Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 |
|
5-amino-indole ![]() |
MeCN | N Param.: 7.22 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
5-hydroxy-indole ![]() |
MeCN | N Param.: 6.44 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
5-methyl-indole ![]() |
MeCN | N Param.: 6.00 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
5-chloro-indole ![]() |
MeCN | N Param.: 4.42 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
5-bromo-indole ![]() |
MeCN | N Param.: 4.38 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
5-cyano-indole ![]() |
MeCN | N Param.: 2.83 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
1H-indole-5-carboxylic acid ![]() |
MeCN | N Param.: 3.97 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
5-methoxy-2-methylindole ![]() |
MeCN | N Param.: 7.26 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
2,5-dimethylindole ![]() |
MeCN | N Param.: 7.22 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
2-methylindole ![]() |
MeCN | N Param.: 6.91 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
5-chloro-2-methylindole ![]() |
MeCN | N Param.: 6.08 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
4-methoxy-indole ![]() |
MeCN | N Param.: 5.41 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
7-azaindole ![]() |
MeCN | N Param.: 3.87 sN Param.: 1.10 |
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
|
anisole ![]() |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
5-methoxy-benzimidazole (in DMSO) ![]() |
DMSO | N Param.: 11.00 sN Param.: 0.71 |
Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
|
benzotriazole (in MeCN) ![]() |
MeCN | N Param.: 7.69 sN Param.: 0.76 |
Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
|
1-methyl-benzotriazole (in MeCN) ![]() |
MeCN | N Param.: 7.77 sN Param.: 0.76 |
Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
|
triethylamine (in MeCN) ![]() |
MeCN | N Param.: 17.10 sN Param.: 0.52 |
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
|
triethylamine (in CH2Cl2) ![]() |
dichloromethane | N Param.: 17.30 sN Param.: 0.52 |
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
|
N-methyl-pyrrolidine (in CH2Cl2) ![]() |
dichloromethane | N Param.: 20.60 sN Param.: 0.52 |
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
|
N-methyl-piperidine (in CH2Cl2) ![]() |
dichloromethane | N Param.: 18.90 sN Param.: 0.52 |
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
|
N-methyl-morpholine (in MeCN) ![]() |
MeCN | N Param.: 16.80 sN Param.: 0.52 |
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
|
N-methyl-morpholine (in CH2Cl2) ![]() |
dichloromethane | N Param.: 16.50 sN Param.: 0.52 |
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
|
N-(1-phenylvinyl)benzamide ![]() |
MeCN | N Param.: 5.44 sN Param.: 1.00 |
Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
|
fluoride (in 80% aq EtOH) ![]() |
water-EtOH mix | N Param.: 13.20 sN Param.: 0.53 |
J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
|
fluoride (in water) ![]() |
water | N Param.: 7.70 sN Param.: 0.66 |
J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z |
|
2-(triphenylsiloxy)propene ![]() |
dichloromethane | N Param.: 4.46 sN Param.: 0.90 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
3-methyl-2-(trimethylsiloxy)but-1-ene ![]() |
dichloromethane | N Param.: 5.41 sN Param.: 0.90 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
2-(tert.butyldimethylsiloxy)propene ![]() |
dichloromethane | N Param.: 5.58 sN Param.: 0.90 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
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 |
|
trihexylsilane ![]() |
dichloromethane | N Param.: 3.89 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
dihexylsilane ![]() |
dichloromethane | N Param.: 2.27 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
hexylsilane ![]() |
dichloromethane | N Param.: 0.19 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
(chloromethyl)dimethylsilane ![]() |
dichloromethane | N Param.: 0.80 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
benzyldimethylsilane ![]() |
dichloromethane | N Param.: 2.78 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
chlorodimethylsilane ![]() |
dichloromethane | N Param.: 0.79 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
1,1,1,3,3-pentamethyldisiloxane ![]() |
dichloromethane | N Param.: 3.12 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |

