Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 | |
tris(4-methoxyphenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 16.17 sN Param.: 0.62 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tris(4-dimethylaminophenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 18.39 sN Param.: 0.64 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
triisopropylphosphane![]() ![]() |
dichloromethane | N Param.: 13.37 sN Param.: 0.70 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tricyclohexylphosphane![]() ![]() |
dichloromethane | N Param.: 14.64 sN Param.: 0.68 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tri-n-butylphosphane![]() ![]() |
dichloromethane | N Param.: 15.49 sN Param.: 0.69 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
triphenyl phosphite![]() ![]() |
dichloromethane | N Param.: 5.51 sN Param.: 0.76 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
tributyl phosphite![]() ![]() |
dichloromethane | N Param.: 10.36 sN Param.: 0.70 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
4-chloropyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 11.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-chloropyridine (in H2O)![]() ![]() |
water | N Param.: 10.50 sN Param.: 0.73 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
pyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.90 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
pyridine (in H2O)![]() ![]() |
water | N Param.: 11.05 sN Param.: 0.73 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methylpyridine (in H2O)![]() ![]() |
water | N Param.: 11.10 sN Param.: 0.75 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methoxypyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methoxypyridine (in H2O)![]() ![]() |
water | N Param.: 11.44 sN Param.: 0.68 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-aminopyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.20 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-aminopyridine (in H2O)![]() ![]() |
water | N Param.: 12.19 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.80 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in H2O)![]() ![]() |
water | N Param.: 13.19 sN Param.: 0.56 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.20 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 14.80 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in DMF)![]() ![]() |
DMF | N Param.: 14.90 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-pyrrolidinopyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.90 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-pyrrolidinopyridine (in H2O)![]() ![]() |
water | N Param.: 12.39 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
cyanate (in MeCN)![]() ![]() |
MeCN | N Param.: 13.60 sN Param.: 0.84 | Chem. Eur. J. 2008, 14, 3866-3868 10.1002/chem.200800314 | |
Me2S=CH-CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 15.85 sN Param.: 0.61 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
Me2S=CH-CN (in DMSO)![]() ![]() |
DMSO | N Param.: 16.23 sN Param.: 0.60 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
MeSO2-CH-CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 18.00 sN Param.: 0.66 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
MeSO-CH-CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 20.61 sN Param.: 0.64 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.09 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-methyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.03 sN Param.: 0.50 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-methyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.29 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2,4-dimethyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 20.69 sN Param.: 0.60 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-nitro-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.81 sN Param.: 0.71 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-formyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.06 sN Param.: 0.68 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-formyl-imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.40 sN Param.: 0.67 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
benzimidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 19.13 sN Param.: 0.55 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
benzotriazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.29 sN Param.: 0.65 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
purine anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.03 sN Param.: 0.77 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
theophylline anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.78 sN Param.: 0.71 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
adenine anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.00 sN Param.: 0.55 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
uracil anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.04 sN Param.: 0.63 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
thymine anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.63 sN Param.: 0.62 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
1-methyl uracil anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.36 sN Param.: 0.69 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-nitro-imidazole anion (in water)![]() ![]() |
water | N Param.: 11.37 sN Param.: 0.53 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-formyl-imidazole anion (in water)![]() ![]() |
water | N Param.: 11.07 sN Param.: 0.50 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
benzotriazole anion (in water)![]() ![]() |
water | N Param.: 11.52 sN Param.: 0.67 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
purine anion (in water)![]() ![]() |
water | N Param.: 11.00 sN Param.: 0.54 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
theophylline anion (in water)![]() ![]() |
water | N Param.: 10.06 sN Param.: 0.71 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
adenine anion (in water)![]() ![]() |
water | N Param.: 10.93 sN Param.: 0.62 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
guanine anion (in water)![]() ![]() |
water | N Param.: 11.63 sN Param.: 0.59 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
9-methyl guanine anion (in water)![]() ![]() |
water | N Param.: 10.77 sN Param.: 0.65 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
guanosine anion (in water)![]() ![]() |
water | N Param.: 12.09 sN Param.: 0.52 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
uracil anion (in water)![]() ![]() |
water | N Param.: 10.75 sN Param.: 0.53 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
thymine anion (in water)![]() ![]() |
water | N Param.: 11.17 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
1-methyl uracil anion (in water)![]() ![]() |
water | N Param.: 8.54 sN Param.: 0.77 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
N-(1-phenylvinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.73 sN Param.: 0.97 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-(p-tolyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 6.57 sN Param.: 0.91 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-(4-methoxyphenyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 7.06 sN Param.: 0.85 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-(4-chlorophenyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.60 sN Param.: 1.00 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
benzyl (1-phenylvinyl)carbamate![]() ![]() |
MeCN | N Param.: 6.21 sN Param.: 0.87 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-phenylvinyl)benzamide![]() ![]() |
MeCN | N Param.: 5.44 sN Param.: 1.00 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-(naphthalen-2-yl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 6.28 sN Param.: 0.95 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(3,4-dihydronaphthalen-1-yl)acetamide![]() ![]() |
MeCN | N Param.: 4.91 sN Param.: 0.87 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(cyclohex-1-en-1-yl)acetamide![]() ![]() |
MeCN | N Param.: 5.64 sN Param.: 0.79 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(cyclopent-1-en-1-yl)acetamide![]() ![]() |
MeCN | N Param.: 7.06 sN Param.: 0.87 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(3,3-dimethylbut-1-en-2-yl)acetamide![]() ![]() |
MeCN | N Param.: 4.61 sN Param.: 0.98 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
(E)-1-styrylpyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.87 sN Param.: 0.76 | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 | |
trimethylsilane![]() ![]() |
dichloromethane | N Param.: 3.15 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
ethyldimethylsilane![]() ![]() |
dichloromethane | N Param.: 3.30 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
diethyl(methyl)silane![]() ![]() |
dichloromethane | N Param.: 3.40 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl(p-tolyl)silane![]() ![]() |
dichloromethane | N Param.: 3.83 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
(4-methoxyphenyl)dimethylsilane![]() ![]() |
dichloromethane | N Param.: 4.23 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
(4-chlorophenyl)dimethylsilane![]() ![]() |
dichloromethane | N Param.: 3.05 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
methyldiphenylsilane![]() ![]() |
dichloromethane | N Param.: 2.72 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
methyl(phenyl)silane![]() ![]() |
dichloromethane | N Param.: 2.13 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
diphenylsilane![]() ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tripropylsilane![]() ![]() |
dichloromethane | N Param.: 3.67 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
triisopropylsilane![]() ![]() |
dichloromethane | N Param.: 2.93 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |





































































































