Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(ethene-1,1-diyldisulfonyl)dibenzene![]() ![]() |
DMSO | E Param.: -7.50 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
MacMillan-iminium ion (1st generation)![]() ![]() |
MeCN | E Param.: -7.37 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
(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 |
(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 |
N-methylacridinium ion![]() ![]() |
E Param.: -7.15 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(dma)2CH+![]() ![]() |
E Param.: -7.02 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
6-cyano-4-nitrobenzofuroxan![]() ![]() |
E Param.: -7.01 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
(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 |
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 | |
2,3,4,5,6,6-hexachlorocyclohexa-2,4-dien-1-one![]() ![]() |
MeCN | E Param.: -6.75 | ![]() ![]() ![]() | Org. Lett. 2010, 12, 2238-2241 10.1021/ol100592j |
dimethylmethyleneammonium ion![]() ![]() |
E Param.: -6.69 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
N-(trifluoromethyl)thio)saccharin![]() ![]() |
E Param.: -6.48 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | |
2-phenyl-1,3-dithianylium ion![]() ![]() |
E Param.: -6.43 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
4-cyano-6-nitro-benzofuroxane![]() ![]() |
E Param.: -6.41 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
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-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)![]() ![]() |
E Param.: -6.19 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
4-nitrobenzodifuroxan (NBDF)![]() ![]() |
E Param.: -6.15 | ![]() ![]() ![]() | Chem. Eur. J. 2007, 13, 8317-8324 10.1002/chem.200700676 | |
(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 |
N-(phenylsulfonyl)-N-((trifluoromethyl)thio)benzenesulfonamide![]() ![]() |
E Param.: -6.06 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | |
(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)-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 |
bis(1-methylindol-3-yl)methylium ion![]() ![]() |
E Param.: -5.99 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
2-phenyl-1,3-dithiolan-2-ylium ion![]() ![]() |
E Param.: -5.91 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(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 |
(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 |
(mpa)2CH+![]() ![]() |
E Param.: -5.89 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
4-aza-6-nitrobenzofuroxan![]() ![]() |
E Param.: -5.86 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
Vilsmeier ion![]() ![]() |
E Param.: -5.77 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(mor)2CH+![]() ![]() |
E Param.: -5.53 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
MacMillan-iminium ion (2nd generation)![]() ![]() |
MeCN | E Param.: -5.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
4,6-dinitrobenzofurazan![]() ![]() |
E Param.: -5.46 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
N-fluoro-2,6-dichloropyridinium tetrafluoroborate![]() ![]() |
E Param.: -5.29 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | |
Selectfluor![]() ![]() |
E Param.: -5.20 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | |
methyl(phenyl)methyleneammonium ion![]() ![]() |
E Param.: -5.17 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(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 | |
4,6-dinitrobenzofuroxan![]() ![]() |
E Param.: -5.06 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
(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)-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 | |
2-(4-methoxyphenyl)chromenylium ion![]() ![]() |
E Param.: -4.95 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
4-nitro-6-(trifluoromethylsulfonyl)benzofuroxan![]() ![]() |
E Param.: -4.91 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
(dpa)2CH+![]() ![]() |
E Param.: -4.72 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
4,6-dinitrotetrazolopyridine![]() ![]() |
E Param.: -4.67 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
9-(4-(dimethylamino)phenyl)-9H-fluoren-9-ylium![]() ![]() |
dichloromethane | E Param.: -4.51 | ![]() ![]() ![]() | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 |
(4-MeO)3-tritylium ion![]() ![]() |
E Param.: -4.35 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(mfa)2CH+![]() ![]() |
E Param.: -3.85 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
tropylium ion![]() ![]() |
E Param.: -3.72 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 |
C7H7+-Fe(CO)3![]() ![]() |
E Param.: -3.49 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
flavylium ion![]() ![]() |
E Param.: -3.45 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(pfa)2CH+![]() ![]() |
E Param.: -3.14 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(4-MeO)2-tritylium ion![]() ![]() |
