Mayr's Database of Reactivity Parameters

C-Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1,1,3-triphenylpropyn-1-ylium-Cr(CO)3
*

E Param.: -0.25, Deviation: ±0.20

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1,3-tris(4-(dimethylamino)phenyl)allylium ion
C27H32N3 *

E Param.: -9.84, Deviation: ±0.21

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1-bis(4-dimethylaminophenyl)-3-phenylallylium ion
*

E Param.: -8.97, Deviation: ±0.32

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1-dianisyl-3-phenylallylium ion
C23H21O2 *

E Param.: -2.67, Deviation: ±0.30

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,2-diaza-1,3-diene 1a
*
DMSO

E Param.: -13.28

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

E Param.: -13.90

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

E Param.: -14.91

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

E Param.: -15.38

*** Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
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
1,3,5-trinitrobenzene
C6H3N3O6 *

E Param.: -13.19, Deviation: ±0.45

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion
C22H29 *

E Param.: 6.16

* Macromolecules 2005, 38, 33-40
10.1021/ma048389o
1,3-diphenylpropyn-1-ylium-Cr(CO)3
*

E Param.: 1.07, Deviation: ±0.30

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,3-dithianylium ion
C4H7S2 *

E Param.: -2.14, Deviation: ±0.07

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
1-(4-chlorophenyl)cyclopent-2-enylium ion
C11H10Cl *

E Param.: 3.20, Deviation: ±0.37

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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[...]
1-methyl-3-((julolidin-9-yl)methylene)-3H-indol-1-ium ion
C22H23N2 *

E Param.: -7.79

*** J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
1-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion
C17H16N *

E Param.: -2.19

*** J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
1-methylpiperidin-4-one (in DMSO)
C6H11NO *
DMSO

E Param.: -18.40

* 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
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)
*

E Param.: -6.19, Deviation: ±0.44

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-phenyl-proyn-ylium-Co2(CO)6
*

E Param.: -0.97, Deviation: ±0.08

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-phenylcyclopent-2-enylium ion
C11H11 *

E Param.: 2.89, Deviation: ±0.25

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
2,4-dinitrothiophene
C4H2N2O4S *

E Param.: -12.33, Deviation: ±0.11

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
2,5-dichloroquinone (C-Cl)
C6H2Cl2O2 *

E Param.: -16.11

*** J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
2,5-dichloroquinone (C-H)
C6H2Cl2O2 *

E Param.: -12.28

*** J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
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
2,6-di-tert-butyl-4-(methoxymethylene)cyclohexa-2,5-dien-1-one
C16H24O2 *

E Param.: -15.10

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-dien-1-one
C16H24O *

E Param.: -13.68

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
2,6-di-tert-butyl-4-methylenecyclohexa-2,5-dien-1-one
C15H22O *

E Param.: -11.17

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
2,6-di-tert.butyl-4-(3,5-difluorobenzylidene)cyclohexa-2,5-dienone
C21H24F2O *

E Param.: -14.50

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-di-tert.butyl-4-(3-fluorobenzylidene)cyclohexa-2,5-dienone
C21H25FO *

E Param.: -15.03

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-di-tert.butyl-4-(4-nitrobenzylidene)cyclohexa-2,5-dienone
C21H25NO3 *

E Param.: -14.36

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-dimethoxy-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone
C17H19NO3 *

E Param.: -17.18

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-dimethoxy-4-(4-methoxybenzylidene)cyclohexa-2,5-dienone
C16H16O4 *

E Param.: -16.38

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-dimethyl-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone
C17H19NO *

E Param.: -16.36

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-diphenyl-4-benzylidenecyclohexa-2,5-dienone
C25H18O *

E Param.: -11.87

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2-(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetonitrile
C16H21NO *

E Param.: -11.88

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
2-(4-methoxybenzylidene)-1,3-dithiane 1,1,3,3-tetraoxide
*
DMSO

E Param.: -14.55

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
2-(4-methoxybenzylidene)benzo[d][1,3]dithiole 1,1,3,3-tetraoxide
*
DMSO

E Param.: -13.02

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
2-(4-methoxyphenyl)chromenylium ion
C16H13O2 *

E Param.: -4.95, Deviation: ±0.06

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione
C18H15NO2 *

E Param.: -13.56

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-(p-methoxybenzylidene)-indan-1,3-dione
C17H12O3 *

E Param.: -11.32

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-benzylidene-indan-1,3-dione
C16H10O2 *

E Param.: -10.11

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-benzylidenebenzo[d][1,3]dithiole 1,1,3,3-tetraoxide
*
DMSO

E Param.: -11.78

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
2-cinnamoyl-1,3-dimethyl-1H-imidazol-3-ium
C14H15N2O *
DMSO

E Param.: -11.52

*** Angew. Chem. Int. Ed. 2012, 51, 5234-5238
10.1002/anie.201109042
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[...]
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[...]