C-Electrophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
(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 | |
(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 | |
(E)-1,3-diphenylprop-2-en-1-one (in DMSO)![]() ![]() |
DMSO | E Param.: -19.39 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
(E)-4-(4-nitrophenyl)but-3-en-2-one (in DSMO)![]() ![]() |
DMSO | E Param.: -19.36 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
(E)-4-methyl-1-(4-nitrophenyl)pent-1-en-3-one (in DMSO)![]() ![]() |
DMSO | E Param.: -19.17 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
(E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one![]() ![]() |
DMSO | E Param.: -19.15 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
3-chloro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
3-fluoro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
3-methoxy-benzaldehyde (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
4-fluoro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
hexanal (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
butanal (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
cinnamaldehyde (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
p-nitro-cinnamaldehyde (in DMSO)![]() ![]() |
DMSO | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | ||
(E)-N-benzylidene-4-methylbenzenesulfonamide (in DMSO)![]() ![]() |
DMSO | E Param.: -11.50 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
(E)-N-(4-methoxybenzylidene)-4-methylbenzenesulfonamide (in DMSO)![]() ![]() |
DMSO | E Param.: -13.05 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
benzaldehyde (in DMSO)![]() ![]() |
DMSO | E Param.: -12.90 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
(E)-N-(4-(dimethylamino)benzylidene)-4-methylbenzenesulfonamide (in DMSO)![]() ![]() |
DMSO | E Param.: -15.09 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
(E)-tert-butyl benzylidenecarbamate (in DMSO)![]() ![]() |
DMSO | E Param.: -14.22 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
(E)-N-benzylidene-P,P-diphenylphosphinic amide![]() ![]() |
DMSO | E Param.: -15.89 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
(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 | ||
PhCH=N+Me2 (in MeCN)![]() ![]() |
MeCN | E Param.: -9.27 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
pTolCH=N+CH2 (in MeCN)![]() ![]() |
MeCN | E Param.: -9.64 | 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 | |
PhCH=N+(CH2)4 (in MeCN)![]() ![]() |
MeCN | E Param.: -9.35 | 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 | |
p-CF3-C6H4-CH=N+Me2 (in MeCN)![]() ![]() |
MeCN | E Param.: -8.34 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ)![]() ![]() |
MeCN | E Param.: -3.66 | J. Am. Chem. Soc. 2013, 135, 12377-12387 10.1021/ja405890d | |
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 | ||
(E)-4-phenylbut-3-en-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -23.01 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
cinnamonitrile (in DMSO)![]() ![]() |
DMSO | E Param.: -24.60 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
methyl prop-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -18.84 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
ethyl prop-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -19.07 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
tert-butyl prop-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -20.22 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
N,N-dimethylprop-2-enamide (in DMSO)![]() ![]() |
DMSO | E Param.: -23.54 | 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 | |
acrylonitrile (in DMSO)![]() ![]() |
DMSO | E Param.: -19.05 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
but-3-en-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -16.76 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
1-phenylprop-2-en-1-one (in DMSO)![]() ![]() |
DMSO | E Param.: -15.25 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
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 (E)-but-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -23.59 | 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 | |
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)![]() ![]() |
DMSO | E Param.: -24.69 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
cyclobutanone (in DMSO)![]() ![]() |
DMSO | E Param.: -17.50 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
cyclopentanone (in DMSO)![]() ![]() |
DMSO | E Param.: -21.00 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
cyclohexanone (in DMSO)![]() ![]() |
DMSO | E Param.: -19.90 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
cycloheptanone (in DMSO)![]() ![]() |
DMSO | E Param.: -22.10 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
1-methylpiperidin-4-one (in DMSO)![]() ![]() |
DMSO | E Param.: -18.40 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
oxan-4-one (in DMSO)![]() ![]() |
DMSO | E Param.: -17.90 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
thian-4-one (in DMSO)![]() ![]() |
DMSO | E Param.: -16.90 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
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 | |
pentan-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -22.30 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
1-methylsulfanylpropan-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -15.60 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
phenyl isocyanate![]() ![]() |
MeCN | E Param.: -15.38 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
p-tosyl isocyanate![]() ![]() |
MeCN | E Param.: -7.69 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
phenyl isothiocyanate![]() ![]() |
DMSO | E Param.: -18.15 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
p-nitrophenyl isothiocyanate![]() ![]() |
DMSO | E Param.: -15.89 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
diphenylcarbodiimide![]() ![]() |
DMSO | E Param.: -20.14 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
carbon disulfide![]() ![]() |
DMSO | E Param.: -17.70 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
benzylidenemalononitrile![]() ![]() |
E Param.: -9.42 | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | ||
p-(methoxy)benzylidenemalononitrile![]() ![]() |
E Param.: -10.80 | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | ||
p-(dimethylamino)benzylidenemalononitrile![]() ![]() |
E Param.: -13.30 | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | ||
4,6-dinitrobenzofuroxan![]() ![]() |
E Param.: -5.06 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | ||
1,3,5-trinitrobenzene![]() ![]() |
E Param.: -13.19 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
6-nitro-tetrazolo[1,5a]pyridine![]() ![]() |
E Param.: -9.05 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
4-nitro-6-(trifluoromethylsulfonyl)benzofuroxan![]() ![]() |
E Param.: -4.91 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
4,6-dinitrotetrazolopyridine![]() ![]() |
E Param.: -4.67 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
4,6-dinitrobenzofurazan![]() ![]() |
E Param.: -5.46 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
2,4-dinitrothiophene![]() ![]() |
E Param.: -12.33 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
6-cyano-4-nitrobenzofuroxan![]() ![]() |
E Param.: -7.01 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
4-cyano-6-nitro-benzofuroxane![]() ![]() |
E Param.: -6.41 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
4-aza-6-nitrobenzofuroxan![]() ![]() |
E Param.: -5.86 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
aniBBS![]() ![]() |
E Param.: -10.37 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
dmaBBS![]() ![]() |
E Param.: -12.76 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
julBBS![]() ![]() |
E Param.: -13.84 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
dma(S)BBS![]() ![]() |
E Param.: -10.73 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
jul(S)BBS![]() ![]() |
E Param.: -11.89 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
benzylidene-Meldrum's acid![]() ![]() |
E Param.: -9.15 | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | ||
p-(methoxy)benzylidene Meldrum's acid![]() ![]() |
E Param.: -10.28 | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | ||
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 | ||
diarylallylium ion (3,3-F2)2![]() ![]() |
E Param.: 6.11 | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | ||
diarylallylium ion (3-F)2![]() ![]() |
E Param.: 4.15 | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | ||
diarylallylium ion (4-Br)2![]() ![]() |
E Param.: 2.85 | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |





































































































