Electrophiles
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« Back Forward » Found 367 molecules, displaying page 2 of 4 Results per page
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
MacMillan-iminium ion (2nd generation)  |
MeCN | E Param.: -5.52 |  | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
(mor)2CH+ |
E Param.: -5.53 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
Vilsmeier ion |
E Param.: -5.77 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
4-aza-6-nitrobenzofuroxan |
E Param.: -5.86 | | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
(mpa)2CH+ |
E Param.: -5.89 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(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 |
2-phenyl-1,3-dithiolan-2-ylium ion |
E Param.: -5.91 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
bis(1-methylindol-3-yl)methylium ion |
E Param.: -5.99 | | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(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 |
N-(phenylsulfonyl)-N-((trifluoromethyl)thio)benzenesulfonamide |
E Param.: -6.06 | | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | |
(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 |
4-nitrobenzodifuroxan (NBDF) |
E Param.: -6.15 | | Chem. Eur. J. 2007, 13, 8317-8324 10.1002/chem.200700676 | |
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3) |
E Param.: -6.19 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 | |
4-cyano-6-nitro-benzofuroxane |
E Param.: -6.41 | | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
2-phenyl-1,3-dithianylium ion |
E Param.: -6.43 | | 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 | |
dimethylmethyleneammonium ion |
E Param.: -6.69 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 |
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 | |
(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 |
6-cyano-4-nitrobenzofuroxan |
E Param.: -7.01 | | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
(dma)2CH+ |
E Param.: -7.02 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
N-methylacridinium ion |
E Param.: -7.15 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(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 |
(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 |
MacMillan-iminium ion (1st generation) |
MeCN | E Param.: -7.37 | | 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 (spiro) |
MeCN | E Param.: -7.67 | | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
(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 |
C6H7+-Fe(CO)3 |
E Param.: -7.76 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 | |
(4-NMe2)-tritylium ion |
E Param.: -7.93 |  | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(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 |
Jorgensen/Hayashi-iminium ion |
E Param.: -8.20 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
(thq)2CH+ |
E Param.: -8.22 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
p-CF3-C6H4-CH=N+Me2 (in MeCN) |
MeCN | E Param.: -8.34 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
5-methoxyfuroxano[3,4-d]pyrimidine |
E Param.: -8.37 | | J. Phys. Org. Chem. 2003, 16, 431-437 10.1002/poc.606 | |
NFSI |
MeCN | E Param.: -8.44 | | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 |
(PhCH2)2N+=CH-CH-Ph |
E Param.: -8.50 | | 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 | |
mor iminium |
E Param.: -8.60 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
ani(Br)2QM |
E Param.: -8.63 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
(ind)2CH+ |
E Param.: -8.76 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
o-chloranil (C=O) |
E Param.: -8.77 | | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
dibenzyl azodicarboxylate |
MeCN | E Param.: -8.89 | | Chem. Eur. J. 2010, 16, 11670-11677 10.1002/chem.201001598 |
C6H6OMe+-Fe(CO)3 |
E Param.: -8.94 | | 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 | |
6-nitro-tetrazolo[1,5a]pyridine |
E Param.: -9.05 | | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
benzylidene-Meldrum's acid |
E Param.: -9.15 | | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
Me2N+=CH-CH-Ph |
E Param.: -9.20 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
C7H9+-Fe(CO)3 |
E Param.: -9.21 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
PhCH=N+Me2 (in MeCN) |
MeCN | E Param.: -9.27 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
PhCH=N+(CH2)4 (in MeCN) |
MeCN | E Param.: -9.35 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
p-fluoranil (C=O) |
E Param.: -9.37 | | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
benzylidenemalononitrile |
E Param.: -9.42 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
(jul)2CH+ |
E Param.: -9.45 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
indolecarboxylate derived iminium ion |
dichloromethane | E Param.: -9.50 | | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 |
PhCH=N+(CH2)5 (in MeCN) |
MeCN | E Param.: -9.60 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
pTolCH=N+CH2 (in MeCN) |
MeCN | E Param.: -9.64 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
bis(julidin-9-yl)allylium ion |
E Param.: -9.78 | | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
pyrN+=CH-CH-Ph |
E Param.: -9.80 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
1,1,3-tris(4-(dimethylamino)phenyl)allylium ion |
E Param.: -9.84 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
N-fluoropyridinium tetrafluoroborate |
E Param.: -9.89 | | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | |
(lil)2CH+ |
E Param.: -10.04 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
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[...] |
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 | |
diethyl azodicarboxylate |
MeCN | E Param.: -10.15 | | Chem. Eur. J. 2010, 16, 11670-11677 10.1002/chem.201001598 |
bis(1,2-dimethylindol-3-yl)methylium ion |
E Param.: -10.23 | | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
p-(methoxy)benzylidene Meldrum's acid |
E Param.: -10.28 | | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
(4-NMe2)2-tritylium ion (= Malachite green) |
E Param.: -10.29 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
pipN+=CH-CH-Ph |
E Param.: -10.30 | | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
aniBBS |
E Param.: -10.37 | | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate |
E Param.: -10.46 | | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | |
5,7,7-trichloro-8(7H)-quinolinone |
MeCN | E Param.: -10.48 | | Org. Lett. 2010, 12, 2238-2241 10.1021/ol100592j |
(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 |
p-AniCH=N+Me2 (in MeCN) |
MeCN | E Param.: -10.69 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
diisopropyl azodicarboxylate |
MeCN | E Param.: -10.71 | | Chem. Eur. J. 2010, 16, 11670-11677 10.1002/chem.201001598 |
dma(S)BBS |
E Param.: -10.73 | | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
p-(methoxy)benzylidenemalononitrile |
E Param.: -10.80 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
p-fluoranil (C-F) |
E Param.: -11.12 | | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
dicarbonyl(cyclopentadienyl)propene-iron(II) |
E Param.: -11.20 | | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 | |
2,2,4-trichloro-1(2H)-naphthalenone |
MeCN | E Param.: -11.24 | | Org. Lett. 2010, 12, 2238-2241 10.1021/ol100592j |
(4-NMe2)3-tritylium ion (= Crystal violet) |
E Param.: -11.26 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
maleic anhydride |
DMSO | E Param.: -11.31 | | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
2-(p-methoxybenzylidene)-indan-1,3-dione |
E Param.: -11.32 | | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | |
2-cinnamoyl-1-mesityl-3-methyl-1H-imidazol-3-ium |
DMSO | E Param.: -11.48 | | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |
(E)-N-benzylidene-4-methylbenzenesulfonamide (in DMSO) |
DMSO | E Param.: -11.50 | | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
2-cinnamoyl-1,3-dimethyl-1H-imidazol-3-ium |
DMSO | E Param.: -11.52 | | Angew. Chem. Int. Ed. 2012, 51, 5234-5238 10.1002/anie.201109042 |
2,6-di-tert-butyl-4-(2,2,2-trifluoroethylidene)cyclohexa-2,5-dien-1-one |
DMSO | E Param.: -11.68 | | Eur. J. Org. Chem. 2020, , 3812-3817 10.1002/ejoc.202000295 |
2-benzylidenebenzo[d][1,3]dithiole 1,1,3,3-tetraoxide |
DMSO | E Param.: -11.78 | | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
2-cinnamoyl-1-(4-methoxyphenyl)-3-methyl-1H-imidazol-3-ium |
DMSO | E Param.: -11.79 | | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |
1-(tert-butyl)-2-cinnamoyl-3-methyl-1H-imidazol-3-ium |
DMSO | E Param.: -11.80 | | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |
N-(difluoromethyl)thio)phthalimide |
E Param.: -11.86 | | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | |
2,6-diphenyl-4-benzylidenecyclohexa-2,5-dienone |
E Param.: -11.87 | | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 |