O-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
3,5-dichloroperoxybenzoate (in H2O)   |
water | N Param.: 17.93 sN Param.: 0.50 |
 |
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
4-fluoroperoxybenzoate (in H2O)  |
water | N Param.: 17.99 sN Param.: 0.47 |
|
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
3-chloroperoxybenzoate (in H2O)  |
water | N Param.: 18.19 sN Param.: 0.47 |
|
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
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 |
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 |
magnesium 2-carboperoxybenzoate (in H2O)  |
water | N Param.: 18.43 sN Param.: 0.46 |
|
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
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 |
phenolate (in MeCN)  |
MeCN | N Param.: 18.53 sN Param.: 0.85 |
|
J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
3-chloro-4-methoxyperoxybenzoate (in H2O)  |
water | N Param.: 18.56 sN Param.: 0.48 |
|
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
peroxybenzoate (in H2O)  |
water | N Param.: 18.57 sN Param.: 0.43 |
|
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
p-nitrobenzoate (in acetone)  |
acetone | N Param.: 18.74 sN Param.: 0.68 |
|
J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
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 |
3,5-dinitrobenzoate (in acetone)  |
acetone | N Param.: 18.80 sN Param.: 0.62 |
|
J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
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 |
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-(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-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-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-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-chlorophenolate (in DMF)  |
DMF | N Param.: 19.67 sN Param.: 0.72 |
|
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 |
phenolate (in DMSO)  |
DMSO | N Param.: 19.86 sN Param.: 0.71 |
|
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 DMF)  |
DMF | N Param.: 19.90 sN Param.: 0.82 |
|
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-chlorophenolate (in DMSO)  |
DMSO | N Param.: 20.34 sN Param.: 0.64 |
|
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-methoxyphenolate (in MeCN)  |
MeCN | N Param.: 20.62 sN Param.: 0.69 |
|
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 |
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 |
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-(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-(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-nitrophenolate (in DMF)  |
DMF | N Param.: 22.41 sN Param.: 0.54 |
|
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 |
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 |