C-Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
p-(dimethylamino)benzylidene Meldrum's acid![]() ![]() |
E Param.: -12.76 | ![]() ![]() ![]() | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
jul Meldrum's acid![]() ![]() |
E Param.: -13.97 | ![]() ![]() ![]() | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
diethyl benzylidene malonate![]() ![]() |
E Param.: -20.55 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-nitrobenzylidene malonate![]() ![]() |
E Param.: -17.67 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-cyano-benzylidene malonate![]() ![]() |
E Param.: -18.06 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 3-chloro-benzylidene malonate![]() ![]() |
E Param.: -18.98 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-methyl-benzylidene malonate![]() ![]() |
E Param.: -21.11 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-methoxy-benzylidene malonate![]() ![]() |
E Param.: -21.47 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 4-(dimethylamino)benzylidene malonate![]() ![]() |
E Param.: -23.10 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 2-((1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)methylene)malonate![]() ![]() |
E Param.: -23.40 | ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diethyl 2-((julolidine-9-yl)methylene)malonate![]() ![]() |
E Param.: -23.80 | ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
Me2N+=CH-CH-Ph![]() ![]() |
E Param.: -9.20 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
pyrN+=CH-CH-Ph![]() ![]() |
E Param.: -9.80 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
pipN+=CH-CH-Ph![]() ![]() |
E Param.: -10.30 | ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
(PhCH2)2N+=CH-CH-Ph![]() ![]() |
E Param.: -8.50 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
Jorgensen/Hayashi-iminium ion![]() ![]() |
E Param.: -8.20 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
mor iminium![]() ![]() |
E Param.: -8.60 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889 | |
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 | |
(fur)(ani)CH+![]() ![]() |
E Param.: -0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(mfp)PhCH+![]() ![]() |
E Param.: 6.23 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(tfm)PhCH+![]() ![]() |
E Param.: 6.70 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(dfp)PhCH+![]() ![]() |
E Param.: 6.74 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(mfp)2CH+![]() ![]() |
E Param.: 6.87 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(dfp)(mfp)CH+![]() ![]() |
E Param.: 7.52 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(tfm)2CH+![]() ![]() |
E Param.: 7.96 | ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(dfp)2CH+![]() ![]() |
E Param.: 8.02 | ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
(Ftol)2CH+![]() ![]() |
E Param.: 5.24 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
p-quinone (C-H)![]() ![]() |
E Param.: -16.19 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
2,5-dichloroquinone (C-H)![]() ![]() |
E Param.: -12.28 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
2,5-dichloroquinone (C-Cl)![]() ![]() |
E Param.: -16.11 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
p-chloranil (C=O)![]() ![]() |
E Param.: -12.13 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
p-chloranil (C-Cl)![]() ![]() |
E Param.: -13.84 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
p-fluoranil (C=O)![]() ![]() |
E Param.: -9.37 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
p-fluoranil (C-F)![]() ![]() |
E Param.: -11.12 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
o-chloranil (C=O)![]() ![]() |
E Param.: -8.77 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
o-chloranil (C-Cl)![]() ![]() |
E Param.: -12.02 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
3-benzylidene-1-methyl-3H-indol-1-ium ion![]() ![]() |
E Param.: -1.80 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
1-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion![]() ![]() |
E Param.: -2.19 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
3-(4-methoxybenzylidene)-1-methyl-3H-indol-1-ium iom![]() ![]() |
E Param.: -3.02 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
3-(4-(dimethylamino)benzylidene)-1-methyl-3H-indol-1-ium ion![]() ![]() |
E Param.: -6.26 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
1-methyl-3-((julolidin-9-yl)methylene)-3H-indol-1-ium ion![]() ![]() |
E Param.: -7.79 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(E)-2-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion![]() ![]() |
E Param.: -5.15 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(E)-1,2-dimethyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion![]() ![]() |
E Param.: -5.05 | ![]() ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(E)-3-benzylidene-1,2-dimethyl-3H-indol-1-ium ion![]() ![]() |
E Param.: -4.96 | ![]() ![]() | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
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. 2024, , 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. 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 | |
(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-benzylidenebenzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -14.47 | ![]() ![]() ![]() | Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785 | |
(E)-6-(4-methylbenzylidene)benzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -14.85 | ![]() ![]() ![]() | Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785 | |
(E)-6-(4-methoxybenzylidene)benzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -15.20 | ![]() ![]() ![]() | Chem. Eur. J. 2024, , 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. 2024, , 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 | |
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 | |
(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 | |
(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 |