C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
toluene   |
dichloromethane | N Param.: -4.36 sN Param.: 1.77 |
 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
m-xylene  |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(E)-propenylbenzene  |
dichloromethane | N Param.: -0.49 sN Param.: 1.18 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-methylthiophene  |
dichloromethane | N Param.: 1.35 sN Param.: 0.99 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
styrene  |
dichloromethane | N Param.: 0.78 sN Param.: 0.95 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1,3-dimethoxybenzene  |
dichloromethane | N Param.: 2.48 sN Param.: 1.09 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltrimethylsilane  |
dichloromethane | N Param.: 1.68 sN Param.: 1.00 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
allyltriphenylstannane  |
dichloromethane | N Param.: 3.09 sN Param.: 0.90 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)trimethylsilane  |
dichloromethane | N Param.: 4.41 sN Param.: 0.96 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltributylstannane  |
dichloromethane | N Param.: 5.46 sN Param.: 0.89 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)tributylstannane  |
dichloromethane | N Param.: 7.48 sN Param.: 0.89 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
Danishefskys diene  |
dichloromethane | N Param.: 8.57 sN 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 sN Param.: 0.86 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
5-(trimethylsiloxy)-2,3-dihydrofuran  |
dichloromethane | N Param.: 12.56 sN Param.: 0.70 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
methylenecyclopentane  |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylfuran  |
dichloromethane | N Param.: 3.61 sN Param.: 1.11 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
N-methylpyrrole  |
dichloromethane | N Param.: 5.85 sN Param.: 1.03 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclohexene  |
dichloromethane | N Param.: 5.21 sN Param.: 1.00 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)propene  |
dichloromethane | N Param.: 5.41 sN Param.: 0.91 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenyl-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 6.22 sN Param.: 0.96 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclopentene  |
dichloromethane | N Param.: 6.57 sN Param.: 0.93 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenoxy-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 8.23 sN Param.: 0.81 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-morpholino)cyclohexene  |
dichloromethane | N Param.: 11.40 sN Param.: 0.83 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-piperidino)cyclohexene  |
dichloromethane | N Param.: 13.36 sN Param.: 0.81 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(Z)-but-2-ene  |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltriphenylsilane  |
dichloromethane | N Param.: -0.13 sN Param.: 1.21 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
3-methylanisole  |
dichloromethane | N Param.: 0.13 sN Param.: 1.27 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
phenylacetylene  |
dichloromethane | N Param.: -0.04 sN Param.: 0.77 |
|
Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
(triisopropylsiloxy)ethene  |
dichloromethane | N Param.: 3.44 sN Param.: 0.94 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)triphenylsilane  |
dichloromethane | N Param.: 4.17 sN Param.: 0.79 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(triisopropylsiloxy)propene  |
dichloromethane | N Param.: 5.38 sN Param.: 0.85 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-pyrrolidino)cyclopentene  |
dichloromethane | N Param.: 15.91 sN Param.: 0.86 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(N-piperidino)cyclopentene  |
dichloromethane | N Param.: 15.06 sN Param.: 0.82 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(N-pyrrolidino)cyclohexene  |
dichloromethane | N Param.: 14.91 sN Param.: 0.86 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(N-morpholino)cyclopentene  |
dichloromethane | N Param.: 13.41 sN Param.: 0.82 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(phenylmethylamino)cyclopentene  |
dichloromethane | N Param.: 12.90 sN Param.: 0.79 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(phenylmethylamino)cyclohexene  |
dichloromethane | N Param.: 10.73 sN Param.: 0.81 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
morpholinoisobutylene  |
dichloromethane | N Param.: 10.04 sN Param.: 0.82 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
N-vinylcarbazole  |
dichloromethane | N Param.: 5.02 sN Param.: 0.94 |
|
Macromolecules 2002, 35, 5454-5458 10.1021/ma020306l |
N-(triisopropylsilyl)pyrrole  |
dichloromethane | N Param.: 3.12 sN Param.: 0.93 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
Indole  |
dichloromethane | N Param.: 5.55 sN Param.: 1.09 |
|
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
N-methylindole  |
dichloromethane | N Param.: 5.75 sN Param.: 1.23 |
|
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
1,2-dimethylindole  |
dichloromethane | N Param.: 6.54 sN Param.: 1.10 |
|
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
1-(1-cyclohexenyl)-4-methylpiperazine  |
dichloromethane | N Param.: 12.51 sN Param.: 0.80 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
(Z)-1-(N-morpholino)propene  |
dichloromethane | N Param.: 12.26 sN Param.: 0.80 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
(E)-1-(N-morpholino)propene  |
dichloromethane | N Param.: 12.06 sN 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 sN Param.: 0.80 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
(E)-beta-(N-morpholino)styrene  |
dichloromethane | N Param.: 10.76 sN Param.: 0.87 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
alpha-(N-morpholino)styrene  |
dichloromethane | N Param.: 9.96 sN Param.: 0.79 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
ethyl (E)-3-(dimethylamino)acrylate  |
dichloromethane | N Param.: 9.43 sN 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 sN Param.: 0.80 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
pyrrole  |
dichloromethane | N Param.: 4.63 sN Param.: 1.00 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
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[...] |
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 |
methylenecyclohexane  |
dichloromethane | N Param.: 1.16 sN Param.: 1.04 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
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 |
2-(bis(trimethylsiloxy)amino)propene  |
dichloromethane | N Param.: 4.76 sN Param.: 0.86 |
|
J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
(bis(trimethylsiloxy)amino)styrene  |
dichloromethane | N Param.: 4.80 sN Param.: 0.86 |
|
J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
2-(bis(tert-butyldimethylsiloxy)amino)propene  |
dichloromethane | N Param.: 4.23 sN Param.: 0.93 |
|
J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester  |
dichloromethane | N Param.: 3.84 sN Param.: 0.87 |
|
J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
propene  |
dichloromethane | N Param.: -2.41 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-chloropropene  |
dichloromethane | N Param.: -3.65 sN Param.: 1.97 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-hexene  |
dichloromethane | N Param.: -2.77 sN Param.: 1.41 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-methylcyclohexene  |
dichloromethane | N Param.: 0.08 sN Param.: 1.15 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-but-2-ene  |
dichloromethane | N Param.: 0.65 sN Param.: 1.17 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylpropene (isobutylene)  |
dichloromethane | N Param.: 1.11 sN Param.: 0.98 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methyl-4-vinyl-benzene  |
dichloromethane | N Param.: 1.70 sN Param.: 1.06 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-buta-1,3-diene (isoprene)  |
dichloromethane | N Param.: 1.10 sN Param.: 0.98 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allylchlorodimethylsilane  |
dichloromethane | N Param.: -0.57 sN Param.: 1.06 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
trimethyl(prenyl)silane  |
dichloromethane | N Param.: 0.90 sN Param.: 1.17 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)triphenylgermane  |
dichloromethane | N Param.: 4.67 sN Param.: 0.81 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
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 |
2,3,3-trimethyl-but-1-ene  |
dichloromethane | N Param.: 0.06 sN Param.: 1.07 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,3-dimethyl-but-1-ene  |
dichloromethane | N Param.: 0.65 sN Param.: 1.00 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,4,4-trimethyl-pent-1-ene  |
dichloromethane | N Param.: 0.79 sN Param.: 1.07 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
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 |