Electrophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
jul(S)BBS		E Param.: -11.89	J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g
N-(trifluoromethyl)thio)phthalimide		E Param.: -11.92	Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859
o-chloranil (C-Cl)		E Param.: -12.02	J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b
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[...]
ethenesulfonyl fluoride (ESF)	DMSO	E Param.: -12.09	Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875
p-chloranil (C=O)		E Param.: -12.13	J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b
ani(Ph)2QM		E Param.: -12.18	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
di-tert-butyl azodicarboxylate	MeCN	E Param.: -12.23	Chem. Eur. J. 2010, 16, 11670-11677 10.1002/chem.201001598
2,5-dichloroquinone (C-H)		E Param.: -12.28	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
4-nitro-<i>trans-beta</i>-nitrostyrene		E Param.: -12.37	J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u
N-(trifluoromethyl)thio)succinimide		E Param.: -12.56	Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859
4-cyano-<i>trans-beta</i>-nitrostyrene		E Param.: -12.61	J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u
dmaBBS		E Param.: -12.76	J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g
p-(dimethylamino)benzylidene Meldrum's acid		E Param.: -12.76	J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s
Umemoto II (triflate)		E Param.: -12.80	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
benzaldehyde (in DMSO)	DMSO	E Param.: -12.90	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
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
(E)-6-(4-nitrobenzylidene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -13.15	Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785
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
N-methyl-N-((trifluoromethyl)thio)-p-toluenesulfonamide		E Param.: -13.44	Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859
(E)-6-(4-(trifluoromethyl)benzylidene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -13.54	Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione		E Param.: -13.56	Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e
((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane		E Param.: -13.77	Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859
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
(E)-6-(4-chlorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -13.99	Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785
(E)-6-(3-fluorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -14.00	Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785
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
(E)-6-benzylidenebenzo[d][1,3]dioxol-5(6H)-one		E Param.: -14.47	Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785