Mayr's Database of Reactivity Parameters

C-Electrophiles

For reactivities of structurally related compounds go to: Electrophiles
1 | 2 | 3 | 4 Found 342 molecules, displaying page 3 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
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-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-benzylidene-indan-1,3-dione
C16H10O2*

E Param.: -10.11

***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-(p-(dimethylamino)benzylidene)-indan-1,3-dione
C18H15NO2*

E Param.: -13.56

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-(4-methoxyphenyl)chromenylium ion
C16H13O2*

E Param.: -4.95

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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-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
2,6-diphenyl-4-benzylidenecyclohexa-2,5-dienone
C25H18O*

E Param.: -11.87

***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-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-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-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-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-(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-(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
2,5-dichloroquinone (C-H)
C6H2Cl2O2*

E Param.: -12.28

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

E Param.: -16.11

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
2,4-dinitrothiophene
C4H2N2O4S*

E Param.: -12.33

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
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
1-phenylcyclopent-2-enylium ion
C11H11*

E Param.: 2.89

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

E Param.: -0.97

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)
*

E Param.: -6.19

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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-methylpiperidin-4-one (in DMSO)
C6H11NO*
 DMSO

E Param.: -18.40

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
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-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-(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-(4-chlorophenyl)cyclopent-2-enylium ion
C11H10Cl*

E Param.: 3.20

***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
1,3-dithianylium ion
C4H7S2*

E Param.: -2.14

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,3-diphenylpropyn-1-ylium-Cr(CO)3
*

E Param.: 1.07

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion
C22H29*

E Param.: 6.16

*Macromolecules 2005, 38, 33-40
10.1021/ma048389o
1,3,5-trinitrobenzene
C6H3N3O6*

E Param.: -13.19

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
1,2-diaza-1,3-diene 1f
*
 MeOH

E Param.: -15.30

*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 1d
*
 DMSO

E Param.: -15.38

***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 1b
*
 DMSO

E Param.: -13.90

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

E Param.: -13.28

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1,1-dianisyl-3-phenylallylium ion
C23H21O2*

E Param.: -2.67

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

E Param.: -8.97

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

E Param.: -9.84

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1,3-triphenylpropyn-1-ylium-Cr(CO)3
*

E Param.: -0.25

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1,3-triphenylallylium ion
C21H17*

E Param.: 0.98

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(tol)2CH+
C15H15*

E Param.: 3.63

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(thq)2CH+
C21H25N2*

E Param.: -8.22

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(tfm)PhCH+
C14H10F3*

E Param.: 6.70

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(tfm)2CH+
C15H9F6*

E Param.: 7.96

**J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(S,E)-5-benzyl-2,2,3-trimethyl-4-oxo-1-((E)-3-(p-tolyl)allylidene)imidazolidin-1-ium
C23H27N2O*
 dichloromethane

E Param.: -7.20

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(4-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium
C22H24N3O3*
 dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(3-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium
C22H24N3O3*
 dichloromethane

E Param.: -6.10

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-1-((E)-3-(4-methoxyphenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H27N2O2*
 dichloromethane

E Param.: -8.00

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-1-((E)-3-(4-cyanophenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H24N3O*
 dichloromethane

E Param.: -6.00

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-1-((E)-3-(4-(dimethylamino)phenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C24H30N3O*
 dichloromethane

E Param.: -10.60

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-((1H-indol-3-yl)methyl)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C24H26N3O*
 dichloromethane

E Param.: -7.30

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C22H20F5N2O*
 dichloromethane

E Param.: -6.00

**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
10.1002/anie.201301864
(S,E)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)-5-(3,4,5-trimethoxybenzyl)imidazolidin-1-ium
C25H31N2O4*
 dichloromethane

E Param.: -7.00

**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
10.1002/anie.201301864
(pyr)2CH+
C21H25N2*

E Param.: -7.69

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(PhCH2)2N+=CH-CH-Ph
C23H22N+*

