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 | |
allyltriphenylsilane | dichloromethane | N Param.: -0.13 sN Param.: 1.21 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
methylenecyclohexane | dichloromethane | N Param.: 1.16 sN Param.: 1.04 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
2-chloropropene | dichloromethane | N Param.: -3.65 sN Param.: 1.97 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
1-hexene | dichloromethane | N Param.: -2.77 sN Param.: 1.41 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
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 | |
allylchlorodimethylsilane | dichloromethane | N Param.: -0.57 sN Param.: 1.06 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
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 | |
2,3,3-trimethyl-but-1-ene | dichloromethane | N Param.: 0.06 sN Param.: 1.07 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
2,3-dimethyl-but-1-ene | dichloromethane | N Param.: 0.65 sN Param.: 1.00 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
2,4,4-trimethyl-pent-1-ene | dichloromethane | N Param.: 0.79 sN Param.: 1.07 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
furan | dichloromethane | N Param.: 1.33 sN Param.: 1.29 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
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 | |
norbornene | dichloromethane | N Param.: -0.25 sN Param.: 1.09 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
1-methylcyclopentene | dichloromethane | N Param.: 1.18 sN Param.: 1.17 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
2-methyl-pent-1-ene | dichloromethane | N Param.: 0.84 sN Param.: 1.06 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
n-butyl vinyl ether | dichloromethane | N Param.: 3.76 sN Param.: 0.91 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
1-butoxy-1-(trimethylsiloxy)ethene | dichloromethane | N Param.: 10.21 sN Param.: 0.82 | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | |
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene | dichloromethane | N Param.: 10.32 sN Param.: 0.79 | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | |
1,1-bis(trimethylsiloxy)propene | dichloromethane | N Param.: 10.38 sN Param.: 0.87 | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | |
1-(triphenylsiloxy)cyclopentene | dichloromethane | N Param.: 5.76 sN Param.: 1.02 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
2,3-dihydrofuran | dichloromethane | N Param.: 4.37 sN Param.: 0.90 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
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[...] | |
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[...] |