Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)
C34H31N*
THF

N  Param.: 26.16

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2024, , e202318283
10.1002/anie.202318283
3-diazoindolin-2-one
C8H5N3O*
dichloromethane

N  Param.: 3.16

sN Param.: 1.03
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazoindan-1-one
C9H6N2O*
dichloromethane

N  Param.: 5.61

sN Param.: 0.65
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazocyclohexanone
C6H8N2O*
dichloromethane

N  Param.: 3.44

sN Param.: 0.83
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazo-1-tetralone
C10H8N2O*
dichloromethane

N  Param.: 3.51

sN Param.: 0.86
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazoindandione
C9H4N2O2*
dichloromethane

N  Param.: 0.16

sN Param.: 0.86
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazo-1-benzosuberone
C11H10N2O*
dichloromethane

N  Param.: 2.72

sN Param.: 0.96
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazobenzothiophen-3(2H)-one
C8H4N2OS*
dichloromethane

N  Param.: 0.40

sN Param.: 0.93
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C12H19N3S*
MeCN

N  Param.: 9.25

sN Param.: 0.84
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C17H21N3S*
MeCN

N  Param.: 7.74

sN Param.: 0.87
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)
C17H21N3S*
dichloromethane

N  Param.: 7.06

sN Param.: 1.11
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C35H39F6N3*
THF

N  Param.: 21.36

sN Param.: 0.42
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H40F3N3*
THF

N  Param.: 22.30

sN Param.: 0.49
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H43N3O*
THF

N  Param.: 23.55

sN Param.: 0.56
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C42H59N3*
THF

N  Param.: 20.78

sN Param.: 0.61
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
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
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
1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C33H41N3*
THF

N  Param.: 22.80

sN Param.: 0.60
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C28H39N3*
THF

N  Param.: 24.86

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
(E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C13H21N3S*
MeCN

N  Param.: 9.23

sN Param.: 0.74
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764