E Param.: -3.04 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
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 | |
fc(ani)CH+![]() ![]() |
E Param.: -2.90 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
1,1-dianisyl-3-phenylallylium ion![]() ![]() |
E Param.: -2.67 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
fc(Ph)CH+![]() ![]() |
E Param.: -2.64 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
fc(Me)CH+![]() ![]() |
E Param.: -2.57 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 | |
1,3-dithianylium ion![]() ![]() |
E Param.: -2.14 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(4-MeO,4-Me)-tritylium ion![]() ![]() |
E Param.: -2.13 | ![]() | 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 | |
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 | |
(4-MeO,3-OMe)-tritylium ion![]() ![]() |
E Param.: -1.62 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
3-(trimethylsilyl)propyn-1-ylium-Co2(CO)6![]() ![]() |
E Param.: -1.60 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(4-MeO)-tritylium ion![]() ![]() |
E Param.: -1.59 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
3-phenylpropyn-1-ylium-Co2(CO)6![]() ![]() |
E Param.: -1.58 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
di-p-anisyl-allylium ion![]() ![]() |
E Param.: -1.45 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
(fur)2CH+![]() ![]() |
E Param.: -1.36 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(4-Me)3-tritylium ion![]() ![]() |
E Param.: -1.21 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
1-phenyl-proyn-ylium-Co2(CO)6![]() ![]() |
E Param.: -0.97 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
propyn-1-ylium-Co2(CO)6![]() ![]() |
E Param.: -0.84 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(fur)(ani)CH+![]() ![]() |
E Param.: -0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(4-Me)2-tritylium ion![]() ![]() |
E Param.: -0.70 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
dibenzo[a,d]tropylium ion![]() ![]() |
dichloromethane | E Param.: -0.63 | ![]() | Liebigs Ann. 1995, , 2005-2009 10.1002/jlac.1995199[...] |
1,1,3-triphenylpropyn-1-ylium-Cr(CO)3![]() ![]() |
E Param.: -0.25 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(4-Me)-tritylium ion![]() ![]() |
E Param.: -0.13 | ![]() | 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 | |
(4-F)3-tritylium ion![]() ![]() |
E Param.: 0.05 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
methoxy-(4-methoxyphenyl)methylium ion![]() ![]() |
E Param.: 0.14 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(4-F)2-tritylium ion![]() ![]() |
E Param.: 0.17 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
(4-F)-tritylium ion![]() ![]() |
E Param.: 0.35 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
tritylium ion (Ph3C+)![]() ![]() |
E Param.: 0.51 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
ani(pop)CH+![]() ![]() |
E Param.: 0.61 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
9-(4-methoxyphenyl)-9H-fluoren-9-ylium![]() ![]() |
dichloromethane | E Param.: 0.85 | ![]() ![]() ![]() | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 |
1,1,3-triphenylallylium ion![]() ![]() |
E Param.: 0.98 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(3-F)-tritylium ion![]() ![]() |
E Param.: 1.01 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
(3-Cl)-tritylium ion![]() ![]() |
E Param.: 1.06 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
1,3-diphenylpropyn-1-ylium-Cr(CO)3![]() ![]() |
E Param.: 1.07 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
benzaldehyde-boron trichloride complex![]() ![]() |
E Param.: 1.12 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(3-CF3)-tritylium ion![]() ![]() |
E Param.: 1.18 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
di-p-tolyl-allylium ion![]() ![]() |
E Param.: 1.23 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
(4-CF3)-tritylium ion![]() ![]() |
E Param.: 1.33 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
4-chlorobenzaldehyde-boron trichloride complex![]() ![]() |
E Param.: 1.44 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
ani(tol)CH+![]() ![]() |
E Param.: 1.48 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(3-F)2-tritylium ion![]() ![]() |
E Param.: 1.54 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
methoxy-(4-methylphenyl)methylium ion![]() ![]() |
E Param.: 1.90 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(3-Cl)3-tritylium ion![]() ![]() |
E Param.: 1.99 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(3-F)3-tritylium ion![]() ![]() |
E Param.: 2.07 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
ani(Ph)CH+![]() ![]() |
E Param.: 2.11 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
pop(tol)CH+![]() ![]() |
E Param.: 2.16 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |