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)-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-(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 | ||
(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 | |
(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-phenylbut-3-en-2-one (in DMSO) | DMSO | E Param.: -23.01 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
(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)-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-benzylidene-4-methylbenzenesulfonamide (in DMSO) | DMSO | E Param.: -11.50 | 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 | |
(E)-tert-butyl benzylidenecarbamate (in DMSO) | DMSO | E Param.: -14.22 | 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 | |
(Ftol)2CH+ | E Param.: 5.24 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | ||
(fur)(ani)CH+ | E Param.: -0.81 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | ||
(fur)2CH+ | E Param.: -1.36 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(ind)2CH+ | E Param.: -8.76 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(jul)2CH+ | E Param.: -9.45 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(lil)2CH+ | E Param.: -10.04 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(mfa)2CH+ | E Param.: -3.85 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(mfp)2CH+ | E Param.: 6.87 | 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 | ||
(mor)2CH+ | E Param.: -5.53 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(mpa)2CH+ | E Param.: -5.89 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(p-nitrophenyl)diazomethane | E Param.: -18.30 | Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376 | ||
(pcp)2CH+ | E Param.: 5.48 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | ||
(pfa)2CH+ | E Param.: -3.14 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(pfp)2CH+ | E Param.: 5.01 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | ||
(PhCH2)2N+=CH-CH-Ph | E Param.: -8.50 | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | ||
(pyr)2CH+ | E Param.: -7.69 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(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 | |
(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-((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-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-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-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-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-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 | |
(tfm)2CH+ | E Param.: 7.96 | 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 | ||
(thq)2CH+ | E Param.: -8.22 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
(tol)2CH+ | E Param.: 3.63 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
1,1,3-triphenylallylium ion | E Param.: 0.98 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
1,1,3-triphenylpropyn-1-ylium-Cr(CO)3 | E Param.: -0.25 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
1,1,3-tris(4-(dimethylamino)phenyl)allylium ion | E Param.: -9.84 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
1,1-bis(4-dimethylaminophenyl)-3-phenylallylium ion | E Param.: -8.97 | 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 | ||
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 | |
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 | |
1,3,5-trinitrobenzene | E Param.: -13.19 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 |