Mayr's Database of Reactivity Parameters

Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.85

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-bromo-<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.37

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-cyano-<i>trans-beta</i>-nitrostyrene
*

E Param.: -12.61

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-nitro-<i>trans-beta</i>-nitrostyrene
*

E Param.: -12.37

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
(ethene-1,1-diyldisulfonyl)dibenzene
*
DMSO

E Param.: -7.50

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
(2-phenylethene-1,1-diyldisulfonyl)dibenzene
*
DMSO

E Param.: -12.93

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene
*
DMSO

E Param.: -13.88

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
4-(2,2-bis(phenylsulfonyl)vinyl)-N,N-dimethylaniline
*
DMSO

E Param.: -16.53

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
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-(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
MacMillan-iminium ion (2nd generation)
*
MeCN

E Param.: -5.52

*** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
MacMillan-iminium ion (spiro)
*
MeCN

E Param.: -7.67

*** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = Ph)
*

E Param.: -14.14

*** Organometallics 2012, 31, 2416-2424
10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 3,5-difluorophenyl)
*

E Param.: -14.21

*** Organometallics 2012, 31, 2416-2424
10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 4-(dimethylamino)phenyl)
*

E Param.: -14.46

*** Organometallics 2012, 31, 2416-2424
10.1021/om3000357
indolecarboxylate derived iminium ion
*
dichloromethane

E Param.: -9.50

** Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
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
(fur)(ani)CH+
C16H15O2 *

E Param.: -0.81

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(mfp)PhCH+
C13H10F *

E Param.: 6.23

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(tfm)PhCH+
C14H10F3 *

E Param.: 6.70

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(dfp)PhCH+
C13H9F2 *

E Param.: 6.74

***** 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
(dfp)(mfp)CH+
C13H8F3 *

E Param.: 7.52

***** 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
(dfp)2CH+
C13H7F4 *

E Param.: 8.02

* 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
PhCH=N+Me2 (in MeCN)
C9H12N *
MeCN

E Param.: -9.27

*** J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
pTolCH=N+CH2 (in MeCN)
C10H14N *
MeCN

E Param.: -9.64

*** J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-AniCH=N+Me2 (in MeCN)
C10H14NO *
MeCN

E Param.: -10.69

*** J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)4 (in MeCN)
C11H14N *
MeCN

E Param.: -9.35

*** J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)5 (in MeCN)
C12H16N *
MeCN

E Param.: -9.60

*** J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-CF3-C6H4-CH=N+Me2 (in MeCN)
C10H11F3N *
MeCN

E Param.: -8.34

*** J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
(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
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
maleic anhydride
C4H4O3 *
DMSO

E Param.: -11.31

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
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
(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
p-quinone (C-H)
C6H4O2 *

E Param.: -16.19

** J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b