Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 Found 355 molecules, displaying page 3 of 4 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
N-(phenylsulfonyl)-N-((trifluoromethyl)thio)benzenesulfonamide
*

E Param.: -6.06

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate
*

E Param.: -10.46

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-fluoro-2,6-dichloropyridinium tetrafluoroborate
*

E Param.: -5.29

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
Selectfluor
C7H14ClFN2*

E Param.: -5.20

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-fluoropyridinium tetrafluoroborate
C5H5FN*

E Param.: -9.89

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-(trifluoromethyl)thio)phthalimide
*

E Param.: -11.92

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-(trifluoromethyl)thio)saccharin
*

E Param.: -6.48

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-(trifluoromethyl)thio)succinimide
*

E Param.: -12.56

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-(difluoromethyl)thio)phthalimide
*

E Param.: -11.86

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-methyl-N-((trifluoromethyl)thio)-p-toluenesulfonamide
*

E Param.: -13.44

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-methyl-N-((trifluoromethyl)thio)-aniline
*

E Param.: -23.32

*Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane
*

E Param.: -13.77

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane
*

E Param.: -14.52

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
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
methyl diazoacetate
C3H4N2O2*

E Param.: -18.50

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
dimethyl diazomalonate
C5H6N2O4*

E Param.: -18.20

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
(p-nitrophenyl)diazomethane
C7H5N3O2*

E Param.: -18.30

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
diphenyldiazomethane
C13H10N2*

E Param.: -21.40

-Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
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, 2024, e202400085
10.1002/ejoc.202400085
Umemoto I (tetrafluoroborate)
*

E Param.: -13.39

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

E Param.: -12.80

***Eur. J. Org. Chem. 2024, 2024, e202400085
10.1002/ejoc.202400085
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
3-chloro-benzaldehyde (in DMSO)
C7H5ClO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
3-fluoro-benzaldehyde (in DMSO)
C7H5FO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
3-methoxy-benzaldehyde (in DMSO)
C8H8O2*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
4-fluoro-benzaldehyde (in DMSO)
C7H5FO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
benzaldehyde (in DMSO)
C7H6O*
DMSO

E Param.: -12.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
hexanal (in DMSO)
C6H12O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
butanal (in DMSO)
C4H8O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
cinnamaldehyde (in DMSO)
C9H8O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
p-nitro-cinnamaldehyde (in DMSO)
C9H7NO3*
DMSO-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)-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
(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
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
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
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)-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[...]