O-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
methanolate (in 91M9AN)	MeOH-MeCN mix	N Param.: 14.51 s_N Param.: 0.68	Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170
ethanolate (in 91E9AN)	EtOH-MeCN mix	N Param.: 16.08 s_N 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 s_N Param.: 0.63	Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170
isopropanolate (in 91iPr9AN)	iPrOH-MeCN mix	N Param.: 17.71 s_N Param.: 0.58	Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170
DMSO (O attack)	DMSO	N Param.: 11.30 s_N Param.: 0.74	J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b
acetate (in MeCN)	MeCN	N Param.: 16.90 s_N Param.: 0.75	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
acetate (in 90A10W)	aq acetone	N Param.: 12.71 s_N Param.: 0.68	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
acetate (in 80A20W)	aq acetone	N Param.: 12.50 s_N Param.: 0.60	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
benzoate (in MeCN)	MeCN	N Param.: 16.82 s_N Param.: 0.70	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
benzoate (in 90AN10W)	aq MeCN	N Param.: 11.30 s_N Param.: 0.72	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
p-nitrobenzoate (in MeCN)	MeCN	N Param.: 15.30 s_N Param.: 0.76	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
p-nitrobenzoate (in acetone)	acetone	N Param.: 18.74 s_N Param.: 0.68	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
3,5-dinitrobenzoate (in MeCN)	MeCN	N Param.: 14.90 s_N Param.: 0.71	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
3,5-dinitrobenzoate (in acetone)	acetone	N Param.: 18.80 s_N Param.: 0.62	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
methyl carbonate (in MeCN)	MeCN	N Param.: 16.03 s_N 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 s_N 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 s_N 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 s_N 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 s_N 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 s_N 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 s_N 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 s_N 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 s_N 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 s_N 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 s_N 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 s_N Param.: 0.61	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
phthalimidoperoxyhexanoate (in H2O)	water	N Param.: 16.02 s_N Param.: 0.54	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
2-phenylperoxyacetate (in H2O)	water	N Param.: 15.63 s_N 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 s_N 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 s_N Param.: 0.46	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
3-chloroperoxybenzoate (in H2O)	water	N Param.: 18.19 s_N Param.: 0.47	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
4-fluoroperoxybenzoate (in H2O)	water	N Param.: 17.99 s_N Param.: 0.47	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
4-nitroperoxybenzoate (in H2O)	water	N Param.: 17.43 s_N Param.: 0.50	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
4-methoxyperoxybenzoate (in H2O)	water	N Param.: 17.84 s_N 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 s_N Param.: 0.48	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
peroxybenzoate (in H2O)	water	N Param.: 18.57 s_N Param.: 0.43	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
hypochlorite (in water)	water	N Param.: 14.50 s_N Param.: 0.58	Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...]
hypobromite (in water)	water	N Param.: 16.69 s_N Param.: 0.46	Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...]
bromite (in water)	water	N Param.: 12.75 s_N Param.: 0.59	Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...]
peroxomonosulfate (in water)	water	N Param.: 14.41 s_N Param.: 0.60	Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...]
beta-piperidinium-peroxypropionate	water	N Param.: 13.94 s_N Param.: 0.62	Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158
peroxy-beta-alanate	water	N Param.: 14.07 s_N Param.: 0.56	Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158
peroxy-GABA	water	N Param.: 14.33 s_N Param.: 0.57	Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158
p-nitrophenolate (in DMSO)	DMSO	N Param.: 14.32 s_N Param.: 0.77	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-nitrophenolate (in MeCN)	MeCN	N Param.: 15.14 s_N Param.: 0.82	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-nitrophenolate (in DMF)	DMF	N Param.: 15.05 s_N Param.: 0.80	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
o-nitrophenolate (in DMSO)	DMSO	N Param.: 15.48 s_N Param.: 0.71	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
o-nitrophenolate (in MeCN)	MeCN	N Param.: 15.83 s_N Param.: 0.80	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
o-nitrophenolate (in DMF)	DMF	N Param.: 16.65 s_N Param.: 0.70	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
m-nitrophenolate (in DMSO)	DMSO	N Param.: 21.29 s_N Param.: 0.54	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485