C-Electrophiles

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Name	Reactivity Parameters	Reference (title or year)
bis(1-methylindol-3-yl)methylium ion	E Param.: -5.99	J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298
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
bis(1,2-dimethylindol-3-yl)methylium ion	E Param.: -10.23	J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298
ethyl 3-nitro-1H-indole-1-carboxylate	E Param.: -14.10	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
3-nitro-1-tosyl-1H-indole	E Param.: -14.87	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
4-bromo-3-nitro-1-tosyl-1H-indole	E Param.: -14.60	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
3,6-dinitro-1-tosyl-1H-indole	E Param.: -12.90	Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j
4-phenylbut-3-yn-2-one	E Param.: -16.90	Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803
hex-3-yn-2-one	E Param.: -17.90	Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803
butynone	E Param.: -16.60	Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803
Umemoto I (triflate)	E Param.: -13.08	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
Umemoto I (tetrafluoroborate)	E Param.: -13.39	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
Umemoto II (triflate)	E Param.: -12.80	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. 2025, 31, e202403785 10.1002/chem.202403785
(E)-6-(4-(trifluoromethyl)benzylidene)benzo[d][1,3]dioxol-5(6H)-one	E Param.: -13.54	Chem. Eur. J. 2025, 31, e202403785 10.1002/chem.202403785
(E)-6-(3-fluorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one	E Param.: -14.00	Chem. Eur. J. 2025, 31, e202403785 10.1002/chem.202403785
(E)-6-(4-chlorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one	E Param.: -13.99	Chem. Eur. J. 2025, 31, e202403785 10.1002/chem.202403785
(E)-6-benzylidenebenzo[d][1,3]dioxol-5(6H)-one	E Param.: -14.47	Chem. Eur. J. 2025, 31, e202403785 10.1002/chem.202403785
(E)-6-(4-methylbenzylidene)benzo[d][1,3]dioxol-5(6H)-one	E Param.: -14.85	Chem. Eur. J. 2025, 31, e202403785 10.1002/chem.202403785
(E)-6-(4-methoxybenzylidene)benzo[d][1,3]dioxol-5(6H)-one	E Param.: -15.20	Chem. Eur. J. 2025, 31, e202403785 10.1002/chem.202403785
(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-(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
(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)-6-((1-methyl-1H-indol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one	E Param.: -15.55	Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A
(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
2,6-di-tert-butyl-4-methylenecyclohexa-2,5-dien-1-one	E Param.: -11.17	Chem. Eur. J. 2025, 31, e202501224 10.1002/chem.202501224
2,6-di-tert-butyl-4-(methoxymethylene)cyclohexa-2,5-dien-1-one	E Param.: -15.10	Chem. Eur. J. 2025, 31, e202501224 10.1002/chem.202501224
2-(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetonitrile	E Param.: -11.88	Chem. Eur. J. 2025, 31, e202501224 10.1002/chem.202501224
ethyl 2-(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetate	E Param.: -12.01	Chem. Eur. J. 2025, 31, e202501224 10.1002/chem.202501224
2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-dien-1-one	E Param.: -13.68	Chem. Eur. J. 2025, 31, e202501224 10.1002/chem.202501224
4-benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one	E Param.: -15.58	Chem. Eur. J. 2025, 31, e202501224 10.1002/chem.202501224
Me2C=C=N(+)Me2	E Param.: -2.80	Synthesis 2025, , eFirst 10.1055/a-2649-1999
Ph2C=C=N(+)Me2	E Param.: -1.90	Synthesis 2025, , eFirst 10.1055/a-2649-1999
ani(t-Bu)2QM	E Param.: -16.11	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
dma(t-Bu)2QM	E Param.: -17.29	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
cumyl cation	E Param.: 5.74	Macromolecules 2010, 43, 1719-1723 10.1021/ma9024569
(4-CF3)2-tritylium ion	E Param.: 2.28	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(3-Cl)3-tritylium ion	E Param.: 1.99	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-CF3)-tritylium ion	E Param.: 1.33	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(3-Cl)-tritylium ion	E Param.: 1.06	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(3-CF3)-tritylium ion	E Param.: 1.18	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-Me)-tritylium ion	E Param.: -0.13	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-Me)2-tritylium ion	E Param.: -0.70	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-Me)3-tritylium ion	E Param.: -1.21	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-MeO,3-OMe)-tritylium ion	E Param.: -1.62	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-OMe,3-Me)-tritylium ion	E Param.: -1.84	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-MeO)-tritylium ion	E Param.: -1.59	Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910
(4-MeO,4-Me)-tritylium ion	E Param.: -2.13	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-MeO)2-tritylium ion	E Param.: -3.04	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
(4-MeO)3-tritylium ion	E Param.: -4.35	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y