Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 |
4-nitrothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.92 sN Param.: 0.87 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
3,5-bis(trifluoromethyl)thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.71 sN Param.: 0.86 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
4-(trifluoromethyl)thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.30 sN Param.: 0.86 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
3-(trifluoromethyl)thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.75 sN Param.: 0.86 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
3-chlorothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.50 sN Param.: 0.78 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
4-bromothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.80 sN Param.: 0.78 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 23.36 sN Param.: 0.74 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
1,3-dimethyl-2-methyleneimidazolidine (in THF)![]() ![]() |
THF | N Param.: 18.11 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)![]() ![]() |
THF | N Param.: 18.68 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)![]() ![]() |
THF | N Param.: 17.80 sN Param.: 0.79 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole![]() ![]() |
THF | N Param.: 19.84 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
4-methylthiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 24.35 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
naphthalene-2-thiolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.55 sN Param.: 0.83 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
4-methoxythiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 24.97 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
enolate of 3-isochromanone (in DMSO)![]() ![]() |
DMSO | N Param.: 25.39 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
enolate of 2-coumaranone (in DMSO)![]() ![]() |
DMSO | N Param.: 19.60 sN Param.: 0.75 | ![]() ![]() ![]() | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 19.51 sN Param.: 0.47 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.19 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.48 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.68 sN Param.: 0.59 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
toluene![]() ![]() |
dichloromethane | N Param.: -4.36 sN Param.: 1.77 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
m-xylene![]() ![]() |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(E)-propenylbenzene![]() ![]() |
dichloromethane | N Param.: -0.49 sN Param.: 1.18 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-methylthiophene![]() ![]() |
dichloromethane | N Param.: 1.35 sN Param.: 0.99 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
styrene![]() ![]() |
dichloromethane | N Param.: 0.78 sN Param.: 0.95 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1,3-dimethoxybenzene![]() ![]() |
dichloromethane | N Param.: 2.48 sN Param.: 1.09 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.68 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
allyltriphenylstannane![]() ![]() |
dichloromethane | N Param.: 3.09 sN Param.: 0.90 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)trimethylsilane![]() ![]() |
dichloromethane | N Param.: 4.41 sN Param.: 0.96 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltributylstannane![]() ![]() |
dichloromethane | N Param.: 5.46 sN Param.: 0.89 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |