C-Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
bis(julidin-9-yl)allylium ion | E Param.: -9.78 | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | ||
4-methoxy-<i>trans-beta</i>-nitrostyrene | E Param.: -14.70 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
4-methyl-<i>trans-beta</i>-nitrostyrene | E Param.: -14.23 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
<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 | ||
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 | |
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 | |
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 | |
2,5-dichloroquinone (C-H) | E Param.: -12.28 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
2,5-dichloroquinone (C-Cl) | E Param.: -16.11 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
p-chloranil (C=O) | E Param.: -12.13 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
p-chloranil (C-Cl) | E Param.: -13.84 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
p-fluoranil (C=O) | E Param.: -9.37 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
p-fluoranil (C-F) | E Param.: -11.12 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
o-chloranil (C=O) | E Param.: -8.77 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
o-chloranil (C-Cl) | E Param.: -12.02 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
3-benzylidene-1-methyl-3H-indol-1-ium ion | 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 | 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 | 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 | 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 | 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 | 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 | E Param.: -5.05 | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | ||
bis(1-methylindol-3-yl)methylium ion | 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 | E Param.: -6.90 | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | ||
bis(1,2-dimethylindol-3-yl)methylium ion | E Param.: -10.23 | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | ||
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 | |
9-phenyl-9H-fluoren-9-ylium | dichloromethane | E Param.: 2.41 | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 | |
9-(4-methoxyphenyl)-9H-fluoren-9-ylium | dichloromethane | E Param.: 0.85 | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 | |
9-(4-(dimethylamino)phenyl)-9H-fluoren-9-ylium | 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) | DMSO | E Param.: -23.01 | 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 | |
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[...] | |
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 | |
cyclohexenone | DMSO | E Param.: -22.10 | 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 | |
3-nitro-1-tosyl-1H-indole | E Param.: -14.87 | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | ||
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 | |
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 | |
3,6-dinitro-1-tosyl-1H-indole | E Param.: -12.90 | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | ||
cycloheptenone | DMSO | E Param.: -22.00 | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A | |
Umemoto I (triflate) | E Param.: -13.08 | Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085 | ||
Umemoto I (tetrafluoroborate) | E Param.: -13.39 | Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085 | ||
Umemoto II (triflate) | E Param.: -12.80 | Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085 | ||
ani(Br)2QM | E Param.: -8.63 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
ani(Ph)2QM | E Param.: -12.18 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
dma(Ph)2QM | E Param.: -13.39 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
tol(t-Bu)2QM | E Param.: -15.83 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
ani(t-Bu)2QM | E Param.: -16.11 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
dma(t-Bu)2QM | E Param.: -17.29 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
jul(t-Bu)2QM | E Param.: -17.90 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
benzhydrylium ion Ph2CH+ | E Param.: 5.47 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |