O-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 |
benzoate (inMeCN)  |
MeCN | N Param.: 16.45 sN Param.: 0.72 |
|
J. Am. Chem. Soc. 2020, 142, 5221-5233 10.1021/jacs.9b12998 |
methanol (in MeCN)  |
MeCN | N Param.: 6.86 sN Param.: 0.73 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
ethanol (in MeCN)  |
MeCN | N Param.: 7.13 sN Param.: 0.71 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
isopropanol (in MeCN)  |
MeCN | N Param.: 6.82 sN Param.: 0.70 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
tert-butanol (in MeCN)  |
MeCN | N Param.: 5.35 sN Param.: 0.72 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
water (in MeCN)  |
MeCN | N Param.: 5.79 sN Param.: 0.72 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
50% water/50% MeCN (v/v)  |
water-MeCN mix | N Param.: 5.05 sN Param.: 0.89 |
|
J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |