O-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 | |
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 | |
OH- (in 50/50 water/MeCN) | water-MeCN mix | N Param.: 10.19 sN Param.: 0.62 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
OH- (in water) | water | N Param.: 10.47 sN Param.: 0.61 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
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-(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-(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 | |
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-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-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-cyanophenolate (in DMF) | DMF | N Param.: 17.85 sN Param.: 0.71 | 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-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-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-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-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 H2O) | water | N Param.: 14.30 sN Param.: 0.55 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
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-nitrobenzoate (in MeCN) | MeCN | N Param.: 15.30 sN Param.: 0.76 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
p-nitrophenolate (in DMSO) | DMSO | N Param.: 14.32 sN Param.: 0.77 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
peroxomonosulfate (in water) | water | N Param.: 14.41 sN Param.: 0.60 | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] | |
peroxy-beta-alanate | water | N Param.: 14.07 sN Param.: 0.56 | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 | |
peroxy-GABA | water | N Param.: 14.33 sN Param.: 0.57 | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 | |
peroxybenzoate (in H2O) | water | N Param.: 18.57 sN Param.: 0.43 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
phenolate (in DMF) | DMF | N Param.: 18.86 sN Param.: 0.89 | 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 | |
phthalimidoperoxyhexanoate (in H2O) | water | N Param.: 16.02 sN Param.: 0.54 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
t-butylperoxy anion (in H2O) | water | N Param.: 14.29 sN Param.: 0.51 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
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 | |
trifluoroethanol | TFE | N Param.: 1.11 sN Param.: 0.96 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
water (in MeCN) | MeCN | N Param.: 5.79 sN Param.: 0.72 | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |