Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C13H25N3*
THF

N  Param.: 31.92

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
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[...]
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C15H21N3*
THF

N  Param.: 30.25

sN Param.: 0.54
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
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-(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[...]
anion of 2-phenyl-propionitrile (in DMSO)
C9H8N-*
DMSO

N  Param.: 28.95

sN Param.: 0.58
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
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
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[...]
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO)
C10H10BrO2*
DMSO

N  Param.: 27.62

sN Param.: 0.53
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265