C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)![]() ![]() |
MeCN | N Param.: 7.79 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 9.64 sN Param.: 0.70 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 7.92 sN Param.: 0.73 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 8.30 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
diazocyclopentadiene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.84 sN Param.: 1.06 | ![]() ![]() ![]() | Synthesis 2023, 55, 354-358 10.1055/s-0041-1737327 |
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)![]() ![]() |
MeCN | N Param.: 7.10 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)![]() ![]() |
MeCN | N Param.: 6.49 sN Param.: 0.83 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 8.13 sN Param.: 0.97 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.99 sN Param.: 0.98 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)![]() ![]() |
THF | N Param.: 26.16 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2024, , e202318283 10.1002/anie.202318283 |
anion of nitroethane (in DMF)![]() ![]() |
DMF | N Param.: 22.21 sN Param.: 0.48 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 21.16 sN Param.: 0.59 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 19.91 sN Param.: 0.62 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 19.69 sN Param.: 0.61 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 20.76 sN Param.: 0.60 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 19.41 sN Param.: 0.61 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 19.36 sN Param.: 0.68 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
enolate of 3-isochromanone (in DMSO)![]() ![]() |
DMSO | N Param.: 25.39 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
enolate of 2-coumaranone (in DMSO)![]() ![]() |
DMSO | N Param.: 19.60 sN Param.: 0.75 | ![]() ![]() ![]() | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
methyl diazoacetate![]() ![]() |
dichloromethane | N Param.: 4.68 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
dimethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -1.24 sN Param.: 0.81 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
1-butoxy-1-(trimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 10.21 sN Param.: 0.82 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 10.32 sN Param.: 0.79 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1,1-bis(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 10.38 sN Param.: 0.87 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1-(triphenylsiloxy)cyclopentene![]() ![]() |
dichloromethane | N Param.: 5.76 sN Param.: 1.02 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2,3-dihydrofuran![]() ![]() |
dichloromethane | N Param.: 4.37 sN Param.: 0.90 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
toluene![]() ![]() |
dichloromethane | N Param.: -4.36 sN Param.: 1.77 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
m-xylene![]() ![]() |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(E)-propenylbenzene![]() ![]() |
dichloromethane | N Param.: -0.49 sN Param.: 1.18 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-methylthiophene![]() ![]() |
dichloromethane | N Param.: 1.35 sN Param.: 0.99 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
styrene![]() ![]() |
dichloromethane | N Param.: 0.78 sN Param.: 0.95 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1,3-dimethoxybenzene![]() ![]() |
dichloromethane | N Param.: 2.48 sN Param.: 1.09 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.68 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
allyltriphenylstannane![]() ![]() |
dichloromethane | N Param.: 3.09 sN Param.: 0.90 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)trimethylsilane![]() ![]() |
dichloromethane | N Param.: 4.41 sN Param.: 0.96 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltributylstannane![]() ![]() |
dichloromethane | N Param.: 5.46 sN Param.: 0.89 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)tributylstannane![]() ![]() |
dichloromethane | N Param.: 7.48 sN Param.: 0.89 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
Danishefskys diene![]() ![]() |
dichloromethane | N Param.: 8.57 sN Param.: 0.84 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran![]() ![]() |
dichloromethane | N Param.: 10.61 sN Param.: 0.86 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
5-(trimethylsiloxy)-2,3-dihydrofuran![]() ![]() |
dichloromethane | N Param.: 12.56 sN Param.: 0.70 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
methylenecyclopentane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylfuran![]() ![]() |
dichloromethane | N Param.: 3.61 sN Param.: 1.11 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
N-methylpyrrole![]() ![]() |
dichloromethane | N Param.: 5.85 sN Param.: 1.03 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclohexene![]() ![]() |
dichloromethane | N Param.: 5.21 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 5.41 sN Param.: 0.91 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenyl-1-(trimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 6.22 sN Param.: 0.96 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclopentene![]() ![]() |
dichloromethane | N Param.: 6.57 sN Param.: 0.93 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenoxy-1-(trimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 8.23 sN Param.: 0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-morpholino)cyclohexene![]() ![]() |
dichloromethane | N Param.: 11.40 sN Param.: 0.83 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-piperidino)cyclohexene![]() ![]() |
dichloromethane | N Param.: 13.36 sN Param.: 0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltriphenylsilane![]() ![]() |
dichloromethane | N Param.: -0.13 sN Param.: 1.21 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
methylenecyclohexane![]() ![]() |
dichloromethane | N Param.: 1.16 sN Param.: 1.04 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-chloropropene![]() ![]() |
dichloromethane | N Param.: -3.65 sN Param.: 1.97 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-hexene![]() ![]() |
dichloromethane | N Param.: -2.77 sN Param.: 1.41 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-methylcyclohexene![]() ![]() |
dichloromethane | N Param.: 0.08 sN Param.: 1.15 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-but-2-ene![]() ![]() |
dichloromethane | N Param.: 0.65 sN Param.: 1.17 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylpropene (isobutylene)![]() ![]() |
dichloromethane | N Param.: 1.11 sN Param.: 0.98 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methyl-4-vinyl-benzene![]() ![]() |
dichloromethane | N Param.: 1.70 sN Param.: 1.06 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-buta-1,3-diene (isoprene)![]() ![]() |
dichloromethane | N Param.: 1.10 sN Param.: 0.98 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allylchlorodimethylsilane![]() ![]() |
dichloromethane | N Param.: -0.57 sN Param.: 1.06 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
trimethyl(prenyl)silane![]() ![]() |
dichloromethane | N Param.: 0.90 sN Param.: 1.17 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)triphenylgermane![]() ![]() |
dichloromethane | N Param.: 4.67 sN Param.: 0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2,3,3-trimethyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 1.07 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,3-dimethyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 0.65 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,4,4-trimethyl-pent-1-ene![]() ![]() |
dichloromethane | N Param.: 0.79 sN Param.: 1.07 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
furan![]() ![]() |
dichloromethane | N Param.: 1.33 sN Param.: 1.29 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 9.00 sN Param.: 0.98 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-1-(trimethylsiloxy)propen![]() ![]() |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
norbornene![]() ![]() |
dichloromethane | N Param.: -0.25 sN Param.: 1.09 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-methylcyclopentene![]() ![]() |
dichloromethane | N Param.: 1.18 sN Param.: 1.17 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-methyl-pent-1-ene![]() ![]() |
dichloromethane | N Param.: 0.84 sN Param.: 1.06 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
n-butyl vinyl ether![]() ![]() |
dichloromethane | N Param.: 3.76 sN Param.: 0.91 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |