Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(EtO)2P(O)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 19.23 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(EtO)2P(O)CH(-)CN (in DMSO)![]() ![]() |
DMSO | N Param.: 18.57 sN Param.: 0.66 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph2P(O)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 19.20 sN Param.: 0.69 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph2P(O)CH(-)CN (in DMSO)![]() ![]() |
DMSO | N Param.: 18.69 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(4-Br-C6H4)-(CO)-CH=SMe2![]() ![]() |
dichloromethane | N Param.: 11.95 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 |
2-aminobutan-1-ol (in DMSO)![]() ![]() |
DMSO | N Param.: 14.39 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
benzylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.28 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
1-aminopropan-2-ol (in DMSO)![]() ![]() |
DMSO | N Param.: 15.47 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
diethanolamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.51 sN Param.: 0.70 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
ethanolamine (in DMSO)![]() ![]() |
DMSO | N Param.: 16.07 sN Param.: 0.61 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
2-phenyl-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 9.72 sN Param.: 0.72 | ![]() ![]() ![]() | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
2-(p-anisyl)-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 10.01 sN Param.: 0.72 | ![]() ![]() ![]() | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
2-(p-tolyl)-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 10.14 sN Param.: 0.70 | ![]() ![]() ![]() | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
6-methoxy-quinoline (in MeCN)![]() ![]() |
MeCN | N Param.: 10.86 sN Param.: 0.66 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
4-methyl-quinoline alias lepidine (in MeCN)![]() ![]() |
MeCN | N Param.: 11.60 sN Param.: 0.62 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
2-(naphthylmethyl)quinuclidine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.66 sN Param.: 0.62 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
quinine![]() ![]() |
dichloromethane | N Param.: 10.46 sN Param.: 0.75 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
quinidine![]() ![]() |
dichloromethane | N Param.: 10.54 sN Param.: 0.74 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
2,2,2-trifluoroethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.13 sN Param.: 0.75 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
tert-butylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.35 sN Param.: 0.72 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
isopropylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.77 sN Param.: 0.70 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
ethanolamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.11 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
benzylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.29 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
allylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.37 sN Param.: 0.66 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-propylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.11 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-butylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.27 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
dipropylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.51 sN Param.: 0.80 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
diethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.10 sN Param.: 0.73 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.65 sN Param.: 0.74 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
piperidine (in MeCN)![]() ![]() |
MeCN | N Param.: 17.35 sN Param.: 0.68 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
di(methoxyethyl)amine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.24 sN Param.: 0.93 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
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 |
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 |