Carbanions in DMSO
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
sodium indenide (in DMSO)  |
DMSO | N Param.: 23.74 sN Param.: 0.71 |  | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
potassium indenide (in DMSO) |
DMSO | N Param.: 24.16 sN 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 sN 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 sN Param.: 0.72 | | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
methoxybis(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 17.29 sN 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 sN Param.: 0.66 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
MeSO-CH-CO2Et (in DMSO) |
DMSO | N Param.: 20.61 sN Param.: 0.64 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
lithium indenide (in DMSO) |
DMSO | N Param.: 23.66 sN 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 sN 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 sN 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 sN Param.: 0.75 | | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
cyano((diphenylmethylene)amino)methanide |
DMSO | N Param.: 29.50 sN Param.: 0.50 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
chloro(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 28.27 sN Param.: 0.42 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO) |
DMSO | N Param.: 24.88 sN 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 sN 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 sN 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 sN 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 sN 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 sN Param.: 0.67 | | ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] |
barbiturate anion (in DMSO) |
DMSO | N Param.: 15.59 sN 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 sN Param.: 0.72 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of phenylnitromethane (in DMSO) |
DMSO | N Param.: 18.29 sN Param.: 0.71 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in DMSO) |
DMSO | N Param.: 18.31 sN Param.: 0.76 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in DMSO) |
DMSO | N Param.: 20.71 sN Param.: 0.60 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitroethane (in DMSO) |
DMSO | N Param.: 21.54 sN Param.: 0.62 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO) |
DMSO | N Param.: 19.28 sN 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 sN Param.: 0.86 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of malononitrile (in DMSO) |
DMSO | N Param.: 19.36 sN Param.: 0.67 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl cyanoacetate (in DMSO) |
DMSO | N Param.: 19.62 sN Param.: 0.67 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl acetylacetate (in DMSO) |
DMSO | N Param.: 18.82 sN 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 sN 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 sN 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 sN Param.: 1.04 | | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 |
anion of dimedone (in DMSO) |
DMSO | N Param.: 16.27 sN Param.: 0.77 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of diethyl methylmalonate (in DMSO) |
DMSO | N Param.: 21.13 sN Param.: 0.68 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl malonate (in DMSO) |
DMSO | N Param.: 20.22 sN Param.: 0.65 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of diethyl 2-phenylmalonate (in DMSO) |
DMSO | N Param.: 15.93 sN Param.: 0.99 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-cyclohexylmalonate (in DMSO) |
DMSO | N Param.: 19.23 sN Param.: 0.67 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-butylmalonate (in DMSO) |
DMSO | N Param.: 23.00 sN Param.: 0.55 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(p-anisyl)malonate (in DMSO) |
DMSO | N Param.: 16.73 sN Param.: 0.91 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(isopropyl)malonate (in DMSO) |
DMSO | N Param.: 18.74 sN Param.: 0.71 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(benzoyl)malonate (in DMSO) |
DMSO | N Param.: 13.63 sN Param.: 0.80 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(acetyl)malonate (in DMSO) |
DMSO | N Param.: 13.83 sN Param.: 0.84 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO) |
DMSO | N Param.: 14.94 sN Param.: 0.96 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of benzyl trifluoromethyl sulfone (in DMSO) |
DMSO | N Param.: 18.67 sN Param.: 0.68 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
anion of acetylacetone (in DMSO) |
DMSO | N Param.: 17.64 sN Param.: 0.73 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of 5-phenyl Meldrum's acid (in DMSO) |
DMSO | N Param.: 11.54 sN Param.: 0.95 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of 5-(p-anisyl) Meldrum's acid (in DMSO) |
DMSO | N Param.: 12.35 sN Param.: 0.90 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of 4-nitrobenzyl-CN (in DMSO) |
DMSO | N Param.: 19.67 sN Param.: 0.68 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO) |
DMSO | N Param.: 14.49 sN Param.: 0.86 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |