C-Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
diethyl 2-((julolidine-9-yl)methylene)malonate![]() ![]() |
E Param.: -23.80 | ![]() | 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 | |
dicarbonyl(cyclopentadienyl)propene-iron(II)![]() ![]() |
E Param.: -11.20 | ![]() ![]() ![]() | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 | |
dibenzo[a,d]tropylium ion![]() ![]() |
dichloromethane | E Param.: -0.63 | ![]() | Liebigs Ann. 1995, , 2005-2009 10.1002/jlac.1995199[...] |
diarylallylium ion (4-NMe2)2![]() ![]() |
E Param.: -7.50 | ![]() ![]() ![]() | 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 | |
diarylallylium ion (4-Br)2![]() ![]() |
E Param.: 2.85 | ![]() ![]() ![]() | 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 (3,3-F2)2![]() ![]() |
E Param.: 6.11 | ![]() ![]() ![]() | 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 | |
cyclopentenone![]() ![]() |
DMSO | E Param.: -20.60 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cyclopentanone (in DMSO)![]() ![]() |
DMSO | E Param.: -21.00 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cyclohexenone![]() ![]() |
DMSO | E Param.: -22.10 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cyclohexanone (in DMSO)![]() ![]() |
DMSO | E Param.: -19.90 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cycloheptenone![]() ![]() |
DMSO | E Param.: -22.00 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cycloheptanone (in DMSO)![]() ![]() |
DMSO | E Param.: -22.10 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cyclobutanone (in DMSO)![]() ![]() |
DMSO | E Param.: -17.50 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cumyl cation![]() ![]() |
E Param.: 5.74 | ![]() ![]() ![]() | Macromolecules 2010, 43, 1719-1723 10.1021/ma9024569 | |
cinnamonitrile (in DMSO)![]() ![]() |
DMSO | E Param.: -24.60 | ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
cinnamaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
carbon disulfide![]() ![]() |
DMSO | E Param.: -17.70 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
C7H9+-Fe(CO)3![]() ![]() |
E Param.: -9.21 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
C7H7+-Fe(CO)3![]() ![]() |
E Param.: -3.49 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
C6H7+-Fe(CO)3![]() ![]() |
E Param.: -7.76 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
C6H6OMe+-Fe(CO)3![]() ![]() |
E Param.: -8.94 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
butynone![]() ![]() |
E Param.: -16.60 | ![]() | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 | |
butanal (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
but-3-en-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -16.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
bis(julidin-9-yl)allylium ion![]() ![]() |
E Param.: -9.78 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w | |
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-methylindol-3-yl)methylium ion![]() ![]() |
E Param.: -5.99 | ![]() ![]() ![]() | 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 | |
bh6j![]() ![]() |
E Param.: -17.90 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh6a![]() ![]() |
E Param.: -18.60 | ![]() ![]() | 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 | |
bh 6l![]() ![]() |
E Param.: -18.90 | ![]() | 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 6i![]() ![]() |
E Param.: -19.10 | ![]() ![]() | 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 | |
benzylidenemalononitrile![]() ![]() |
E Param.: -9.42 | ![]() ![]() ![]() | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
benzylidene-Meldrum's acid![]() ![]() |
E Param.: -9.15 | ![]() ![]() ![]() | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | |
benzhydrylium ion Ph2CH+![]() ![]() |
E Param.: 5.47 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
benzaldehyde-boron trichloride complex![]() ![]() |
E Param.: 1.12 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
benzaldehyde (in DMSO)![]() ![]() |
DMSO | E Param.: -12.90 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
aniBBS![]() ![]() |
E Param.: -10.37 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | |
ani(tol)CH+![]() ![]() |
E Param.: 1.48 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
ani(t-Bu)2QM![]() ![]() |
E Param.: -16.11 | ![]() ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
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(Ph)2QM![]() ![]() |
E Param.: -12.18 | ![]() ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
ani(Br)2QM![]() ![]() |
