Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
anion of Meldrums acid (in DMSO)	DMSO	N Param.: 13.91 s_N Param.: 0.86	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
Desoxy Breslow intermediate 2b	THF	N Param.: 13.91 s_N Param.: 0.64	Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327
anion of 2-nitro-1-phenylethan-1-one (in DMSO)	DMSO	N Param.: 13.91 s_N Param.: 0.76	Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500
anion of (4-cyanophenyl)nitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 13.92 s_N Param.: 0.74	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
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
beta-piperidinium-peroxypropionate	water	N Param.: 13.94 s_N Param.: 0.62	Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158
(C6H5)-(CO)-CH=SMe2 (in DMSO)	DMSO	N Param.: 13.95 s_N Param.: 0.69	J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749
glutamate (dianionic, in water)	water	N Param.: 13.96 s_N Param.: 0.54	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
2,2-dimethylpyrrolidine	MeCN	N Param.: 13.96 s_N Param.: 0.76	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
[H-B(2,6-F2C6H3)3]- [NEt4]+	MeCN	N Param.: 13.97 s_N Param.: 0.66	Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298
N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine	dichloromethane	N Param.: 14.00 s_N Param.: 0.70	ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143
2-(triphenylsilyl)pyrrolidine	MeCN	N Param.: 14.00 s_N Param.: 0.84	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
leucine (anionic, in water)	water	N Param.: 14.01 s_N Param.: 0.52	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
anion of nitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 14.02 s_N Param.: 0.61	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
1,3-diaminopropane (in water)	water	N Param.: 14.02 s_N Param.: 0.54	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
1-(N-piperidino)cyclohexene (in MeCN)	MeCN	N Param.: 14.02 s_N Param.: 0.76	J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x
anion of (4-nitrophenyl)nitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 14.05 s_N Param.: 0.72	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)	THF	N Param.: 14.07 s_N Param.: 0.84	Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435
peroxy-beta-alanate	water	N Param.: 14.07 s_N Param.: 0.56	Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158
1-pyrrolidino-3,4-dihydronaphthalene (in MeCN)	MeCN	N Param.: 14.09 s_N Param.: 0.66	Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634