Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
fc(Ph)CH+![]() ![]() |
E Param.: -2.64 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
fc(ani)CH+![]() ![]() |
E Param.: -2.90 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
fc(Me)CH+![]() ![]() |
E Param.: -2.57 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
fc2CH+![]() ![]() |
E Param.: -8.54 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
tropylium ion![]() ![]() |
E Param.: -3.72 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-phenyl-1,3-dithiolan-2-ylium ion![]() ![]() |
E Param.: -5.91 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-phenyl-1,3-dithianylium ion![]() ![]() |
E Param.: -6.43 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
1,3-dithianylium ion![]() ![]() |
E Param.: -2.14 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
N-ethylidenecarbazolium ion![]() ![]() |
E Param.: 2.41 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
N-methylacridinium ion![]() ![]() |
E Param.: -7.15 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
dimethylmethyleneammonium ion![]() ![]() |
E Param.: -6.69 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methyl(phenyl)methyleneammonium ion![]() ![]() |
E Param.: -5.17 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
Vilsmeier ion![]() ![]() |
E Param.: -5.77 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methoxy-phenylmethylium ion![]() ![]() |
E Param.: 2.97 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methoxy-(4-methoxyphenyl)methylium ion![]() ![]() |
E Param.: 0.14 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methoxy-(4-methylphenyl)methylium ion![]() ![]() |
E Param.: 1.90 | ![]() ![]() ![]() | 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 | |
2-(4-methoxyphenyl)chromenylium ion![]() ![]() |
E Param.: -4.95 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
1,1,3-triphenylallylium ion![]() ![]() |
E Param.: 0.98 | ![]() ![]() ![]() | 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 | |
1,1-bis(4-dimethylaminophenyl)-3-phenylallylium ion![]() ![]() |
E Param.: -8.97 | ![]() ![]() ![]() | 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-phenylcyclopent-2-enylium ion![]() ![]() |
E Param.: 2.89 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
1-(4-chlorophenyl)cyclopent-2-enylium ion![]() ![]() |
E Param.: 3.20 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
tritylium ion (Ph3C+)![]() ![]() |
E Param.: 0.51 | ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
4,6-dinitrobenzofuroxan![]() ![]() |
E Param.: -5.06 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
1,3,5-trinitrobenzene![]() ![]() |
E Param.: -13.19 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
6-nitro-tetrazolo[1,5a]pyridine![]() ![]() |
E Param.: -9.05 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4-nitro-6-(trifluoromethylsulfonyl)benzofuroxan![]() ![]() |
E Param.: -4.91 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4,6-dinitrotetrazolopyridine![]() ![]() |
E Param.: -4.67 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4,6-dinitrobenzofurazan![]() ![]() |
E Param.: -5.46 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
2,4-dinitrothiophene![]() ![]() |
E Param.: -12.33 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
6-cyano-4-nitrobenzofuroxan![]() ![]() |
E Param.: -7.01 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4-cyano-6-nitro-benzofuroxane![]() ![]() |
E Param.: -6.41 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4-aza-6-nitrobenzofuroxan![]() ![]() |
E Param.: -5.86 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
(2,4,6-trimethylphenyl)ethylium ion![]() ![]() |
E Param.: 6.04 | ![]() | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion![]() ![]() |
E Param.: 6.16 | ![]() | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione![]() ![]() |
E Param.: -13.56 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | |
2-(p-methoxybenzylidene)-indan-1,3-dione![]() ![]() |
E Param.: -11.32 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | |
2-benzylidene-indan-1,3-dione![]() ![]() |
E Param.: -10.11 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | |
jul-indan-1,3-dione![]() ![]() |
E Param.: -14.68 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | |
aniBBS![]() ![]() |
E Param.: -10.37 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
dmaBBS![]() ![]() |
E Param.: -12.76 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
julBBS![]() ![]() |
E Param.: -13.84 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
dma(S)BBS![]() ![]() |
E Param.: -10.73 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
jul(S)BBS![]() ![]() |
E Param.: -11.89 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
4-nitrobenzodifuroxan (NBDF)![]() ![]() |
E Param.: -6.15 | ![]() ![]() ![]() | Chem. Eur. J. 2007, 13, 8317-8324 10.1002/chem.200700676 | |
benzylidene-Meldrum's acid![]() ![]() |
E Param.: -9.15 | ![]() ![]() ![]() | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
p-(methoxy)benzylidene Meldrum's acid![]() ![]() |
E Param.: -10.28 | ![]() ![]() ![]() | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
p-(dimethylamino)benzylidene Meldrum's acid![]() ![]() |
E Param.: -12.76 | ![]() ![]() ![]() | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
jul Meldrum's acid![]() ![]() |
E Param.: -13.97 | ![]() ![]() ![]() | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
diethyl benzylidene malonate![]() ![]() |
E Param.: -20.55 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-nitrobenzylidene malonate![]() ![]() |
E Param.: -17.67 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-cyano-benzylidene malonate![]() ![]() |
E Param.: -18.06 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 3-chloro-benzylidene malonate![]() ![]() |
E Param.: -18.98 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-methyl-benzylidene malonate![]() ![]() |
E Param.: -21.11 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-methoxy-benzylidene malonate![]() ![]() |
E Param.: -21.47 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-(dimethylamino)benzylidene malonate![]() ![]() |
E Param.: -23.10 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 2-((1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)methylene)malonate![]() ![]() |
E Param.: -23.40 | ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 2-((julolidine-9-yl)methylene)malonate![]() ![]() |
E Param.: -23.80 | ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
Me2N+=CH-CH-Ph![]() ![]() |
E Param.: -9.20 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
pyrN+=CH-CH-Ph![]() ![]() |
E Param.: -9.80 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
pipN+=CH-CH-Ph![]() ![]() |
E Param.: -10.30 | ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
(PhCH2)2N+=CH-CH-Ph![]() ![]() |
E Param.: -8.50 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
Jorgensen/Hayashi-iminium ion![]() ![]() |
E Param.: -8.20 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
mor iminium![]() ![]() |
E Param.: -8.60 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
2,6-diphenyl-4-benzylidenecyclohexa-2,5-dienone![]() ![]() |
E Param.: -11.87 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
2,6-dimethoxy-4-(4-methoxybenzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -16.38 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
2,6-dimethoxy-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -17.18 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
2,6-dimethyl-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -16.36 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
2,6-di-tert.butyl-4-(3-fluorobenzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -15.03 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
2,6-di-tert.butyl-4-(3,5-difluorobenzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -14.50 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
2,6-di-tert.butyl-4-(4-nitrobenzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -14.36 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
(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 | |
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 |