Mayr's Database of Reactivity Parameters

Carbanions in DMSO

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » Carbanions » Carbanions in DMSO

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
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
enolate of 3-isochromanone (in DMSO)
C9H7O2- *
 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)
C8H5O2- *
 DMSO

N  Param.: 19.60

sN Param.: 0.75		 *** J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277