E Param.: -8.63 | ![]() ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
acrylonitrile (in DMSO)![]() ![]() |
DMSO | E Param.: -19.05 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -13.85 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
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 |
6-nitro-tetrazolo[1,5a]pyridine![]() ![]() |
E Param.: -9.05 | ![]() ![]() ![]() | 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 | |
5-methoxyfuroxano[3,4-d]pyrimidine![]() ![]() |
E Param.: -8.37 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2003, 16, 431-437 10.1002/poc.606 | |
4-phenylbut-3-yn-2-one![]() ![]() |
E Param.: -16.90 | ![]() | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 | |
4-nitrobenzodifuroxan (NBDF)![]() ![]() |
E Param.: -6.15 | ![]() ![]() ![]() | Chem. Eur. J. 2007, 13, 8317-8324 10.1002/chem.200700676 | |
4-nitro-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -12.37 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-nitro-6-(trifluoromethylsulfonyl)benzofuroxan![]() ![]() |
E Param.: -4.91 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4-methyl-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -14.23 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-methoxy-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -14.70 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-fluoro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
4-cyano-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -12.61 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-cyano-6-nitro-benzofuroxane![]() ![]() |
E Param.: -6.41 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4-chlorobenzaldehyde-boron trichloride complex![]() ![]() |
E Param.: 1.44 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
4-bromo-<i>trans-beta</i>-nitrostyrene![]() ![]() |
E Param.: -13.37 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
4-bromo-3-nitro-1-tosyl-1H-indole![]() ![]() |
E Param.: -14.60 | ![]() ![]() | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | |
4-aza-6-nitrobenzofuroxan![]() ![]() |
E Param.: -5.86 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
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 |
4,6-dinitrotetrazolopyridine![]() ![]() |
E Param.: -4.67 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
4,6-dinitrobenzofuroxan![]() ![]() |
E Param.: -5.06 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
4,6-dinitrobenzofurazan![]() ![]() |
E Param.: -5.46 | ![]() ![]() ![]() | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
3-phenylpropyn-1-ylium-Co2(CO)6![]() ![]() |
E Param.: -1.58 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
3-nitro-1-tosyl-1H-indole![]() ![]() |
E Param.: -14.87 | ![]() ![]() ![]() | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | |
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-methylcyclopentenone![]() ![]() |
DMSO | E Param.: -28.90 | ![]() | 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 |
3-methoxy-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-chloro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
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 | |
3-(trimethylsilyl)propyn-1-ylium-Co2(CO)6![]() ![]() |
E Param.: -1.60 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 | |
3,6-dinitro-1-tosyl-1H-indole![]() ![]() |
E Param.: -12.90 | ![]() ![]() ![]() | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | |
2-phenylethene-1-sulfonyl fluoride![]() ![]() |
DMSO | E Param.: -16.63 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875 |
2-phenyl-1,3-dithiolan-2-ylium ion![]() ![]() |
E Param.: -5.91 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-phenyl-1,3-dithianylium ion![]() ![]() |
E Param.: -6.43 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-methylcyclopentenone![]() ![]() |
DMSO | E Param.: -22.10 | ![]() ![]() ![]() | 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 |
2-cinnamoyl-3-methyl-1-(perfluorophenyl)-1H-imidazol-3-ium![]() ![]() |
DMSO | E Param.: -10.09 | ![]() ![]() ![]() | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |
2-cinnamoyl-1-mesityl-3-methyl-1H-imidazol-3-ium![]() ![]() |
DMSO | E Param.: -11.48 | ![]() ![]() ![]() | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |
2-cinnamoyl-1-(4-methoxyphenyl)-3-methyl-1H-imidazol-3-ium![]() ![]() |
DMSO | E Param.: -11.79 | ![]() ![]() ![]() | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |
2-cinnamoyl-1-(2,6-dimethoxyphenyl)-3-methyl-1H-imidazol-3-ium![]() ![]() |
DMSO | E Param.: -12.02 | ![]() ![]() ![]() | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] |