Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
Dimedone iodonium ylide (in CH2Cl2)
*
dichloromethane

N  Param.: 6.18

sN Param.: 0.81
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)
*
dichloromethane

N  Param.: 7.98

sN Param.: 0.71
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2)
*
dichloromethane

N  Param.: 4.67

sN Param.: 0.92
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)
C9H17BO2*
dichloromethane

N  Param.: -0.64

sN Param.: 1.10
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-cyanophenyl)diazomethane
*
dichloromethane

N  Param.: 7.66

sN Param.: 0.80
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-bromophenyl)diazomethane
*
dichloromethane

N  Param.: 8.87

sN Param.: 0.82
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
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-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
diazocyclopentadiene (in CH2Cl2)
C5H4N2*
dichloromethane

N  Param.: 4.84

sN Param.: 1.06
***Synthesis 2023, 55, 354-358
10.1055/s-0041-1737327
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C17H24N2S *
dichloromethane

N  Param.: 8.13

sN Param.: 0.97
***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C22H26N2S *
dichloromethane

N  Param.: 7.99

sN Param.: 0.98
***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764