
dichloromethane | N Param.: 5.47 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
benzyl isocyanide![]() ![]() |
dichloromethane | N Param.: 4.90 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
2,6-dimethylphenyl isocyanide![]() ![]() |
dichloromethane | N Param.: 4.59 sN Param.: 0.87 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
p-tosylmethyl isocyanide (TosMIC)![]() ![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
4-cyanophenyl isocyanide![]() ![]() |
dichloromethane | N Param.: 3.57 sN Param.: 0.72 | ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
(4-Br-C6H4)-(CO)-CH=SMe2![]() ![]() |
dichloromethane | N Param.: 11.95 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 |
(cyclohexen-1-yl)prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.86 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
1-(N-pyrrolidino)cyclohexene (in MeCN)![]() ![]() |
MeCN | N Param.: 16.42 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
methyl (cyclohexen-1-yl)prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 14.96 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF) ![]() ![]() |
THF | N Param.: 21.72 sN Param.: 0.45 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)![]() ![]() |
THF | N Param.: 23.35 sN Param.: 0.40 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)![]() ![]() |
THF | N Param.: 14.07 sN Param.: 0.84 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine![]() ![]() |
MeCN | N Param.: 10.56 sN Param.: 1.01 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one![]() ![]() |
MeCN | N Param.: 7.20 sN Param.: 1.14 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one![]() ![]() |
MeCN | N Param.: 7.92 sN Param.: 1.07 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one![]() ![]() |
MeCN | N Param.: 5.80 sN Param.: 0.87 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
MeO-Breslow 1a![]() ![]() |
THF | N Param.: 14.77 sN Param.: 0.80 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1b![]() ![]() |
THF | N Param.: 10.45 sN Param.: 0.81 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1c![]() ![]() |
THF | N Param.: 16.61 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1e![]() ![]() |
THF | N Param.: 15.65 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |