Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
dibutylsulfide (in CH2Cl2) | dichloromethane | N Param.: 11.86 sN Param.: 0.74 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
tetrahydrothiopyran (in CH2Cl2) | dichloromethane | N Param.: 11.94 sN Param.: 0.75 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
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 | |
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 | |
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 | |
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 | |
(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 | |
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 | |
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[...] |