Electrophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
3-methylenedihydrofuranone	DMSO	E Param.: -19.40	Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A
3-methylcyclopentenone	DMSO	E Param.: -28.90	Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A
3-methylcyclohexenone	DMSO	E Param.: -29.60	Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A
3-methoxy-benzaldehyde (in DMSO)	DMSO		J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
3-fluoro-benzaldehyde (in DMSO)	DMSO		J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
3-chloro-benzaldehyde (in DMSO)	DMSO		J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
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
3-(trimethylsilyl)propyn-1-ylium-Co2(CO)6		E Param.: -1.60	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
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
3,6-dinitro-1-tosyl-1H-indole		E Param.: -12.90	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
2-phenylethene-1-sulfonyl fluoride	DMSO	E Param.: -16.63	Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875
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
2-methylcyclopentenone	DMSO	E Param.: -22.10	Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A
2-methylcyclohexenone	DMSO	E Param.: -27.50	Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A
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[...]
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[...]
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[...]
2-cinnamoyl-1-(2,6-dimethoxyphenyl)-3-methyl-1H-imidazol-3-ium	DMSO	E Param.: -12.02	Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...]
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-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-benzylidene-indan-1,3-dione		E Param.: -10.11	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-(p-(dimethylamino)benzylidene)-indan-1,3-dione		E Param.: -13.56	Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e
2-(4-methoxyphenyl)chromenylium ion		E Param.: -4.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(4-methoxybenzylidene)benzo[d][1,3]dithiole 1,1,3,3-tetraoxide	DMSO	E Param.: -13.02	Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046
2-(4-methoxybenzylidene)-1,3-dithiane 1,1,3,3-tetraoxide	DMSO	E Param.: -14.55	Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046
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-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-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-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
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-(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
2,5-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
2,4-dinitrothiophene		E Param.: -12.33	J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526
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
2,2,4-trichloro-1(2H)-naphthalenone	MeCN	E Param.: -11.24	Org. Lett. 2010, 12, 2238-2241 10.1021/ol100592j
1-phenylprop-2-en-1-one (in DMSO)	DMSO	E Param.: -15.25	J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106
1-phenylcyclopent-2-enylium ion		E Param.: 2.89	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-phenyl-proyn-ylium-Co2(CO)6		E Param.: -0.97	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)		E Param.: -6.19	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-methylsulfanylpropan-2-one (in DMSO)	DMSO	E Param.: -15.60	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
1-methylpiperidin-4-one (in DMSO)	DMSO	E Param.: -18.40	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
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-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
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[...]
1-(4-chlorophenyl)cyclopent-2-enylium ion		E Param.: 3.20	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1,4-dioxaspiro[4.5]decan-8-one (in DMSO)	DMSO	E Param.: -18.20	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
1,3-dithianylium ion		E Param.: -2.14	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1,3-diphenylpropyn-1-ylium-Cr(CO)3		E Param.: 1.07	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion		E Param.: 6.16	Macromolecules 2005, 38, 33-40 10.1021/ma048389o
1,3,5-trinitrobenzene		E Param.: -13.19	J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526
1,2-diaza-1,3-diene 1f	MeOH	E Param.: -15.30	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 1d	DMSO	E Param.: -15.38	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 1b	DMSO	E Param.: -13.90	Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828
1,2-diaza-1,3-diene 1a	DMSO	E Param.: -13.28	Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828
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
1,1,3-triphenylpropyn-1-ylium-Cr(CO)3		E Param.: -0.25	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1,1,3-triphenylallylium ion		E Param.: 0.98	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(tol)2CH+		E Param.: 3.63	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(thq)2CH+		E Param.: -8.22	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(tfm)PhCH+		E Param.: 6.70	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
(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-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-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-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-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-(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-((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)-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)-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
(pyr)2CH+		E Param.: -7.69	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(PhCH2)2N+=CH-CH-Ph		E Param.: -8.50	Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889
(pfp)2CH+		E Param.: 5.01	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
(pcp)2CH+		E Param.: 5.48	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
(p-nitrophenyl)diazomethane		E Param.: -18.30	Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376
(mpa)2CH+		E Param.: -5.89	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(mor)2CH+		E Param.: -5.53	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(mfp)PhCH+		E Param.: 6.23	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
(mfa)2CH+		E Param.: -3.85	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
(jul)2CH+		E Param.: -9.45	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
(fur)2CH+		E Param.: -1.36	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(fur)(ani)CH+		E Param.: -0.81	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
(ethene-1,1-diyldisulfonyl)dibenzene	DMSO	E Param.: -7.50	Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046
(E)-tert-butyl benzylidenecarbamate (in DMSO)	DMSO	E Param.: -14.22	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