Electrophiles
| Name | Solvent | 
            Reactivity Parameters  | 
        Classification | 
           Reference (title or year)  | 
    
|---|---|---|---|---|
[(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 = 4-(dimethylamino)phenyl)![]() ![]()  | 		
   		E Param.: -14.46  | 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  | ||
Vilsmeier ion![]() ![]()  | 		
   		E Param.: -5.77  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
Umemoto II (triflate)![]() ![]()  | 		
   		E Param.: -12.80  | Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085  | ||
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  | ||
tropylium ion![]() ![]()  | 		
   		E Param.: -3.72  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
tritylium ion (Ph3C+)![]() ![]()  | 		
   		E Param.: 0.51  | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y  | ||
tol(t-Bu)2QM![]() ![]()  | 		
   		E Param.: -15.83  | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]  | ||
tol(Ph)CH+![]() ![]()  | 		
   		E Param.: 4.43  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b  | ||
thian-4-one (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -16.90  | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657  | |
tert-butyl prop-2-enoate (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -20.22  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
Selectfluor![]() ![]()  | 		
   		E Param.: -5.20  | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147  | ||
pyrN+=CH-CH-Ph![]() ![]()  | 		
   		E Param.: -9.80  | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889  | ||
pTolCH=N+CH2 (in MeCN)![]() ![]()  | 		
   		MeCN | E Param.: -9.64  | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x  | |
propyn-1-ylium-Co2(CO)6![]() ![]()  | 		
   		E Param.: -0.84  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
pop(tol)CH+![]() ![]()  | 		
   		E Param.: 2.16  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
pop(Ph)CH+![]() ![]()  | 		
   		E Param.: 2.90  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
pipN+=CH-CH-Ph![]() ![]()  | 		
   		E Param.: -10.30  | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889  | ||
phenyl isothiocyanate![]() ![]()  | 		
   		DMSO | E Param.: -18.15  | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960  | |
phenyl isocyanate![]() ![]()  | 		
   		MeCN | E Param.: -15.38  | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960  | |
PhCH=N+Me2 (in MeCN)![]() ![]()  | 		
   		MeCN | E Param.: -9.27  | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x  | |
PhCH=N+(CH2)5 (in MeCN)![]() ![]()  | 		
   		MeCN | E Param.: -9.60  | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x  | |
PhCH=N+(CH2)4 (in MeCN)![]() ![]()  | 		
   		MeCN | E Param.: -9.35  | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x  | |
Ph2C=C=N(+)Me2![]() ![]()  | 		
   		E Param.: -1.90  | Synthesis 2025, , eFirst 10.1055/a-2649-1999  | ||
pfp(Ph)CH+![]() ![]()  | 		
   		E Param.: 5.20  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b  | ||
pentan-2-one (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -22.30  | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657  | |
Pd-allyl cation![]() ![]()  | 		
   		E Param.: -10.11  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
p-tosyl isocyanate![]() ![]()  | 		
   		MeCN | E Param.: -7.69  | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960  | |
p-quinone (C-H)![]() ![]()  | 		
   		E Param.: -16.19  | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b  | ||
p-nitrophenyl isothiocyanate![]() ![]()  | 		
   		DMSO | E Param.: -15.89  | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960  | |
p-nitro-cinnamaldehyde (in DMSO)![]() ![]()  | 		
   		DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m  | ||
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  | ||
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-CF3-C6H4-CH=N+Me2 (in MeCN)![]() ![]()  | 		
   		MeCN | E Param.: -8.34  | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x  | |
p-AniCH=N+Me2 (in MeCN)![]() ![]()  | 		
   		MeCN | E Param.: -10.69  | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x  | |
p-(methoxy)benzylidenemalononitrile![]() ![]()  | 		
   		E Param.: -10.80  | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182  | ||
p-(methoxy)benzylidene Meldrum's acid![]() ![]()  | 		
   		E Param.: -10.28  | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s  | ||
p-(dimethylamino)benzylidenemalononitrile![]() ![]()  | 		
   		E Param.: -13.30  | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182  | ||
p-(dimethylamino)benzylidene Meldrum's acid![]() ![]()  | 		
   		E Param.: -12.76  | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s  | ||
oxan-4-one (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -17.90  | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657  | |
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  | ||
NFSI![]() ![]()  | 		
   		MeCN | E Param.: -8.44  | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147  | |
N-methylacridinium ion![]() ![]()  | 		
   		E Param.: -7.15  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
N-methyl-N-((trifluoromethyl)thio)-p-toluenesulfonamide![]() ![]()  | 		
   		E Param.: -13.44  | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859  | ||
N-methyl-N-((trifluoromethyl)thio)-aniline![]() ![]()  | 		
   		E Param.: -23.32  | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859  | ||
N-methyl maleimide![]() ![]()  | 		
   		DMSO | E Param.: -14.07  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
N-fluoropyridinium tetrafluoroborate![]() ![]()  | 		
   		E Param.: -9.89  | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147  | ||
N-fluoro-2,6-dichloropyridinium tetrafluoroborate![]() ![]()  | 		
   		E Param.: -5.29  | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147  | ||
N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate![]() ![]()  | 		
   		E Param.: -10.46  | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147  | ||
N-ethylidenecarbazolium ion![]() ![]()  | 		
   		E Param.: 2.41  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
N-(trifluoromethyl)thio)succinimide![]() ![]()  | 		
   		E Param.: -12.56  | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859  | ||
N-(trifluoromethyl)thio)saccharin![]() ![]()  | 		
   		E Param.: -6.48  | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859  | ||
N-(trifluoromethyl)thio)phthalimide![]() ![]()  | 		
   		E Param.: -11.92  | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859  | ||
N-(phenylsulfonyl)-N-((trifluoromethyl)thio)benzenesulfonamide![]() ![]()  | 		
   		E Param.: -6.06  | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859  | ||
N-(difluoromethyl)thio)phthalimide![]() ![]()  | 		
   		E Param.: -11.86  | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859  | ||
N,N-dimethylprop-2-enamide (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -23.54  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
mor iminium![]() ![]()  | 		
   		E Param.: -8.60  | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889  | ||
methyl(phenyl)methyleneammonium ion![]() ![]()  | 		
   		E Param.: -5.17  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
methyl prop-2-enoate (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -18.84  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
methyl diazoacetate![]() ![]()  | 		
   		E Param.: -18.50  | Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376  | ||
methoxy-phenylmethylium ion![]() ![]()  | 		
   		E Param.: 2.97  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
methoxy-(4-methylphenyl)methylium ion![]() ![]()  | 		
   		E Param.: 1.90  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
methoxy-(4-methoxyphenyl)methylium ion![]() ![]()  | 		
   		E Param.: 0.14  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
Me2N+=CH-CH-Ph![]() ![]()  | 		
   		E Param.: -9.20  | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889  | ||
Me2C=C=N(+)Me2![]() ![]()  | 		
   		E Param.: -2.80  | Synthesis 2025, , eFirst 10.1055/a-2649-1999  | ||
maleic anhydride![]() ![]()  | 		
   		DMSO | E Param.: -11.31  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
MacMillan-iminium ion (spiro)![]() ![]()  | 		
   		MeCN | E Param.: -7.67  | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683  | |
MacMillan-iminium ion (2nd generation)![]() ![]()  | 		
   		MeCN | E Param.: -5.52  | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683  | |
MacMillan-iminium ion (1st generation)![]() ![]()  | 		
   		MeCN | E Param.: -7.37  | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683  | |
julBBS![]() ![]()  | 		
   		E Param.: -13.84  | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g  | ||
jul-indan-1,3-dione![]() ![]()  | 		
   		E Param.: -14.68  | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e  | ||
jul(t-Bu)2QM![]() ![]()  | 		
   		E Param.: -17.90  | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]  | ||
jul(S)BBS![]() ![]()  | 		
   		E Param.: -11.89  | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g  | ||
jul Meldrum's acid![]() ![]()  | 		
   		E Param.: -13.97  | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s  | ||
Jorgensen/Hayashi-iminium ion![]() ![]()  | 		
   		E Param.: -8.20  | Angew. Chem. Int. Ed. 2008, 47, 8723-8726 10.1002/anie.200802889  | ||
indolecarboxylate derived iminium ion![]() ![]()  | 		
   		dichloromethane | E Param.: -9.50  | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933  | |
hexanal (in DMSO)![]() ![]()  | 		
   		DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m  | ||
hex-3-yn-2-one![]() ![]()  | 		
   		E Param.: -17.90  | Angew. Chem. Int. Ed.  2019, 58, 17704-17708 10.1002/anie.201909803  | ||
furan-2(5H)-one![]() ![]()  | 		
   		DMSO | E Param.: -20.70  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A  | |
fumaronitrile![]() ![]()  | 		
   		DMSO | E Param.: -15.71  | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779  | |
flavylium ion![]() ![]()  | 		
   		E Param.: -3.45  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
fc2CH+![]() ![]()  | 		
   		E Param.: -8.54  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
fc(Ph)CH+![]() ![]()  | 		
   		E Param.: -2.64  | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y  | ||
fc(Me)CH+![]() ![]()  | 		
   		E Param.: -2.57  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
fc(ani)CH+![]() ![]()  | 		
   		E Param.: -2.90  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c  | ||
ethyl prop-2-enoate (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -19.07  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
ethyl cinnamate (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -24.52  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
ethyl 3-nitro-1H-indole-1-carboxylate![]() ![]()  | 		
   		E Param.: -14.10  | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j  | ||
ethyl 2-methylprop-2-enoate (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -22.77  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
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  | ||
ethyl (E)-but-2-enoate (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -23.59  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
ethenylsulfonylbenzene (in DMSO)![]() ![]()  | 		
   		DMSO | E Param.: -18.36  | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106  | |
ethenesulfonyl fluoride (ESF)![]() ![]()  | 		
   		DMSO | E Param.: -12.09  | Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875  | |
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.[...]  | |
dmaBBS![]() ![]()  | 		
   		E Param.: -12.76  | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g  | 





































































































