C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)![]() ![]() |
THF | N Param.: 20.78 sN Param.: 0.61 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.63 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
1,3-diethyl-thiobarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.90 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)![]() ![]() |
THF | N Param.: 30.25 sN Param.: 0.54 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF) ![]() ![]() |
THF | N Param.: 21.72 sN Param.: 0.45 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)![]() ![]() |
THF | N Param.: 17.80 sN Param.: 0.79 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)![]() ![]() |
THF | N Param.: 23.35 sN Param.: 0.40 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
1,3-dimethoxybenzene![]() ![]() |
dichloromethane | N Param.: 2.48 sN Param.: 1.09 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
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 |
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole![]() ![]() |
THF | N Param.: 19.84 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)![]() ![]() |
THF | N Param.: 18.68 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
1,3-dimethyl-2-methyleneimidazolidine (in THF)![]() ![]() |
THF | N Param.: 18.11 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 |
1,3-dimethylbarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.46 sN Param.: 0.72 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
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-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 29.02 sN Param.: 0.49 | ![]() ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 26.95 sN Param.: 0.52 | ![]() ![]() ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-(1-cyclohexenyl)-4-methylpiperazine![]() ![]() |
dichloromethane | N Param.: 12.51 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 17.98 sN Param.: 0.63 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 21.61 sN Param.: 0.58 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
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 |
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 29.10 sN Param.: 0.50 | ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.60 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide![]() ![]() |
DMSO | N Param.: 19.53 sN Param.: 0.83 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 18.32 sN Param.: 0.84 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.02 sN Param.: 0.76 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 18.63 sN Param.: 0.82 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.08 sN Param.: 0.57 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
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-morpholino)cyclopentene![]() ![]() |
dichloromethane | N Param.: 13.41 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(N-piperidino)cyclohexene![]() ![]() |
dichloromethane | N Param.: 13.36 sN Param.: 0.81 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-piperidino)cyclohexene (in MeCN)![]() ![]() |
MeCN | N Param.: 14.02 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
1-(N-piperidino)cyclopentene![]() ![]() |
dichloromethane | N Param.: 15.06 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(N-pyrrolidino)cyclohexene![]() ![]() |
dichloromethane | N Param.: 14.91 sN Param.: 0.86 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(N-pyrrolidino)cyclohexene (in MeCN)![]() ![]() |
MeCN | N Param.: 16.42 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
1-(N-pyrrolidino)cyclopentene![]() ![]() |
dichloromethane | N Param.: 15.91 sN Param.: 0.86 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(p-tolyl)-1-(trimethylsilyl)ethene![]() ![]() |
dichloromethane | N Param.: -0.65 sN Param.: 1.59 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 1.47 sN Param.: 0.89 | ![]() ![]() ![]() | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
1-(phenylethynyl)pyrrolidin-2-one![]() ![]() |
dichloromethane | N Param.: 3.12 sN Param.: 0.85 | ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
1-(phenylmethylamino)cyclohexene![]() ![]() |
dichloromethane | N Param.: 10.73 sN Param.: 0.81 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(phenylmethylamino)cyclopentene![]() ![]() |
dichloromethane | N Param.: 12.90 sN Param.: 0.79 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN)![]() ![]() |
MeCN | N Param.: 5.06 sN Param.: 0.91 | ![]() ![]() ![]() | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
1-(trimethylsiloxy)buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 4.60 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cycloheptene![]() ![]() |
dichloromethane | N Param.: 6.62 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cyclohexene![]() ![]() |
dichloromethane | N Param.: 5.21 sN Param.: 1.00 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclooctene![]() ![]() |
dichloromethane | N Param.: 6.77 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cyclopentene![]() ![]() |
dichloromethane | N Param.: 6.57 sN Param.: 0.93 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclopentene (in MeCN)![]() ![]() |
MeCN | N Param.: 6.43 sN Param.: 0.89 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
1-(triphenylsiloxy)cyclopentene![]() ![]() |
dichloromethane | N Param.: 5.76 sN Param.: 1.02 | ![]() ![]() ![]() ![]() | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
1-(tris(pentafluorophenyl)siloxy)-cyclopentene![]() ![]() |
dichloromethane | N Param.: 1.38 sN Param.: 0.93 | ![]() | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |