Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 | |
Me2S=CH-CO2Et (in DMSO) | DMSO | N Param.: 15.85 sN Param.: 0.61 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
Me2S=CH-CN (in DMSO) | DMSO | N Param.: 16.23 sN Param.: 0.60 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
MeSO2-CH-CO2Et (in DMSO) | DMSO | N Param.: 18.00 sN Param.: 0.66 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
MeSO-CH-CO2Et (in DMSO) | DMSO | N Param.: 20.61 sN Param.: 0.64 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
(cyclohexen-1-yl)prolinate (in MeCN) | MeCN | N Param.: 18.86 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | |
1-(N-pyrrolidino)cyclohexene (in MeCN) | MeCN | N Param.: 16.42 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | |
methyl (cyclohexen-1-yl)prolinate (in MeCN) | MeCN | N Param.: 14.96 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | |
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 | |
(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Param.: 13.78 sN Param.: 0.72 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
(C6H5)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Param.: 13.95 sN Param.: 0.69 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
(4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Param.: 14.48 sN Param.: 0.71 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
(4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Param.: 15.68 sN Param.: 0.65 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
Me2S=CH(p-NO2-C6H4) (in DMSO) | DMSO | N Param.: 18.42 sN Param.: 0.65 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
Me2S=CH(4-CN-C6H4) (in DMSO) | DMSO | N Param.: 21.07 sN Param.: 0.68 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
Me2S(O)=CH2 (in DMSO) | DMSO | N Param.: 21.29 sN Param.: 0.47 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
allyltris(trimethylsilyl)silane | dichloromethane | N Param.: 1.95 sN Param.: 0.98 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
(2-methylallyl)tris(trimethylsilyl)silane | dichloromethane | N Param.: 4.63 sN Param.: 0.87 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
2-(tris(trimethylsilyl)siloxy)propene | dichloromethane | N Param.: 6.04 sN Param.: 0.82 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
1-(tris(trimethylsilyl)siloxy)cyclohexene | dichloromethane | N Param.: 5.07 sN Param.: 0.91 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
(tris(trimethylsilyl)siloxy)ethene | dichloromethane | N Param.: 4.01 sN Param.: 0.83 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
methyl carbonate (in MeCN) | MeCN | N Param.: 16.03 sN Param.: 0.64 | Eur. J. Org. Chem. 2010, , 4205-4210 10.1002/ejoc.201000414 | |
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 | |
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF) | THF | N Param.: 21.72 sN Param.: 0.45 | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |