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[...] |