Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 Found 367 molecules, displaying page 3 of 4 Results per page 10|50|100|all
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
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
p-chloranil (C=O)
C6Cl4O2*

E Param.: -12.13

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-chloranil (C-Cl)
C6Cl4O2*

E Param.: -13.84

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-fluoranil (C=O)
C6F4O2*

E Param.: -9.37

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-fluoranil (C-F)
C6F4O2*

E Param.: -11.12

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
o-chloranil (C=O)
C6Cl4O2*

E Param.: -8.77

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
o-chloranil (C-Cl)
C6Cl4O2*

E Param.: -12.02

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
3-benzylidene-1-methyl-3H-indol-1-ium ion
C16H14N*

E Param.: -1.80

***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
3-(4-methoxybenzylidene)-1-methyl-3H-indol-1-ium iom
C17H16NO*

E Param.: -3.02

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
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-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
(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
(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
bis(1-methylindol-3-yl)methylium ion
C19H17N2*

E Param.: -5.99

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
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
dibenzo[a,d]tropylium ion
C15H11*
 dichloromethane

E Param.: -0.63

-Liebigs Ann. 1995, , 2005-2009
10.1002/jlac.1995199[...]
ethenesulfonyl fluoride (ESF)
*
 DMSO

E Param.: -12.09

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
2-phenylethene-1-sulfonyl fluoride
C8H7FO2S*
 DMSO

E Param.: -16.63

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
(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
(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
cinnamonitrile (in DMSO)
C9H7N*
 DMSO

E Param.: -24.60

*J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
methyl prop-2-enoate (in DMSO)
C4H6O2*
 DMSO

E Param.: -18.84

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl prop-2-enoate (in DMSO)
C5H8O2*
 DMSO

E Param.: -19.07

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
tert-butyl prop-2-enoate (in DMSO)
C7H12O2*
 DMSO

E Param.: -20.22

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
N,N-dimethylprop-2-enamide (in DMSO)
C5H9NO*
 DMSO

E Param.: -23.54

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethenylsulfonylbenzene (in DMSO)
C8H8O2S*
 DMSO

E Param.: -18.36

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
acrylonitrile (in DMSO)
C3H3N*
 DMSO

E Param.: -19.05

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
but-3-en-2-one (in DMSO)
C4H6O*
 DMSO

E Param.: -16.76

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
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
ethyl 2-methylprop-2-enoate (in DMSO)
C6H10O2*
 DMSO

E Param.: -22.77

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl (E)-but-2-enoate (in DMSO)
C6H10O2*
 DMSO

E Param.: -23.59

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl cinnamate (in DMSO)
C11H12O2*
 DMSO

E Param.: -24.52

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)
C15H14O2S*
 DMSO

E Param.: -24.69

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
2-cinnamoyl-3-methyl-1-(perfluorophenyl)-1H-imidazol-3-ium
C19H12F5N2O*
 DMSO

E Param.: -10.09

***Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
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[...]
2-cinnamoyl-1-mesityl-3-methyl-1H-imidazol-3-ium
C22H23N2O*
 DMSO

E Param.: -11.48

***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[...]
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[...]
cyclobutanone (in DMSO)
C4H6O*
 DMSO

E Param.: -17.50

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cyclopentanone (in DMSO)
C5H8O*
 DMSO

E Param.: -21.00

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cyclohexanone (in DMSO)
C6H10O*
 DMSO

E Param.: -19.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cycloheptanone (in DMSO)
C7H12O*
 DMSO

E Param.: -22.10

*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