O-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
80% methanol/20% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.20 sN Param.: 0.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
67% methanol/33% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.01 sN Param.: 0.91 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
50% methanol/50% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.67 sN Param.: 0.90 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
33% methanol/67% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.38 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
20% methanol/80% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.04 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
10% methanol/90% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 5.55 sN Param.: 0.97 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
91% n-propanol/9% MeCN (v/v)![]() ![]() |
nPrOH-MeCN mix | N Param.: 7.05 sN Param.: 0.80 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
91% propan-2-ol/9% MeCN (v/v)![]() ![]() |
iPrOH-MeCN mix | N Param.: 6.49 sN Param.: 0.96 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methanolate (in methanol)![]() ![]() |
MeOH | N Param.: 15.78 sN Param.: 0.56 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
ethanolate (in ethanol)![]() ![]() |
EtOH | N Param.: 15.78 sN Param.: 0.65 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
n-propanolate (in propan-1-ol)![]() ![]() |
nPrOH | N Param.: 16.03 sN Param.: 0.70 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
isopropanolate (in propan-2-ol)![]() ![]() |
iPrOH | N Param.: 17.03 sN Param.: 0.63 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
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 |
DMSO (O attack)![]() ![]() |
DMSO | N Param.: 11.30 sN Param.: 0.74 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
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 |
benzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 16.82 sN Param.: 0.70 | ![]() ![]() ![]() | 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 |
methyl carbonate (in MeCN)![]() ![]() |
MeCN | N Param.: 16.03 sN Param.: 0.64 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2010, , 4205-4210 10.1002/ejoc.201000414 |
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 |
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 |