N-Nucleophiles
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
dimethylamine (in MeCN)  |
MeCN | N Param.: 17.96 sN Param.: 0.63 |  | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
trimethylamine (in MeCN) |
MeCN | N Param.: 23.05 sN Param.: 0.45 | | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
2-Me super-dmap (in MeCN) |
MeCN | N Param.: 16.65 sN Param.: 0.58 | | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-Et super-dmap (in MeCN) |
MeCN | N Param.: 16.81 sN Param.: 0.60 | | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-Bn super-dmap (in MeCN) |
MeCN | N Param.: 17.69 sN Param.: 0.57 | | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-Ac super-dmap (in MeCN) |
MeCN | N Param.: 15.39 sN Param.: 0.60 | | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
2-Bz super-dmap (in MeCN) |
MeCN | N Param.: 14.19 sN Param.: 0.67 | | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 |
3,5,6,7-tetrahydro-2H-imidazo[2,1-b][1,3]thiazine |
dichloromethane | N Param.: 13.00 sN Param.: 0.83 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
2,3,5,6-tetrahydroimidazo[2,1-b]thiazole |
dichloromethane | N Param.: 12.98 sN Param.: 0.81 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole |
dichloromethane | N Param.: 13.42 sN Param.: 0.73 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
2,3,4,6,7,8-hexahydropyrimido[2,1-b][1,3]thiazine |
dichloromethane | N Param.: 14.10 sN Param.: 0.82 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
THTP (3,5,6,7-tetrahydro-2H-thiazolo[3,2-a]pyrimidine) |
dichloromethane | N Param.: 14.45 sN Param.: 0.78 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
DHPB (3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine) |
dichloromethane | N Param.: 13.86 sN Param.: 0.78 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(S)-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine |
dichloromethane | N Param.: 13.45 sN Param.: 0.72 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(2S,3S)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine |
dichloromethane | N Param.: 14.96 sN Param.: 0.64 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(R)-2-benzhydryl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine |
dichloromethane | N Param.: 15.30 sN Param.: 0.55 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(R)-2-isopropyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine |
dichloromethane | N Param.: 16.50 sN Param.: 0.48 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(R)-2-(tert-butyl)-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine |
dichloromethane | N Param.: 12.95 sN Param.: 0.58 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
4-(dimethylamino)pyridine (in THF) |
THF | N Param.: 15.90 sN Param.: 0.66 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
DBU (in THF) |
THF | N Param.: 16.12 sN Param.: 0.67 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
imidazole (in MeCN) |
MeCN | N Param.: 11.47 sN Param.: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
imidazole (in DMSO) |
DMSO | N Param.: 11.58 sN Param.: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
imidazole (in water) |
water | N Param.: 9.63 sN Param.: 0.57 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-methyl-imidazole (in MeCN) |
MeCN | N Param.: 11.90 sN Param.: 0.73 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-methyl-imidazole (in water) |
water | N Param.: 9.91 sN Param.: 0.55 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-phenyl-imidazole (in MeCN) |
MeCN | N Param.: 11.31 sN Param.: 0.67 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2-methyl-imidazole (in MeCN) |
MeCN | N Param.: 11.74 sN Param.: 0.76 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2-methyl-imidazole (in water) |
water | N Param.: 9.45 sN Param.: 0.54 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
4-methyl-imidazole (in MeCN) |
MeCN | N Param.: 11.79 sN Param.: 0.77 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2,4-dimethyl-imidazole (in MeCN) |
MeCN | N Param.: 11.51 sN Param.: 0.84 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-(trimethylsilyl)-imidazole (in MeCN) |
MeCN | N Param.: 11.43 sN Param.: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
benzimidazole (in DMSO) |
DMSO | N Param.: 10.50 sN Param.: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-methyl-benzimidazole (in MeCN) |
MeCN | N Param.: 10.37 sN Param.: 0.82 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2-methyl-benzimidazole (in DMSO) |
DMSO | N Param.: 10.02 sN Param.: 0.85 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
5-methyl-benzimidazole (in DMSO) |
DMSO | N Param.: 10.69 sN Param.: 0.79 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2,5-dimethyl-benzimidazole (in DMSO) |
DMSO | N Param.: 10.21 sN Param.: 0.85 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
5,6-dimethyl-benzimidazole (in DMSO) |
DMSO | N Param.: 11.08 sN Param.: 0.71 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
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 MeCN) |
MeCN | N Param.: 20.59 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 MeCN) |
MeCN | N Param.: 18.72 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 |
phthalimide anion (in DMSO) |
DMSO | N Param.: 15.52 sN Param.: 0.67 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
succinimide anion (in DMSO) |
DMSO | N Param.: 16.03 sN Param.: 0.66 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |