O-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
methanolate (in 91M9AN) | MeOH-MeCN mix | N Param.: 14.51 sN Param.: 0.68 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
ethanolate (in 91E9AN) | EtOH-MeCN mix | N Param.: 16.08 sN Param.: 0.62 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
n-propanolate (in 91nPr9AN) | nPrOH-MeCN mix | N Param.: 16.73 sN Param.: 0.63 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
isopropanolate (in 91iPr9AN) | iPrOH-MeCN mix | N Param.: 17.71 sN Param.: 0.58 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
acetate (in MeCN) | MeCN | N Param.: 16.90 sN Param.: 0.75 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
acetate (in 90A10W) | aq acetone | N Param.: 12.71 sN Param.: 0.68 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
acetate (in 80A20W) | aq acetone | N Param.: 12.50 sN Param.: 0.60 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
benzoate (in MeCN) | MeCN | N Param.: 16.82 sN Param.: 0.70 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
benzoate (in 90AN10W) | aq MeCN | N Param.: 11.30 sN Param.: 0.72 | 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-nitrobenzoate (in acetone) | acetone | N Param.: 18.74 sN Param.: 0.68 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
3,5-dinitrobenzoate (in MeCN) | MeCN | N Param.: 14.90 sN Param.: 0.71 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
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 | |
DMSO (O attack) | DMSO | N Param.: 11.30 sN Param.: 0.74 | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | |
methyl carbonate (in MeCN) | MeCN | N Param.: 16.03 sN Param.: 0.64 | Eur. J. Org. Chem. 2010, , 4205-4210 10.1002/ejoc.201000414 | |
trifluoroethanol | TFE | N Param.: 1.11 sN Param.: 0.96 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
50% water/50% HFIP (w/w) | water-HFIP mix | N Param.: 1.50 sN Param.: 1.03 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
30% water/70% HFIP (w/w) | water-HFIP mix | N Param.: 1.65 sN Param.: 0.96 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
10% water/90% HFIP (w/w) | water-HFIP mix | N Param.: 0.96 sN Param.: 0.93 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
7% water/93% HFIP (w/w) | water-HFIP mix | N Param.: 0.34 sN Param.: 0.96 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
5% water/95% HFIP (w/w) | water-HFIP mix | N Param.: -0.10 sN Param.: 0.97 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
3% water/97% HFIP (w/w) | water-HFIP mix | N Param.: -1.19 sN Param.: 1.08 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
2% water/98% HFIP (w/w) | water-HFIP mix | N Param.: -1.62 sN Param.: 1.10 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
1% water/99% HFIP (w/w) | water-HFIP mix | N Param.: -1.93 sN Param.: 1.09 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF) | THF | N Param.: 16.73 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 | |
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 | |
cumene peroxy anion (in H2O) | water | N Param.: 13.92 sN Param.: 0.61 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
phthalimidoperoxyhexanoate (in H2O) | water | N Param.: 16.02 sN Param.: 0.54 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
2-phenylperoxyacetate (in H2O) | water | N Param.: 15.63 sN Param.: 0.56 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
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 | |
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 | |
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 | |
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 | |
4-nitroperoxybenzoate (in H2O) | water | N Param.: 17.43 sN Param.: 0.50 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
4-methoxyperoxybenzoate (in H2O) | water | N Param.: 17.84 sN Param.: 0.46 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
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 | |
hypochlorite (in water) | water | N Param.: 14.50 sN Param.: 0.58 | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] | |
hypobromite (in water) | water | N Param.: 16.69 sN Param.: 0.46 | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] | |
bromite (in water) | water | N Param.: 12.75 sN Param.: 0.59 | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] | |
peroxomonosulfate (in water) | water | N Param.: 14.41 sN Param.: 0.60 | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] | |
beta-piperidinium-peroxypropionate | water | N Param.: 13.94 sN Param.: 0.62 | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 | |
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 | |
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 | |
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 |