Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
m-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.29 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-nitrophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 25.51 sN Param.: 0.43 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-nitrophenolate (in DMF)![]() ![]() |
DMF | N Param.: 22.41 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.78 sN Param.: 0.57 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 19.58 sN Param.: 0.59 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-cyanophenolate (in DMF)![]() ![]() |
DMF | N Param.: 17.85 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.47 sN Param.: 0.61 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-(trifluoromethyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.39 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o-(trifluoromethyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 20.37 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.98 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.69 sN Param.: 0.53 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 22.05 sN Param.: 0.53 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.62 sN Param.: 0.51 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-(trifluoromethyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 23.20 sN Param.: 0.51 | ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-(trifluoromethyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 23.40 sN Param.: 0.51 | ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-chlorophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.34 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-chlorophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.32 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-chlorophenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.67 sN Param.: 0.72 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.86 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.53 sN Param.: 0.85 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
phenolate (in DMF)![]() ![]() |
DMF | N Param.: 18.86 sN Param.: 0.89 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methylphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.08 sN Param.: 0.87 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methylphenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.65 sN Param.: 0.85 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(tert-butyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.67 sN Param.: 0.79 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(tert-butyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.70 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(tert-butyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.90 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methoxyphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.09 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methoxyphenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 20.62 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methoxyphenolate (in DMF)![]() ![]() |
DMF | N Param.: 19.90 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-methoxyphenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.81 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
o,o'-di-tert-butylphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.02 sN Param.: 0.59 | ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-methylphenolate (in H2O)![]() ![]() |
water | N Param.: 14.30 sN Param.: 0.55 | ![]() ![]() ![]() | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
glutathione GSH(NH3+/S-)![]() ![]() |
water | N Param.: 20.97 sN Param.: 0.56 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 |
prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 19.95 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-methylpyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 16.78 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
pyrrolidine (inMeCN)![]() ![]() |
MeCN | N Param.: 18.58 sN Param.: 0.61 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(R)-2-isopropylpyrrolidine![]() ![]() |
MeCN | N Param.: 16.44 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2,2-dimethylpyrrolidine![]() ![]() |
MeCN | N Param.: 13.96 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-benzylpyrrolidine![]() ![]() |
MeCN | N Param.: 17.43 sN Param.: 0.66 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-benzhydrylpyrrolidine![]() ![]() |
MeCN | N Param.: 16.61 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-pyrrolidin-2-ylmethanamine![]() ![]() |
MeCN | N Param.: 17.24 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine![]() ![]() |
MeCN | N Param.: 17.41 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 18.33 sN Param.: 0.64 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-(azidomethyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 15.43 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-pyrrolidin-2-ylmethanol![]() ![]() |
MeCN | N Param.: 16.74 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-(methoxymethyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 16.50 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-(trifluoromethyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 11.34 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
methyl L-prolinate![]() ![]() |
MeCN | N Param.: 14.75 sN Param.: 0.82 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N,N-dimethylpyrrolidine-2-carboxamide![]() ![]() |
MeCN | N Param.: 17.61 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N-propylpyrrolidine-2-carboxamide![]() ![]() |
MeCN | N Param.: 15.20 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |