C-Electrophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
1,2-diaza-1,3-diene 1e   |
MeOH | E Param.: -14.90 |
 |
Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 |
1,2-diaza-1,3-diene 1f  |
MeOH | E Param.: -15.30 |
|
Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 |
MacMillan-iminium ion (1st generation)  |
MeCN | E Param.: -7.37 |
|
Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
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 |
PhCH=N+Me2 (in MeCN)  |
MeCN | E Param.: -9.27 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
pTolCH=N+CH2 (in MeCN)  |
MeCN | E Param.: -9.64 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
p-AniCH=N+Me2 (in MeCN)  |
MeCN | E Param.: -10.69 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
PhCH=N+(CH2)4 (in MeCN)  |
MeCN | E Param.: -9.35 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
PhCH=N+(CH2)5 (in MeCN)  |
MeCN | E Param.: -9.60 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
p-CF3-C6H4-CH=N+Me2 (in MeCN)  |
MeCN | E Param.: -8.34 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ)  |
MeCN | E Param.: -3.66 |
|
J. Am. Chem. Soc. 2013, 135, 12377-12387 10.1021/ja405890d |
phenyl isocyanate  |
MeCN | E Param.: -15.38 |
|
J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
p-tosyl isocyanate  |
MeCN | E Param.: -7.69 |
|
J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
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)  |
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)  |
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)  |
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  |
DMSO | E Param.: -19.15 |
|
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
3-chloro-benzaldehyde (in DMSO)  |
DMSO |  |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
3-fluoro-benzaldehyde (in DMSO)  |
DMSO | |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
3-methoxy-benzaldehyde (in DMSO)  |
DMSO | |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
4-fluoro-benzaldehyde (in DMSO)  |
DMSO | |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
benzaldehyde (in DMSO)  |
DMSO | E Param.: -12.90 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
hexanal (in DMSO)  |
DMSO | |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
butanal (in DMSO)  |
DMSO | |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
cinnamaldehyde (in DMSO)  |
DMSO | |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
p-nitro-cinnamaldehyde (in DMSO)  |
DMSO | |
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
|
(E)-N-benzylidene-4-methylbenzenesulfonamide (in DMSO)  |
DMSO | E Param.: -11.50 |
|
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
(E)-N-(4-methoxybenzylidene)-4-methylbenzenesulfonamide (in DMSO)  |
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)  |
DMSO | E Param.: -15.09 |
|
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
(E)-tert-butyl benzylidenecarbamate (in DMSO)  |
DMSO | E Param.: -14.22 |
|
J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
(E)-N-benzylidene-P,P-diphenylphosphinic amide  |
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  |
DMSO | E Param.: -11.52 |
|
Angew. Chem. Int. Ed. 2012, 51, 5234-5238 10.1002/anie.201109042 |
maleic anhydride  |
DMSO | E Param.: -11.31 |
|
Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
N-methyl maleimide  |
DMSO | E Param.: -14.07 |
|
Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
fumaronitrile  |
DMSO | E Param.: -15.71 |
|
Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
diethyl fumarate  |
DMSO | E Param.: -17.79 |
|
Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
diethyl maleate  |
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  |
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)  |
DMSO | E Param.: -23.01 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
cinnamonitrile (in DMSO)  |
DMSO | E Param.: -24.60 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
methyl prop-2-enoate (in DMSO)  |
DMSO | E Param.: -18.84 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
ethyl prop-2-enoate (in DMSO)  |
DMSO | E Param.: -19.07 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
tert-butyl prop-2-enoate (in DMSO)  |
DMSO | E Param.: -20.22 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
N,N-dimethylprop-2-enamide (in DMSO)  |
DMSO | E Param.: -23.54 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
ethenylsulfonylbenzene (in DMSO)  |
DMSO | E Param.: -18.36 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
acrylonitrile (in DMSO)  |
DMSO | E Param.: -19.05 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
but-3-en-2-one (in DMSO)  |
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)  |
DMSO | E Param.: -15.25 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
ethyl 2-methylprop-2-enoate (in DMSO)  |
DMSO | E Param.: -22.77 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
ethyl (E)-but-2-enoate (in DMSO)  |
DMSO | E Param.: -23.59 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
ethyl cinnamate (in DMSO)  |
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)  |
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  |
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  |
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  |
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  |
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  |
DMSO | E Param.: -12.02 |
|
Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |
cyclobutanone (in DMSO)  |
DMSO | E Param.: -17.50 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cyclopentanone (in DMSO)  |
DMSO | E Param.: -21.00 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cyclohexanone (in DMSO)  |
DMSO | E Param.: -19.90 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cycloheptanone (in DMSO)  |
DMSO | E Param.: -22.10 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
1-methylpiperidin-4-one (in DMSO)  |
DMSO | E Param.: -18.40 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
oxan-4-one (in DMSO)  |
DMSO | E Param.: -17.90 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
thian-4-one (in DMSO)  |
DMSO | E Param.: -16.90 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
1,4-dioxaspiro[4.5]decan-8-one (in DMSO)  |
DMSO | E Param.: -18.20 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
pentan-2-one (in DMSO)  |
DMSO | E Param.: -22.30 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
1-methylsulfanylpropan-2-one (in DMSO)  |
DMSO | E Param.: -15.60 |
|
J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
3-methylcyclopentenone  |
DMSO | E Param.: -28.90 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
2-methylcyclopentenone  |
DMSO | E Param.: -22.10 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cyclopentenone  |
DMSO | E Param.: -20.60 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
furan-2(5H)-one  |
DMSO | E Param.: -20.70 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
2-methylcyclohexenone  |
DMSO | E Param.: -27.50 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cyclohexenone  |
DMSO | E Param.: -22.10 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
dihydro-2H-pyran-2-one  |
DMSO | E Param.: -21.80 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
3-methylenetetrahydropyran-2-one  |
DMSO | E Param.: -19.50 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
3-methylenedihydrofuranone  |
DMSO | E Param.: -19.40 |
|
Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
(E)-2,6-di-tert-butyl-4-(3-phenylallylidene)cyclohexa-2,5-dien-1-one  |
DMSO | E Param.: -17.00 |
|
Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
E)-2,6-di-tert-butyl-4-(3-(4-chlorophenyl)allylidene)cyclohexa-2,5-dien-1-one  |
DMSO | E Param.: -16.84 |
|
Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
(E)-2,6-di-tert-butyl-4-(3-(4-nitrophenyl)allylidene)cyclohexa-2,5-dien-1-one  |
DMSO | E Param.: -16.25 |
|
Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
(E)-2,6-di-tert-butyl-4-(3-(4-methoxyphenyl)allylidene)cyclohexa-2,5-dien-1-one  |
DMSO | E Param.: -17.42 |
|
Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
2,6-di-tert-butyl-4-(2,2,2-trifluoroethylidene)cyclohexa-2,5-dien-1-one  |
DMSO | E Param.: -11.68 |
|
Eur. J. Org. Chem. 2020, , 3812-3817 10.1002/ejoc.202000295 |
phenyl isothiocyanate  |
DMSO | E Param.: -18.15 |
|
J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
p-nitrophenyl isothiocyanate  |
DMSO | E Param.: -15.89 |
|
J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
diphenylcarbodiimide  |
DMSO | E Param.: -20.14 |
|
J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
carbon disulfide  |
DMSO | E Param.: -17.70 |
|
J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |