Electrophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 |
((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 |
|
((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane  |
E Param.: -13.77 |
|
Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 |
|
(2,4,6-trimethylphenyl)ethylium ion  |
E Param.: 6.04 |
|
Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
|
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene  |
DMSO | E Param.: -13.88 |
|
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 |
(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 |
(3-CF3)-tritylium ion  |
E Param.: 1.18 |
 |
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(3-Cl)-tritylium ion  |
E Param.: 1.06 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(3-Cl)3-tritylium ion  |
E Param.: 1.99 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(3-F)-tritylium ion  |
E Param.: 1.01 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-F)2-tritylium ion  |
E Param.: 1.54 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-F)3-tritylium ion  |
E Param.: 2.07 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-F)4-tritylium ion  |
E Param.: 2.54 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(4-CF3)-tritylium ion  |
E Param.: 1.33 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-CF3)2-tritylium ion  |
E Param.: 2.28 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-F)-tritylium ion  |
E Param.: 0.35 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(4-F)2-tritylium ion  |
E Param.: 0.17 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(4-F)3-tritylium ion  |
E Param.: 0.05 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(4-Me)-tritylium ion  |
E Param.: -0.13 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-Me)2-tritylium ion  |
E Param.: -0.70 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-Me)3-tritylium ion  |
E Param.: -1.21 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO)-tritylium ion  |
E Param.: -1.59 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(4-MeO)2-tritylium ion  |
E Param.: -3.04 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO)3-tritylium ion  |
E Param.: -4.35 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO,3-OMe)-tritylium ion  |
E Param.: -1.62 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-MeO,4-Me)-tritylium ion  |
E Param.: -2.13 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-NMe2)-tritylium ion  |
E Param.: -7.93 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-NMe2)2-tritylium ion (= Malachite green)  |
E Param.: -10.29 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-NMe2)3-tritylium ion (= Crystal violet)  |
E Param.: -11.26 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-OMe,3-Me)-tritylium ion  |
E Param.: -1.84 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(ani)2CH+  |
E Param.: 0.00 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(dfp)(mfp)CH+  |
E Param.: 7.52 |
|
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 |
|
(dfp)PhCH+  |
E Param.: 6.74 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(dma)2CH+  |
E Param.: -7.02 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(dpa)2CH+  |
E Param.: -4.72 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(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)-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)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)  |
DMSO | E Param.: -24.69 |
|
J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
(E)-10-(4-methoxybenzylidene)phenanthren-9(10H)-one  |
E Param.: -15.93 |
|
J. Phys. Org. Chem. 2026, 39, e70061 10.1002/poc.70061 |
|
(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.[...] |
(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-phenylallylidene)cyclohexa-2,5-dien-1-one  |
DMSO | E Param.: -17.00 |
|
Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
(E)-2-(4-methoxybenzylidene)acenaphthylen-1(2H)-one  |
E Param.: -18.72 |
|
J. Phys. Org. Chem. 2026, 39, e70061 10.1002/poc.70061 |
|
(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 |
(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)-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)-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-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 |