Electrophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
bh 6l		E Param.: -18.90	Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487
methyl prop-2-enoate (in DMSO)	DMSO	E Param.: -18.84	J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106
(E)-2-(4-methoxybenzylidene)acenaphthylen-1(2H)-one		E Param.: -18.72	J. Phys. Org. Chem. 2026, 39, e70061 10.1002/poc.70061
bh6a		E Param.: -18.60	Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487
methyl diazoacetate		E Param.: -18.50	Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376
1-methylpiperidin-4-one (in DMSO)	DMSO	E Param.: -18.40	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
ethenylsulfonylbenzene (in DMSO)	DMSO	E Param.: -18.36	J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106
(p-nitrophenyl)diazomethane		E Param.: -18.30	Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376
bh 6k		E Param.: -18.20	Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487
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
dimethyl diazomalonate		E Param.: -18.20	Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376
phenyl isothiocyanate	DMSO	E Param.: -18.15	J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960
diethyl 4-cyano-benzylidene malonate		E Param.: -18.06	Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277
jul(t-Bu)2QM		E Param.: -17.90	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
bh6j		E Param.: -17.90	Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487
oxan-4-one (in DMSO)	DMSO	E Param.: -17.90	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
hex-3-yn-2-one		E Param.: -17.90	Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803
diethyl fumarate	DMSO	E Param.: -17.79	Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779
carbon disulfide	DMSO	E Param.: -17.70	J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960
diethyl 4-nitrobenzylidene malonate		E Param.: -17.67	Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277
(E)-3-(4-cyano-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)	DMSO	E Param.: -17.64	J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
cyclobutanone (in DMSO)	DMSO	E Param.: -17.50	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
(E)-2,6-di-tert-butyl-4-(3-(4-methoxyphenyl)allylidene)cyclohexa-2,5-dien-1-one	DMSO	E Param.: -17.42	Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...]
(E)-3-(4-nitro-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)	DMSO	E Param.: -17.33	J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m
bh 6m		E Param.: -17.30	Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487
dma(t-Bu)2QM		E Param.: -17.29	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
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
(E)-6-((1-methyl-1H-pyrrol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -17.03	Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A
(E)-2,6-di-tert-butyl-4-(3-phenylallylidene)cyclohexa-2,5-dien-1-one	DMSO	E Param.: -17.00	Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...]
thian-4-one (in DMSO)	DMSO	E Param.: -16.90	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
4-phenylbut-3-yn-2-one		E Param.: -16.90	Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803
E)-2,6-di-tert-butyl-4-(3-(4-chlorophenyl)allylidene)cyclohexa-2,5-dien-1-one	DMSO	E Param.: -16.84	Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...]
but-3-en-2-one (in DMSO)	DMSO	E Param.: -16.76	J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106
2-phenylethene-1-sulfonyl fluoride	DMSO	E Param.: -16.63	Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875
butynone		E Param.: -16.60	Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803
4-(2,2-bis(phenylsulfonyl)vinyl)-N,N-dimethylaniline	DMSO	E Param.: -16.53	Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046
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-dimethyl-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone		E Param.: -16.36	Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299
(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.[...]
p-quinone (C-H)		E Param.: -16.19	J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b
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
(E)-6-(4-(dimethylamino)benzylidene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -16.07	Chem. Eur. J. 2025, 31, e202403785 10.1002/chem.202403785
(E)-6-((E)-3-phenylallylidene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -16.00	Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A
(E)-10-(4-methoxybenzylidene)phenanthren-9(10H)-one		E Param.: -15.93	J. Phys. Org. Chem. 2026, 39, e70061 10.1002/poc.70061
(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
tol(t-Bu)2QM		E Param.: -15.83	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
(E)-6-(furan-2-ylmethylene)benzo[d][1,3]dioxol-5(6H)-one		E Param.: -15.73	Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A
fumaronitrile	DMSO	E Param.: -15.71	Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779