Electrophiles
| 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  |
DMSO | E Param.: -11.52 |
|
Angew. Chem. Int. Ed. 2012, 51, 5234-5238 10.1002/anie.201109042 |
(fur)(ani)CH+  |
E Param.: -0.81 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(mfp)PhCH+  |
E Param.: 6.23 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(tfm)PhCH+  |
E Param.: 6.70 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(dfp)PhCH+  |
E Param.: 6.74 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(mfp)2CH+  |
E Param.: 6.87 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(dfp)(mfp)CH+  |
E Param.: 7.52 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(tfm)2CH+  |
E Param.: 7.96 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(dfp)2CH+  |
E Param.: 8.02 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(Ftol)2CH+  |
E Param.: 5.24 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
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 |
(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium  |
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  |
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)  |
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 |
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(4-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium  |
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  |
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  |
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  |
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  |
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  |
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  |
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  |
dichloromethane | E Param.: -5.90 |
|
Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
p-quinone (C-H)  |
E Param.: -16.19 |
|
J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b |
|
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 |
|
(E)-3-benzylidene-1,2-dimethyl-3H-indol-1-ium ion  |
E Param.: -4.96 |
|
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 |
|
dibenzo[a,d]tropylium ion  |
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  |
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  |
dichloromethane | E Param.: -5.06 |
|
Eur. J. Org. Chem. 2016, , 4050-4058 10.1002/ejoc.201600572 |
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 |
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 |