Mayr's Database of Reactivity Parameters

Carbanions in DMSO

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » Carbanions
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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 26.95

sN Param.: 0.52		***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO)
C19H20NO2-*
 DMSO

N  Param.: 27.77

sN Param.: 0.47		***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.10

sN Param.: 0.50		*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.02

sN Param.: 0.49		**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO)
*
 DMSO

N  Param.: 30.82

sN Param.: 0.41		**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
cyano((diphenylmethylene)amino)methanide
*
 DMSO

N  Param.: 29.50

sN Param.: 0.50		*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO)
C11H10NO5-*
 DMSO

N  Param.: 16.26

sN Param.: 0.83		***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
chloro(phenylsulfonyl)methanide (in DMSO)
C7H6ClO2S*
 DMSO

N  Param.: 28.27

sN Param.: 0.42		***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
bromo(phenylsulfonyl)methanide (in DMSO)
C7H6BrO2S*
 DMSO

N  Param.: 23.90

sN Param.: 0.62		***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO)
C8H5ClNO2S*
 DMSO

N  Param.: 25.59

sN Param.: 0.51		***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844