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 |
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 |
triethylsilane  |
dichloromethane | N Param.: 3.58 sN Param.: 0.70 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
triphenylgermane  |
dichloromethane | N Param.: 3.99 sN Param.: 0.62 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
tributylsilane  |
dichloromethane | N Param.: 3.99 sN Param.: 0.73 |
|
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
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 |
cycloheptatriene  |
dichloromethane | N Param.: 0.52 sN Param.: 0.97 |
|
J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
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 |
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 |
pyrrole  |
dichloromethane | N Param.: 4.63 sN Param.: 1.00 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
H2O (in water)  |
water | N Param.: 5.20 sN Param.: 0.89 |
|
J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
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 |
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[...] |
triphenylphosphane  |
dichloromethane | N Param.: 14.33 sN Param.: 0.65 |
|
Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 |
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 |