E Param.: -8.50

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
(pfp)2CH+
C13H9F2*

E Param.: 5.01

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(pfa)2CH+
C29H23F6N2*

E Param.: -3.14

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(pcp)2CH+
C13H9Cl2*

E Param.: 5.48

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(mpa)2CH+
C27H25N2*

E Param.: -5.89

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(mor)2CH+
C21H25N2O2*

E Param.: -5.53

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(mfp)PhCH+
C13H10F*

E Param.: 6.23

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(mfp)2CH+
C13H9F2*

E Param.: 6.87

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(mfa)2CH+
C19H19F6N2*

E Param.: -3.85

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(lil)2CH+
C23H25N2*

E Param.: -10.04

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(jul)2CH+
C25H29N2*

E Param.: -9.45

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(ind)2CH+
C19H21N2*

E Param.: -8.76

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(fur)2CH+
C17H15O2*

E Param.: -1.36

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(fur)(ani)CH+
C16H15O2*

E Param.: -0.81

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(Ftol)2CH+
C15H13F2*

E Param.: 5.24

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(ethene-1,1-diyldisulfonyl)dibenzene
*
 DMSO

E Param.: -7.50

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
(E)-tert-butyl benzylidenecarbamate (in DMSO)
C12H15NO2*
 DMSO

E Param.: -14.22

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-N-benzylidene-P,P-diphenylphosphinic amide
C19H16NOP*
 DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-N-benzylidene-4-methylbenzenesulfonamide (in DMSO)
C14H13NO2S*
 DMSO

E Param.: -11.50

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-N-(4-methoxybenzylidene)-4-methylbenzenesulfonamide (in DMSO)
C15H15NO3S*
 DMSO

E Param.: -13.05

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-N-(4-(dimethylamino)benzylidene)-4-methylbenzenesulfonamide (in DMSO)
C16H18N2O2S*
 DMSO

E Param.: -15.09

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-6-benzylidenebenzo[d][1,3]dioxol-5(6H)-one
C14H10O3*

E Param.: -14.47

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(furan-2-ylmethylene)benzo[d][1,3]dioxol-5(6H)-one
C12H8O4*

E Param.: -15.73

***Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
(E)-6-(4-nitrobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9NO5*

E Param.: -13.15

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(4-methylbenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H12O3*

E Param.: -14.85

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(4-methoxybenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H12O4*

E Param.: -15.20

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(4-chlorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9ClO3*

E Param.: -13.99

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(4-(trifluoromethyl)benzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H9F3O3*

E Param.: -13.54

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(4-(dimethylamino)benzylidene)benzo[d][1,3]dioxol-5(6H)-one
C16H15NO3*

E Param.: -16.07

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-(3-fluorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9FO3*

E Param.: -14.00

***Chem. Eur. J. 2024, , e202403785
10.1002/chem.202403785
(E)-6-((E)-3-phenylallylidene)benzo[d][1,3]dioxol-5(6H)-one
C16H12O3*

E Param.: -16.00

***Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
(E)-6-((1-methyl-1H-pyrrol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one
C13H11NO3*

E Param.: -17.03

***Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
(E)-6-((1-methyl-1H-indol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one
C17H13NO3*

E Param.: -15.55

***Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
(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
(E)-4-methyl-1-(4-nitrophenyl)pent-1-en-3-one (in DMSO)
C12H13NO3*
 DMSO

E Param.: -19.17

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-4-(4-nitrophenyl)but-3-en-2-one (in DSMO)
C10H9NO3*
 DMSO

E Param.: -19.36

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one
C13H15NO3*
 DMSO

E Param.: -19.15

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-3-benzylidene-1,2-dimethyl-3H-indol-1-ium ion
C17H16N*

E Param.: -4.96

**J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
(E)-3-(4-nitro-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)
*
 DMSO

E Param.: -17.33

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-3-(4-cyano-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)
*
 DMSO

E Param.: -17.64

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-2-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion
C17H16N*

E Param.: -5.15

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298