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 | |
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 | |
(2-methylallyl)tributylstannane | dichloromethane | N Param.: 7.48 sN Param.: 0.89 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
Danishefskys diene | dichloromethane | N Param.: 8.57 sN Param.: 0.84 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran | dichloromethane | N Param.: 10.61 sN Param.: 0.86 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
5-(trimethylsiloxy)-2,3-dihydrofuran | dichloromethane | N Param.: 12.56 sN Param.: 0.70 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
methylenecyclopentane | dichloromethane | N Param.: 2.82 sN Param.: 0.90 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methylfuran | dichloromethane | N Param.: 3.61 sN Param.: 1.11 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |