C-Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(S,E)-5-benzyl-2,2,3-trimethyl-4-oxo-1-((E)-3-(p-tolyl)allylidene)imidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -7.20 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
(S,E)-5-benzyl-1-((E)-3-(4-methoxyphenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -8.00 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(3-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -6.10 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
(S,E)-5-((1H-indol-3-yl)methyl)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)imidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -7.30 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
(2S,5S)-5-benzyl-3-methyl-4-oxo-1-(3-phenylallylidene)-2-((E)-styryl)imidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -5.90 | ![]() ![]() | Asian J. Org. Chem. 2014, 3, 550-555 10.1002/ajoc.201402009 |
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 | |
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 |
(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -6.00 | ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 7967-7971 10.1002/anie.201301864 |
(S,E)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)-5-(3,4,5-trimethoxybenzyl)imidazolidin-1-ium![]() ![]() |
dichloromethane | E Param.: -7.00 | ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 7967-7971 10.1002/anie.201301864 |
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 |
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 | |
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 | |
(ethene-1,1-diyldisulfonyl)dibenzene![]() ![]() |
DMSO | E Param.: -7.50 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
(2-phenylethene-1,1-diyldisulfonyl)dibenzene![]() ![]() |
DMSO | E Param.: -12.93 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene![]() ![]() |
DMSO | E Param.: -13.88 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
4-(2,2-bis(phenylsulfonyl)vinyl)-N,N-dimethylaniline![]() ![]() |
DMSO | E Param.: -16.53 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
2-benzylidenebenzo[d][1,3]dithiole 1,1,3,3-tetraoxide![]() ![]() |
DMSO | E Param.: -11.78 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
2-(4-methoxybenzylidene)benzo[d][1,3]dithiole 1,1,3,3-tetraoxide![]() ![]() |
DMSO | E Param.: -13.02 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
2-(4-methoxybenzylidene)-1,3-dithiane 1,1,3,3-tetraoxide![]() ![]() |
DMSO | E Param.: -14.55 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
[(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 = 3,5-difluorophenyl)![]() ![]() |
E Param.: -14.21 | ![]() ![]() ![]() | 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 | |
2-cinnamoyl-1,3-dimethyl-1H-imidazol-3-ium![]() ![]() |
DMSO | E Param.: -11.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5234-5238 10.1002/anie.201109042 |
(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 | |
MacMillan-iminium ion (1st generation)![]() ![]() |
MeCN | E Param.: -7.37 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
(4-MeO)-tritylium ion![]() ![]() |
E Param.: -1.59 | ![]() | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
(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)-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 |
(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 |
(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 | |
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 | |
diarylallylium ion (4-Cl)2![]() ![]() |
E Param.: 2.69 | ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
diphenylallylium ion![]() ![]() |
E Param.: 2.70 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
di-p-tolyl-allylium ion![]() ![]() |
E Param.: 1.23 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
di-p-anisyl-allylium ion![]() ![]() |
E Param.: -1.45 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
diarylallylium ion (4-NMe2)2![]() ![]() |
E Param.: -7.50 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
bis(julidin-9-yl)allylium ion![]() ![]() |
E Param.: -9.78 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
4-methoxy-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -14.70 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-methyl-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -14.23 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -13.85 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-bromo-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -13.37 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-cyano-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -12.61 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-nitro-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -12.37 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
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 (spiro)![]() ![]() |
MeCN | E Param.: -7.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
bh6a![]() ![]() |
E Param.: -18.60 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh 6f![]() ![]() |
E Param.: -18.90 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh 6i![]() ![]() |
E Param.: -19.10 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh6j![]() ![]() |
E Param.: -17.90 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh 6k![]() ![]() |
E Param.: -18.20 | ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh 6l![]() ![]() |
E Param.: -18.90 | ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh 6m![]() ![]() |
E Param.: -17.30 | ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
cumyl cation![]() ![]() |
E Param.: 5.74 | ![]() ![]() ![]() | Macromolecules 2010, 43, 1719-1723 10.1021/ma9024569 |