C-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)	MeOH-MeCN mix	N Param.: 18.24 s_N Param.: 0.66	J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b
anion of malononitrile (in 91M9AN)	MeOH-MeCN mix	N Param.: 18.21 s_N Param.: 0.69	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)	DMSO	N Param.: 18.19 s_N Param.: 0.74	Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616
1,3-dimethyl-2-methyleneimidazolidine (in THF)	THF	N Param.: 18.11 s_N Param.: 0.68	J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838
(1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO)	DMSO	N Param.: 18.10 s_N Param.: 0.46	Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385
anion of (3-nitrophenyl)nitromethane (in DMSO)	DMSO	N Param.: 18.06 s_N Param.: 0.71	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
MeSO2-CH-CO2Et (in DMSO)	DMSO	N Param.: 18.00 s_N Param.: 0.66	Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)	DMSO	N Param.: 17.98 s_N Param.: 0.63	J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)	THF	N Param.: 17.80 s_N Param.: 0.79	J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838
anion of diethyl methylmalonate (in water)	water	N Param.: 17.68 s_N Param.: 0.50	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e