N-Nucleophiles
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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-piperidine (in MeCN) |
MeCN | N Param.: 18.72 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 |
maleimide anion (in DMSO) |
DMSO | N Param.: 14.87 sN Param.: 0.76 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
trifluoroacetamide anion (in DMSO) |
DMSO | N Param.: 15.81 sN Param.: 0.64 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
N-methyl-trifluoroacetamide anion (in DMSO) |
DMSO | N Param.: 15.70 sN Param.: 0.71 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
4,4-dimethyl-glutarimide anion (in DMSO) |
DMSO | N Param.: 17.52 sN Param.: 0.63 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
diacetamide anion (in DMSO) |
DMSO | N Param.: 16.05 sN Param.: 0.70 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
cyanamide anion (in DMSO) |
DMSO | N Param.: 20.33 sN Param.: 0.64 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
p-toluenesulfonamide anion (in DMSO) |
DMSO | N Param.: 17.14 sN Param.: 0.60 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
methanesulfonamide anion (in DMSO) |
DMSO | N Param.: 18.61 sN Param.: 0.53 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
hydantoin anion (in DMSO) |
DMSO | N Param.: 17.52 sN Param.: 0.55 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
1,3-oxazolidin-2-one anion (in DMSO) |
DMSO | N Param.: 22.40 sN Param.: 0.59 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
(S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO) |
DMSO | N Param.: 22.67 sN Param.: 0.54 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
ethyl N-acetylcarbamate anion (in DMSO) |
DMSO | N Param.: 15.99 sN Param.: 0.70 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
2-pyridone anion (in DMSO) |
DMSO | N Param.: 19.91 sN Param.: 0.60 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
2-pyridone anion (in MeCN) |
MeCN | N Param.: 20.11 sN Param.: 0.57 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
2-pyridone anion (in water) |
water | N Param.: 12.47 sN Param.: 0.52 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
4-pyridone anion (in DMSO) |
DMSO | N Param.: 18.97 sN Param.: 0.62 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
4-pyridone anion (in MeCN) |
MeCN | N Param.: 20.22 sN Param.: 0.49 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
4-pyridone anion (in water) |
water | N Param.: 14.76 sN Param.: 0.48 | | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
saccharin anion (in MeCN) |
MeCN | N Param.: 10.78 sN Param.: 0.89 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
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 |
hydrazine (in MeCN) |
MeCN | N Param.: 16.45 sN Param.: 0.56 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
1,1-dimethylhydrazine (in MeCN) |
MeCN | N Param.: 11.72 sN Param.: 0.73 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
trimethylhydrazine (in MeCN) |
MeCN | N Param.: 12.43 sN Param.: 0.75 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
1,1-dimethylhydrazine (in MeCN) |
MeCN | N Param.: 22.41 sN Param.: 0.45 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
trimethylhydrazine (in MeCN) |
MeCN | N Param.: 17.75 sN Param.: 0.53 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
imidazole anion (in DMSO) |
DMSO | N Param.: 21.09 sN Param.: 0.51 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
2-methyl-imidazole anion (in DMSO) |
DMSO | N Param.: 21.03 sN Param.: 0.50 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
4-methyl-imidazole anion (in DMSO) |
DMSO | N Param.: 21.29 sN Param.: 0.51 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
2,4-dimethyl-imidazole anion (in DMSO) |
DMSO | N Param.: 20.69 sN Param.: 0.60 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
4-nitro-imidazole anion (in DMSO) |
DMSO | N Param.: 14.81 sN Param.: 0.71 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
2-formyl-imidazole anion (in DMSO) |
DMSO | N Param.: 16.06 sN Param.: 0.68 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |