Carbanions

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Name	Solvent	Reactivity Parameters	Reference (title or year)
sodium indenide (in DMSO)	DMSO	N Param.: 23.74 s_N Param.: 0.71	Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385
potassium indenide (in DMSO)	DMSO	N Param.: 24.16 s_N Param.: 0.68	Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385
Ph2P(O)CH(-)CO2Et (in DMSO)	DMSO	N Param.: 19.20 s_N Param.: 0.69	J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216
Ph2P(O)CH(-)CN (in DMSO)	DMSO	N Param.: 18.69 s_N Param.: 0.72	J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216
methoxybis(phenylsulfonyl)methanide (in DMSO)	DMSO	N Param.: 17.29 s_N Param.: 0.70	Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616
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
MeSO-CH-CO2Et (in DMSO)	DMSO	N Param.: 20.61 s_N Param.: 0.64	Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455
lithium indenide (in DMSO)	DMSO	N Param.: 23.66 s_N Param.: 0.70	Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385
fluorobis(phenylsulfonyl)methanide (in DMSO)	DMSO	N Param.: 17.46 s_N Param.: 0.73	Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616
enolate of 3-isochromanone (in DMSO)	DMSO	N Param.: 25.39 s_N Param.: 0.54	J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277
enolate of 2-coumaranone (in DMSO)	DMSO	N Param.: 19.60 s_N Param.: 0.75	J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277
cyano((diphenylmethylene)amino)methanide	DMSO	N Param.: 29.50 s_N Param.: 0.50	Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...]
cyanide (in MeCN)	MeCN	N Param.: 16.27 s_N Param.: 0.70	Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640
chloro(phenylsulfonyl)methanide (in DMSO)	DMSO	N Param.: 28.27 s_N Param.: 0.42	J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844
chloro(phenylsulfonyl)methanide (in DMF)	DMF	N Param.: 26.64 s_N Param.: 0.64	Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO)	DMSO	N Param.: 24.88 s_N Param.: 0.49	J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO)	DMSO	N Param.: 25.59 s_N Param.: 0.51	J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO)	DMSO	N Param.: 26.90 s_N Param.: 0.45	J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844
bromo(phenylsulfonyl)methanide (in DMSO)	DMSO	N Param.: 23.90 s_N Param.: 0.62	J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844
bis(phenylsulfonyl)methanide (in DMSO)	DMSO	N Param.: 15.68 s_N Param.: 0.74	Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616
bis(4-nitrophenyl)methanide (in DMSO)	DMSO	N Param.: 19.92 s_N Param.: 0.67	ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...]
barbiturate anion (in DMSO)	DMSO	N Param.: 15.59 s_N Param.: 0.80	J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223
anion of triethyl methanetricarboxylate (in DMSO)	DMSO	N Param.: 15.33 s_N Param.: 0.72	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
anion of phenylnitromethane (in H2O)	water	N Param.: 12.05 s_N Param.: 0.53	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of phenylnitromethane (in DMSO)	DMSO	N Param.: 18.29 s_N Param.: 0.71	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of phenylnitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 12.51 s_N Param.: 0.67	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of p-tolylnitromethane (in water)	water	N Param.: 13.09 s_N Param.: 0.50	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of p-tolylnitromethane (in DMSO)	DMSO	N Param.: 18.31 s_N Param.: 0.76	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of p-tolylnitromethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 13.58 s_N Param.: 0.64	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of nitromethane (in water)	water	N Param.: 12.06 s_N Param.: 0.53	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of nitromethane (in DMSO)	DMSO	N Param.: 20.71 s_N Param.: 0.60	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
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
anion of nitroethane (in water)	water	N Param.: 11.25 s_N Param.: 0.52	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of nitroethane (in DMSO)	DMSO	N Param.: 21.54 s_N Param.: 0.62	J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182
anion of nitroethane (in DMF)	DMF	N Param.: 22.21 s_N Param.: 0.48	Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329
anion of nitroethane (in 91M9AN)	MeOH-MeCN mix	N Param.: 13.41 s_N Param.: 0.67	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)	DMSO	N Param.: 19.28 s_N Param.: 0.65	Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500
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[...]
anion of Meldrum's acid (in water)	water	N Param.: 12.06 s_N Param.: 0.66	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of malononitrile (in water)	water	N Param.: 19.50 s_N Param.: 0.55	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of malononitrile (in DMSO)	DMSO	N Param.: 19.36 s_N Param.: 0.67	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
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
anion of ethyl cyanoacetate (in water)	water	N Param.: 15.57 s_N Param.: 0.58	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of ethyl cyanoacetate (in DMSO)	DMSO	N Param.: 19.62 s_N Param.: 0.67	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of ethyl cyanoacetate (in 91M9AN)	MeOH-MeCN mix	N Param.: 18.59 s_N Param.: 0.65	Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769
anion of ethyl acetylacetate (in water)	water	N Param.: 15.99 s_N Param.: 0.62	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of ethyl acetylacetate (in DMSO)	DMSO	N Param.: 18.82 s_N Param.: 0.69	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO)	DMSO	N Param.: 17.52 s_N Param.: 0.74	Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500
anion of ethyl 2-nitroacetate (in DMSO)	DMSO	N Param.: 15.24 s_N Param.: 0.74	Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500
anion of ethyl 2-cyano-2-phenylacetate (in DMSO)	DMSO	N Param.: 15.85 s_N Param.: 1.04	Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513