Electrophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
diethyl azodicarboxylate![]() ![]() |
MeCN | E Param.: -10.15 | Chem. Eur. J. 2010, 16, 11670-11677 10.1002/chem.201001598 | |
Pd-allyl cation![]() ![]() |
E Param.: -10.11 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
2-benzylidene-indan-1,3-dione![]() ![]() |
E Param.: -10.11 | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | ||
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[...] | |
(lil)2CH+![]() ![]() |
E Param.: -10.04 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
N-fluoropyridinium tetrafluoroborate![]() ![]() |
E Param.: -9.89 | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | ||
1,1,3-tris(4-(dimethylamino)phenyl)allylium ion![]() ![]() |
E Param.: -9.84 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
pyrN+=CH-CH-Ph![]() ![]() |
E Param.: -9.80 | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | ||
bis(julidin-9-yl)allylium ion![]() ![]() |
E Param.: -9.78 | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | ||
pTolCH=N+CH2 (in MeCN)![]() ![]() |
MeCN | E Param.: -9.64 | 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 | |
indolecarboxylate derived iminium ion![]() ![]() |
dichloromethane | E Param.: -9.50 | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 | |
(jul)2CH+![]() ![]() |
E Param.: -9.45 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
benzylidenemalononitrile![]() ![]() |
E Param.: -9.42 | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | ||
p-fluoranil (C=O)![]() ![]() |
E Param.: -9.37 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
PhCH=N+(CH2)4 (in MeCN)![]() ![]() |
MeCN | E Param.: -9.35 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
PhCH=N+Me2 (in MeCN)![]() ![]() |
MeCN | E Param.: -9.27 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
C7H9+-Fe(CO)3![]() ![]() |
E Param.: -9.21 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
Me2N+=CH-CH-Ph![]() ![]() |
E Param.: -9.20 | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | ||
benzylidene-Meldrum's acid![]() ![]() |
E Param.: -9.15 | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | ||
6-nitro-tetrazolo[1,5a]pyridine![]() ![]() |
E Param.: -9.05 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
1,1-bis(4-dimethylaminophenyl)-3-phenylallylium ion![]() ![]() |
E Param.: -8.97 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
C6H6OMe+-Fe(CO)3![]() ![]() |
E Param.: -8.94 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
dibenzyl azodicarboxylate![]() ![]() |
MeCN | E Param.: -8.89 | Chem. Eur. J. 2010, 16, 11670-11677 10.1002/chem.201001598 | |
o-chloranil (C=O)![]() ![]() |
E Param.: -8.77 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
(ind)2CH+![]() ![]() |
E Param.: -8.76 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
ani(Br)2QM![]() ![]() |
E Param.: -8.63 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
mor iminium![]() ![]() |
E Param.: -8.60 | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | ||
fc2CH+![]() ![]() |
E Param.: -8.54 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
(PhCH2)2N+=CH-CH-Ph![]() ![]() |
E Param.: -8.50 | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | ||
NFSI![]() ![]() |
MeCN | E Param.: -8.44 | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | |
5-methoxyfuroxano[3,4-d]pyrimidine![]() ![]() |
E Param.: -8.37 | J. Phys. Org. Chem. 2003, 16, 431-437 10.1002/poc.606 | ||
p-CF3-C6H4-CH=N+Me2 (in MeCN)![]() ![]() |
MeCN | E Param.: -8.34 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
(thq)2CH+![]() ![]() |
E Param.: -8.22 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
Jorgensen/Hayashi-iminium ion![]() ![]() |
E Param.: -8.20 | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | ||
(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 | |
(4-NMe2)-tritylium ion![]() ![]() |
E Param.: -7.93 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | ||
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 | ||
C6H7+-Fe(CO)3![]() ![]() |
E Param.: -7.76 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | ||
(pyr)2CH+![]() ![]() |
E Param.: -7.69 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | ||
p-tosyl isocyanate![]() ![]() |
MeCN | E Param.: -7.69 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
MacMillan-iminium ion (spiro)![]() ![]() |
MeCN | E Param.: -7.67 | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 | |
diarylallylium ion (4-NMe2)2![]() ![]() |
E Param.: -7.50 | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | ||
(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 |



















































