Mayr's Database of Reactivity Parameters

C-Electrophiles

For reactivities of structurally related compounds go to: Electrophiles
1 | 2 | 3 | 4 | 5 | 6 | 7 Found 342 molecules, displaying page 5 of 7 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
bis(5-methoxy-1-methylindol-3-yl)methylium ion
C21H21N2O2*

E Param.: -6.90

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
bis(1,2-dimethylindol-3-yl)methylium ion
C21H21N2*

E Param.: -10.23

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
ethyl 3-nitro-1H-indole-1-carboxylate
C11H10N2O4*

E Param.: -14.10

**Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
3-nitro-1-tosyl-1H-indole
C15H12N2O4S*

E Param.: -14.87

***Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
4-bromo-3-nitro-1-tosyl-1H-indole
C15H11BrN2O4S*

E Param.: -14.60

**Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
3,6-dinitro-1-tosyl-1H-indole
*

E Param.: -12.90

***Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
4-phenylbut-3-yn-2-one
C10H8O*

E Param.: -16.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
hex-3-yn-2-one
C6H8O*

E Param.: -17.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
butynone
C4H4O*

E Param.: -16.60

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
Umemoto I (triflate)
*

E Param.: -13.08

***Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
Umemoto I (tetrafluoroborate)
*

E Param.: -13.39

***Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
Umemoto II (triflate)
*

E Param.: -12.80

***Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
(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-(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-(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-(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-benzylidenebenzo[d][1,3]dioxol-5(6H)-one
C14H10O3*

E Param.: -14.47

***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-(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-(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-((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)-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
indolecarboxylate derived iminium ion
*
 dichloromethane

E Param.: -9.50

**Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
(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
(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-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-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-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-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-((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
(2S,5S)-5-benzyl-3-methyl-4-oxo-1-(3-phenylallylidene)-2-((E)-styryl)imidazolidin-1-ium
C28H27N2O*
 dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
dibenzo[a,d]tropylium ion
C15H11*
 dichloromethane

E Param.: -0.63

-Liebigs Ann. 1995, , 2005-2009
10.1002/jlac.1995199[...]
(E)-2-(tert-butyl)-3-(4-methylbenzylidene)-3H-indol-1-ium
C20H22N+*
 dichloromethane

E Param.: -5.06

*Eur. J. Org. Chem. 2016, , 4050-4058
10.1002/ejoc.201600572
9-phenyl-9H-fluoren-9-ylium
C19H25*
 dichloromethane

E Param.: 2.41

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
9-(4-methoxyphenyl)-9H-fluoren-9-ylium
C20H27O*
 dichloromethane

E Param.: 0.85

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
9-(4-(dimethylamino)phenyl)-9H-fluoren-9-ylium
C21H30N*
 dichloromethane

E Param.: -4.51

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
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
(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)-1,3-diphenylprop-2-en-1-one (in DMSO)
C15H12O*
 DMSO

E Param.: -19.39

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(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-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-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