C-Electrophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
3,6-dinitro-1-tosyl-1H-indole		E Param.: -12.90	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
(2-phenylethene-1,1-diyldisulfonyl)dibenzene	DMSO	E Param.: -12.93	Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046
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
(E)-N-(4-methoxybenzylidene)-4-methylbenzenesulfonamide (in DMSO)	DMSO	E Param.: -13.05	J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
Umemoto I (triflate)		E Param.: -13.08	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
1,3,5-trinitrobenzene		E Param.: -13.19	J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526
1,2-diaza-1,3-diene 1a	DMSO	E Param.: -13.28	Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828
p-(dimethylamino)benzylidenemalononitrile		E Param.: -13.30	J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182
4-bromo-<i>trans-beta</i>-nitrostyrene		E Param.: -13.37	J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u
dma(Ph)2QM		E Param.: -13.39	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
Umemoto I (tetrafluoroborate)		E Param.: -13.39	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione		E Param.: -13.56	Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e
julBBS		E Param.: -13.84	J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g
p-chloranil (C-Cl)		E Param.: -13.84	J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b
<i>trans-beta</i>-nitrostyrene		E Param.: -13.85	J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene	DMSO	E Param.: -13.88	Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046
1,2-diaza-1,3-diene 1b	DMSO	E Param.: -13.90	Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828
jul Meldrum's acid		E Param.: -13.97	J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s
N-methyl maleimide	DMSO	E Param.: -14.07	Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779
ethyl 3-nitro-1H-indole-1-carboxylate		E Param.: -14.10	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = Ph)		E Param.: -14.14	Organometallics 2012, 31, 2416-2424 10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 3,5-difluorophenyl)		E Param.: -14.21	Organometallics 2012, 31, 2416-2424 10.1021/om3000357
(E)-tert-butyl benzylidenecarbamate (in DMSO)	DMSO	E Param.: -14.22	J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
4-methyl-<i>trans-beta</i>-nitrostyrene		E Param.: -14.23	J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u
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
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 4-(dimethylamino)phenyl)		E Param.: -14.46	Organometallics 2012, 31, 2416-2424 10.1021/om3000357
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-(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
4-bromo-3-nitro-1-tosyl-1H-indole		E Param.: -14.60	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
jul-indan-1,3-dione		E Param.: -14.68	Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e
4-methoxy-<i>trans-beta</i>-nitrostyrene		E Param.: -14.70	J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u
3-nitro-1-tosyl-1H-indole		E Param.: -14.87	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
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 1c	DMSO	E Param.: -14.91	Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828
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
(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
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
1,2-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 1d	DMSO	E Param.: -15.38	Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828
phenyl isocyanate	MeCN	E Param.: -15.38	J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960
1-methylsulfanylpropan-2-one (in DMSO)	DMSO	E Param.: -15.60	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
fumaronitrile	DMSO	E Param.: -15.71	Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779
tol(t-Bu)2QM		E Param.: -15.83	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
(E)-N-benzylidene-P,P-diphenylphosphinic amide	DMSO	E Param.: -15.89	J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
p-nitrophenyl isothiocyanate	DMSO	E Param.: -15.89	J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960
ani(t-Bu)2QM		E Param.: -16.11	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
2,5-dichloroquinone (C-Cl)		E Param.: -16.11	J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b
p-quinone (C-H)		E Param.: -16.19	J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b
(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.[...]
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