Mayr's Database of Reactivity Parameters

Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
N-methyl maleimide
C5H7NO2 *
DMSO

E Param.: -14.07

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
fumaronitrile
C4H2N2 *
DMSO

E Param.: -15.71

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
diethyl fumarate
C8H12O4 *
DMSO

E Param.: -17.79

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
diethyl maleate
C8H12O4 *
DMSO

E Param.: -19.49

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
ethenesulfonyl fluoride (ESF)
*
DMSO

E Param.: -12.09

*** Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
2-phenylethene-1-sulfonyl fluoride
C8H7FO2S *
DMSO

E Param.: -16.63

*** Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
(E)-4-phenylbut-3-en-2-one (in DMSO)
C10H10O *
DMSO

E Param.: -23.01

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
cinnamonitrile (in DMSO)
C9H7N *
DMSO

E Param.: -24.60

* J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
methyl prop-2-enoate (in DMSO)
C4H6O2 *
DMSO

E Param.: -18.84

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl prop-2-enoate (in DMSO)
C5H8O2 *
DMSO

E Param.: -19.07

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
tert-butyl prop-2-enoate (in DMSO)
C7H12O2 *
DMSO

E Param.: -20.22

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
N,N-dimethylprop-2-enamide (in DMSO)
C5H9NO *
DMSO

E Param.: -23.54

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethenylsulfonylbenzene (in DMSO)
C8H8O2S *
DMSO

E Param.: -18.36

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
acrylonitrile (in DMSO)
C3H3N *
DMSO

E Param.: -19.05

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
but-3-en-2-one (in DMSO)
C4H6O *
DMSO

E Param.: -16.76

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
1-phenylprop-2-en-1-one (in DMSO)
C9H8O *
DMSO

E Param.: -15.25

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl 2-methylprop-2-enoate (in DMSO)
C6H10O2 *
DMSO

E Param.: -22.77

** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl (E)-but-2-enoate (in DMSO)
C6H10O2 *
DMSO

E Param.: -23.59

** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl cinnamate (in DMSO)
C11H12O2 *
DMSO

E Param.: -24.52

** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)
C15H14O2S *
DMSO

E Param.: -24.69

** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
2-cinnamoyl-3-methyl-1-(perfluorophenyl)-1H-imidazol-3-ium
C19H12F5N2O *
DMSO

E Param.: -10.09

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
1-(tert-butyl)-2-cinnamoyl-3-methyl-1H-imidazol-3-ium
C17H21N2O *
DMSO

E Param.: -11.80

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
2-cinnamoyl-1-mesityl-3-methyl-1H-imidazol-3-ium
C22H23N2O *
DMSO

E Param.: -11.48

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
2-cinnamoyl-1-(4-methoxyphenyl)-3-methyl-1H-imidazol-3-ium
C20H19N2O2 *
DMSO

E Param.: -11.79

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
2-cinnamoyl-1-(2,6-dimethoxyphenyl)-3-methyl-1H-imidazol-3-ium
C21H21N2O3 *
DMSO

E Param.: -12.02

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
cyclobutanone (in DMSO)
C4H6O *
DMSO

E Param.: -17.50

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cyclopentanone (in DMSO)
C5H8O *
DMSO

E Param.: -21.00

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cyclohexanone (in DMSO)
C6H10O *
DMSO

E Param.: -19.90

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cycloheptanone (in DMSO)
C7H12O *
DMSO

E Param.: -22.10

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1-methylpiperidin-4-one (in DMSO)
C6H11NO *
DMSO

E Param.: -18.40

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
oxan-4-one (in DMSO)
C5H8O2 *
DMSO

E Param.: -17.90

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
thian-4-one (in DMSO)
C5H8OS *
DMSO

E Param.: -16.90

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1,4-dioxaspiro[4.5]decan-8-one (in DMSO)
C8H12O3 *
DMSO

E Param.: -18.20

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
pentan-2-one (in DMSO)
C5H10O *
DMSO

E Param.: -22.30

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1-methylsulfanylpropan-2-one (in DMSO)
C4H8OS *
DMSO

E Param.: -15.60

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
3-methylcyclopentenone
C6H8O *
DMSO

E Param.: -28.90

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

E Param.: -22.10

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclopentenone
C5H6O *
DMSO

E Param.: -20.60

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
furan-2(5H)-one
C4H4O2 *
DMSO

E Param.: -20.70

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