Mayr's Database of Reactivity Parameters

C-Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
2-methylcyclohexenone
C7H10O*
DMSO

E Param.: -27.50

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclohexenone
C6H8O*
DMSO

E Param.: -22.10

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
dihydro-2H-pyran-2-one
C5H6O2*
DMSO

E Param.: -21.80

**Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
3-methylenetetrahydropyran-2-one
C6H8O2*
DMSO

E Param.: -19.50

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
3-methylenedihydrofuranone
C5H6O2*
DMSO

E Param.: -19.40

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
(E)-2,6-di-tert-butyl-4-(3-phenylallylidene)cyclohexa-2,5-dien-1-one
C23H28O*
DMSO

E Param.: -17.00

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
E)-2,6-di-tert-butyl-4-(3-(4-chlorophenyl)allylidene)cyclohexa-2,5-dien-1-one
C23H27ClO*
DMSO

E Param.: -16.84

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
(E)-2,6-di-tert-butyl-4-(3-(4-nitrophenyl)allylidene)cyclohexa-2,5-dien-1-one
C23H27NO3*
DMSO

E Param.: -16.25

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
(E)-2,6-di-tert-butyl-4-(3-(4-methoxyphenyl)allylidene)cyclohexa-2,5-dien-1-one
C24H30O2*
DMSO

E Param.: -17.42

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
2,6-di-tert-butyl-4-(2,2,2-trifluoroethylidene)cyclohexa-2,5-dien-1-one
C16H21F3O*
DMSO

E Param.: -11.68

***Eur. J. Org. Chem. 2020, , 3812-3817
10.1002/ejoc.202000295
phenyl isothiocyanate
C7H5NS*
DMSO

E Param.: -18.15

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-nitrophenyl isothiocyanate
C7H4N2O2S*
DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
diphenylcarbodiimide
C13H10N2*
DMSO

E Param.: -20.14

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
carbon disulfide
CS2*
DMSO

E Param.: -17.70

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
3-methylcyclohexenone
C7H10O*
DMSO

E Param.: -29.60

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cycloheptenone
C7H10O*
DMSO

E Param.: -22.00

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
MacMillan-iminium ion (1st generation)
C22H25N2O+*
MeCN

E Param.: -7.37

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
MacMillan-iminium ion (2nd generation)
*
MeCN

E Param.: -5.52

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
MacMillan-iminium ion (spiro)
*
MeCN

E Param.: -7.67

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
PhCH=N+Me2 (in MeCN)
C9H12N*
MeCN

E Param.: -9.27

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
pTolCH=N+CH2 (in MeCN)
C10H14N*
MeCN

E Param.: -9.64

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-AniCH=N+Me2 (in MeCN)
C10H14NO*
MeCN

E Param.: -10.69

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)4 (in MeCN)
C11H14N*
MeCN

E Param.: -9.35

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)5 (in MeCN)
C12H16N*
MeCN

E Param.: -9.60

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-CF3-C6H4-CH=N+Me2 (in MeCN)
C10H11F3N*
MeCN

E Param.: -8.34

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ)
C8Cl2N2O2*
MeCN

E Param.: -3.66

***J. Am. Chem. Soc. 2013, 135, 12377-12387
10.1021/ja405890d
phenyl isocyanate
C7H5NO*
MeCN

E Param.: -15.38

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-tosyl isocyanate
C8H7NO3S*
MeCN

E Param.: -7.69

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
1,2-diaza-1,3-diene 1e
*
MeOH

E Param.: -14.90

*Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1,2-diaza-1,3-diene 1f
*
MeOH

E Param.: -15.30

*Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828