Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
m-xylene![]() ![]() |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
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 | |
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 | |
(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 | |
triphenylgermane![]() ![]() |
dichloromethane | N Param.: 3.99 sN Param.: 0.62 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
triphenylstannane![]() ![]() |
dichloromethane | N Param.: 5.64 sN Param.: 0.59 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
tributylgermane![]() ![]() |
dichloromethane | N Param.: 5.92 sN Param.: 0.73 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
borane-triethylamine-complex![]() ![]() |
dichloromethane | N Param.: 8.90 sN Param.: 0.75 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
tributylstannane![]() ![]() |
dichloromethane | N Param.: 9.96 sN Param.: 0.55 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
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 | |
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 | |
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 | |
1-ethinylcyclohexenyl-Co2(CO)6![]() ![]() |
dichloromethane | N Param.: -0.44 sN Param.: 1.06 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6![]() ![]() |
dichloromethane | N Param.: -1.11 sN Param.: 0.92 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
cyclohepta-1,3,5-trienyl-Fe(CO)3![]() ![]() |
dichloromethane | N Param.: 3.42 sN Param.: 0.94 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
3,3-dimethyl-2-(trimethylsiloxy)buten![]() ![]() |
dichloromethane | N Param.: 3.78 sN Param.: 0.79 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 9.00 sN Param.: 0.98 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methyl-1-(trimethylsiloxy)propen![]() ![]() |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
cycloheptatriene![]() ![]() |
dichloromethane | N Param.: 0.52 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
N-vinylcarbazole![]() ![]() |
dichloromethane | N Param.: 5.02 sN Param.: 0.94 | Macromolecules 2002, 35, 5454-5458 10.1021/ma020306l | |
1,4-cyclohexadiene![]() ![]() |
dichloromethane | N Param.: 0.09 sN Param.: 0.98 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
1,4-dihydronaphthalene![]() ![]() |
dichloromethane | N Param.: -0.07 sN Param.: 1.03 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
9,10-dihydroanthracene![]() ![]() |
dichloromethane | N Param.: -0.86 sN Param.: 0.92 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
(E,E)-2,5-heptadiene![]() ![]() |
dichloromethane | N Param.: -0.74 sN Param.: 0.99 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
3-propylcyclopentene![]() ![]() |
dichloromethane | N Param.: -0.88 sN Param.: 0.94 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
xanthene![]() ![]() |
dichloromethane | N Param.: 0.64 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
4-methyl-2,5-heptadiene![]() ![]() |
dichloromethane | N Param.: -0.73 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
3-methyl-1,4-pentadiene![]() ![]() |
dichloromethane | N Param.: -3.08 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
1,4-pentadiene![]() ![]() |
dichloromethane | N Param.: -2.99 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
p-cymene![]() ![]() |
dichloromethane | N Param.: -2.80 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
allylbenzene![]() ![]() |
dichloromethane | N Param.: -4.12 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
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[...] | |
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 | |
OH- (in 50/50 water/MeCN)![]() ![]() |
water-MeCN mix | N Param.: 10.19 sN Param.: 0.62 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
OH- (in water)![]() ![]() |
water | N Param.: 10.47 sN Param.: 0.61 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
semicarbazide (in water)![]() ![]() |
water | N Param.: 11.05 sN Param.: 0.52 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
hydroxylamine (in water)![]() ![]() |
water | N Param.: 11.41 sN Param.: 0.55 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
2,2,2-trifluoroethylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 12.15 sN Param.: 0.65 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
2,2,2-trifluoroethanolate (in water)![]() ![]() |
water | N Param.: 12.66 sN Param.: 0.59 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
n-propylamine (in water)![]() ![]() |
water | N Param.: 13.33 sN Param.: 0.56 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
ethyl glycinate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.30 sN Param.: 0.67 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
HOO- (in water)![]() ![]() |
water | N Param.: 15.40 sN Param.: 0.55 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
n-propylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.70 sN Param.: 0.64 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
SO3(2-) (in water)![]() ![]() |
water | N Param.: 16.83 sN Param.: 0.56 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
morpholine (in DMSO)![]() ![]() |
DMSO | N Param.: 16.96 sN Param.: 0.67 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
piperidine (in DMSO)![]() ![]() |
DMSO | N Param.: 17.19 sN Param.: 0.71 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
2-sulfidoacetate (in water)![]() ![]() |
water | N Param.: 22.62 sN Param.: 0.43 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |





































































































