Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
isopropanolate (in 91iPr9AN)![]() ![]() |
iPrOH-MeCN mix | N Param.: 17.71 sN Param.: 0.58 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
2-phenyl-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 9.72 sN Param.: 0.72 | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 | |
2-(p-anisyl)-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 10.01 sN Param.: 0.72 | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 | |
2-(p-tolyl)-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 10.14 sN Param.: 0.70 | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 | |
1-(trimethylsiloxy)cyclopentene (in MeCN)![]() ![]() |
MeCN | N Param.: 6.43 sN Param.: 0.89 | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 | |
DBU (in MeCN)![]() ![]() |
MeCN | N Param.: 15.29 sN Param.: 0.70 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
DBN (in MeCN)![]() ![]() |
MeCN | N Param.: 16.28 sN Param.: 0.67 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 9.25 sN Param.: 0.84 | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 7.74 sN Param.: 0.87 | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.06 sN Param.: 1.11 | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | |
(1-azidovinyl)benzene![]() ![]() |
dichloromethane | N Param.: 4.57 sN Param.: 0.94 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
1-(1-azidovinyl)-4-methylbenzene![]() ![]() |
dichloromethane | N Param.: 5.47 sN Param.: 0.87 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
1-(1-azidovinyl)-4-methoxybenzene![]() ![]() |
dichloromethane | N Param.: 6.08 sN Param.: 0.99 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
4-(1-azidovinyl)-1,1'-biphenyl![]() ![]() |
dichloromethane | N Param.: 5.17 sN Param.: 0.86 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
1-(1-azidovinyl)-4-(chloromethyl)benzene![]() ![]() |
dichloromethane | N Param.: 4.13 sN Param.: 0.96 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
1-(1-azidovinyl)-4-(trifluoromethyl)benzene![]() ![]() |
dichloromethane | N Param.: 3.10 sN Param.: 0.77 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
2-(1-azidovinyl)naphthalene![]() ![]() |
dichloromethane | N Param.: 5.39 sN Param.: 0.89 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
1-(1-azidovinyl)naphthalene![]() ![]() |
dichloromethane | N Param.: 3.17 sN Param.: 0.88 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
2-(1-azidovinyl)naphthalene (in Cyrene)![]() ![]() |
Cyrene (TM) | N Param.: 6.00 sN Param.: 0.90 | Chem. Commun. 2026, , in print 10.1039/d6cc00190d | |
phenylsilane![]() ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 0.71 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
triphenylsilane![]() ![]() |
dichloromethane | N Param.: 2.65 sN Param.: 0.72 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl(phenyl)silane![]() ![]() |
dichloromethane | N Param.: 3.55 sN Param.: 0.75 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tributylsilane![]() ![]() |
dichloromethane | N Param.: 3.99 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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-(triisopropylsilyl)pyrrole![]() ![]() |
dichloromethane | N Param.: 3.12 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
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 | |
triphenylphosphane![]() ![]() |
dichloromethane | N Param.: 14.33 sN Param.: 0.65 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
diazomethane![]() ![]() |
dichloromethane | N Param.: 10.48 sN Param.: 0.78 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
phenyldiazomethane![]() ![]() |
dichloromethane | N Param.: 9.35 sN Param.: 0.83 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
(trimethylsilyl)diazomethane![]() ![]() |
dichloromethane | N Param.: 8.97 sN Param.: 0.75 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diphenyldiazomethane![]() ![]() |
dichloromethane | N Param.: 5.29 sN Param.: 0.92 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
ethyl diazoacetate![]() ![]() |
dichloromethane | N Param.: 4.91 sN Param.: 0.95 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diazoacetone![]() ![]() |
dichloromethane | N Param.: 3.96 sN Param.: 0.91 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -0.35 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
tris(4-chlorophenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 12.58 sN Param.: 0.65 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tris(4-methylphenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 15.44 sN Param.: 0.64 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 |



















































