C-Electrophiles
| Name | Solvent | 
            Reactivity Parameters  | 
        Classification | 
           Reference (title or year)  | 
    
|---|---|---|---|---|
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 1c![]() ![]()  | 		
   		DMSO | E Param.: -14.91  | 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 1e![]() ![]()  | 		
   		MeOH | E Param.: -14.90  | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828  | |
1,2-diaza-1,3-diene 1f![]() ![]()  | 		
   		MeOH | E Param.: -15.30  | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828  | |
9-phenyl-9H-fluoren-9-ylium![]() ![]()  | 		
   		dichloromethane | E Param.: 2.41  | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963  | |
9-(4-methoxyphenyl)-9H-fluoren-9-ylium![]() ![]()  | 		
   		dichloromethane | E Param.: 0.85  | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963  | |
9-(4-(dimethylamino)phenyl)-9H-fluoren-9-ylium![]() ![]()  | 		
   		dichloromethane | E Param.: -4.51  | Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963  | |
(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  | ||
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  | ||
3-methylcyclopentenone![]() ![]()  | 		
   		DMSO | E Param.: -28.90  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
2-methylcyclopentenone![]() ![]()  | 		
   		DMSO | E Param.: -22.10  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
cyclopentenone![]() ![]()  | 		
   		DMSO | E Param.: -20.60  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
furan-2(5H)-one![]() ![]()  | 		
   		DMSO | E Param.: -20.70  | 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  | |
cyclohexenone![]() ![]()  | 		
   		DMSO | E Param.: -22.10  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
dihydro-2H-pyran-2-one![]() ![]()  | 		
   		DMSO | E Param.: -21.80  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
3-methylenetetrahydropyran-2-one![]() ![]()  | 		
   		DMSO | E Param.: -19.50  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
3-methylenedihydrofuranone![]() ![]()  | 		
   		DMSO | E Param.: -19.40  | 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  | |
cycloheptenone![]() ![]()  | 		
   		DMSO | E Param.: -22.00  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
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-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-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-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-(4-nitrobenzylidene)cyclohexa-2,5-dienone![]() ![]()  | 		
   		E Param.: -14.36  | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299  | ||
(4-MeO)-tritylium ion![]() ![]()  | 		
   		E Param.: -1.59  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
(4-F)-tritylium ion![]() ![]()  | 		
   		E Param.: 0.35  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
(4-F)2-tritylium ion![]() ![]()  | 		
   		E Param.: 0.17  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
(4-F)3-tritylium ion![]() ![]()  | 		
   		E Param.: 0.05  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
(3-F)-tritylium ion![]() ![]()  | 		
   		E Param.: 1.01  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
(3-F)2-tritylium ion![]() ![]()  | 		
   		E Param.: 1.54  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
(3-F)3-tritylium ion![]() ![]()  | 		
   		E Param.: 2.07  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
(3-F)4-tritylium ion![]() ![]()  | 		
   		E Param.: 2.54  | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910  | ||
maleic anhydride![]() ![]()  | 		
   		DMSO | E Param.: -11.31  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
N-methyl maleimide![]() ![]()  | 		
   		DMSO | E Param.: -14.07  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
fumaronitrile![]() ![]()  | 		
   		DMSO | E Param.: -15.71  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
diethyl fumarate![]() ![]()  | 		
   		DMSO | E Param.: -17.79  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
diethyl maleate![]() ![]()  | 		
   		DMSO | E Param.: -19.49  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
(E)-2-(tert-butyl)-3-(4-methylbenzylidene)-3H-indol-1-ium![]() ![]()  | 		
   		dichloromethane | E Param.: -5.06  | Eur. J. Org. Chem. 2016, , 4050-4058 10.1002/ejoc.201600572  | |
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  | |
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  | ||
dicarbonyl(cyclopentadienyl)propene-iron(II)![]() ![]()  | 		
   		E Param.: -11.20  | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137  | ||
benzhydrylium ion Ph2CH+![]() ![]()  | 		
   		E Param.: 5.47  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b  | ||
(pcp)2CH+![]() ![]()  | 		
   		E Param.: 5.48  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b  | ||
pfp(Ph)CH+![]() ![]()  | 		
   		E Param.: 5.20  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b  | ||
(fur)2CH+![]() ![]()  | 		
   		E Param.: -1.36  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
(ani)2CH+![]() ![]()  | 		
   		E Param.: 0.00  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
(tol)2CH+![]() ![]()  | 		
   		E Param.: 3.63  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
(pfa)2CH+![]() ![]()  | 		
   		E Param.: -3.14  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
(mfa)2CH+![]() ![]()  | 		
   		E Param.: -3.85  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
(dpa)2CH+![]() ![]()  | 		
   		E Param.: -4.72  | 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  | ||
(mpa)2CH+![]() ![]()  | 		
   		E Param.: -5.89  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
(dma)2CH+![]() ![]()  | 		
   		E Param.: -7.02  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
(pyr)2CH+![]() ![]()  | 		
   		E Param.: -7.69  | 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  | ||
(ind)2CH+![]() ![]()  | 		
   		E Param.: -8.76  | 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  | ||
(lil)2CH+![]() ![]()  | 		
   		E Param.: -10.04  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
ani(pop)CH+![]() ![]()  | 		
   		E Param.: 0.61  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
ani(Ph)CH+![]() ![]()  | 		
   		E Param.: 2.11  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
ani(tol)CH+![]() ![]()  | 		
   		E Param.: 1.48  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
pop(Ph)CH+![]() ![]()  | 		
   		E Param.: 2.90  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
tol(Ph)CH+![]() ![]()  | 		
   		E Param.: 4.43  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b  | ||
(pfp)2CH+![]() ![]()  | 		
   		E Param.: 5.01  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b  | ||
fc(Ph)CH+![]() ![]()  | 		
   		E Param.: -2.64  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
tritylium ion (Ph3C+)![]() ![]()  | 		
   		E Param.: 0.51  | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y  | ||
(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,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  | ||
(4-NMe2)-tritylium ion![]() ![]()  | 		
   		E Param.: -7.93  | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y  | ||
(4-NMe2)2-tritylium ion (= Malachite green)![]() ![]()  | 		
   		E Param.: -10.29  | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y  | ||
(4-NMe2)3-tritylium ion (= Crystal violet)![]() ![]()  | 		
   		E Param.: -11.26  | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y  | 





































































































