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 330 molecules, displaying page 5 of 7 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
C6H7+-Fe(CO)3
*

E Param.: -7.76

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(pyr)2CH+
C21H25N2*

E Param.: -7.69

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
p-tosyl isocyanate
C8H7NO3S*
 MeCN

E Param.: -7.69

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
MacMillan-iminium ion (spiro)
*
 MeCN

E Param.: -7.67

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
diarylallylium ion (4-NMe2)2
*

E Param.: -7.50

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
(ethene-1,1-diyldisulfonyl)dibenzene
*
 DMSO

E Param.: -7.50

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
MacMillan-iminium ion (1st generation)
C22H25N2O+*
 MeCN

E Param.: -7.37

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
(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)-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
N-methylacridinium ion
C14H12N*

E Param.: -7.15

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(dma)2CH+
C17H21N2*

E Param.: -7.02

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
6-cyano-4-nitrobenzofuroxan
C7H2N4O4*

E Param.: -7.01

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
(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
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
dimethylmethyleneammonium ion
C3H8N*

E Param.: -6.69

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-phenyl-1,3-dithianylium ion
C10H11S2*

E Param.: -6.43

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-cyano-6-nitro-benzofuroxane
C7H2N4O4*

E Param.: -6.41

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
3-(4-(dimethylamino)benzylidene)-1-methyl-3H-indol-1-ium ion
C18H19N2*

E Param.: -6.26

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)
*

E Param.: -6.19

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-nitrobenzodifuroxan (NBDF)
C6HN5O6*

E Param.: -6.15

***Chem. Eur. J. 2007, 13, 8317-8324
10.1002/chem.200700676
(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)-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)-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
bis(1-methylindol-3-yl)methylium ion
C19H17N2*

E Param.: -5.99

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
2-phenyl-1,3-dithiolan-2-ylium ion
C9H9S2*

E Param.: -5.91

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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
(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
(mpa)2CH+
C27H25N2*

E Param.: -5.89

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
4-aza-6-nitrobenzofuroxan
C5H2N4O4*

E Param.: -5.86

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
Vilsmeier ion
C3H7ClN*

E Param.: -5.77

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(mor)2CH+
C21H25N2O2*

E Param.: -5.53

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
MacMillan-iminium ion (2nd generation)
*
 MeCN

E Param.: -5.52

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
4,6-dinitrobenzofurazan
C6H2N4O5*

E Param.: -5.46

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
methyl(phenyl)methyleneammonium ion
C8H10N*

E Param.: -5.17

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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
4,6-dinitrobenzofuroxan
C6H2N4O6*

E Param.: -5.06

***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
(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
(E)-1,2-dimethyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion
C18H18N*

E Param.: -5.05

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
(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
2-(4-methoxyphenyl)chromenylium ion
C16H13O2*

E Param.: -4.95

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-nitro-6-(trifluoromethylsulfonyl)benzofuroxan
C7H2F3N3O6S*

E Param.: -4.91

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
(dpa)2CH+
C37H29N2*

E Param.: -4.72

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
4,6-dinitrotetrazolopyridine
C5H2N6O4*

E Param.: -4.67

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
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
(4-MeO)3-tritylium ion
*

E Param.: -4.35

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(mfa)2CH+
C19H19F6N2*

E Param.: -3.85

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tropylium ion
C7H7*

E Param.: -3.72

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
C7H7+-Fe(CO)3
*

E Param.: -3.49

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
flavylium ion
C15H11O*

E Param.: -3.45

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c