C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO) | DMSO | N Param.: 16.26 sN Param.: 0.83 | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | |
1-hexene | dichloromethane | N Param.: -2.77 sN Param.: 1.41 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
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 | |
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 | |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN) | MeCN | N Param.: 9.11 sN Param.: 0.88 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
1-methyl-4-(N-morpholino)tetrahydropyridine | dichloromethane | N Param.: 12.03 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
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 | |
1-methylcyclohexene | dichloromethane | N Param.: 0.08 sN Param.: 1.15 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
1-methylcyclopentene | dichloromethane | N Param.: 1.18 sN Param.: 1.17 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
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-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-pyrrolidino-3,4-dihydronaphthalene (in MeCN) | MeCN | N Param.: 14.09 sN Param.: 0.66 | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 | |
1H-indole-5-carboxylic acid | MeCN | N Param.: 3.97 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Param.: 12.02 sN Param.: 1.17 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
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-dihydrofuran | dichloromethane | N Param.: 4.37 sN Param.: 0.90 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
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 | |
2,3-dimethyl-buta-1,3-diene | dichloromethane | N Param.: 1.17 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 | |
2,4,6-trimethylstyrene | dichloromethane | N Param.: 0.68 sN Param.: 1.09 | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
2,4-dimethyl-penta-1,4-diene | dichloromethane | N Param.: 0.54 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,4-dimethylpyrrole | MeCN | N Param.: 10.67 sN Param.: 0.91 | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | |
2,5-dimethyl-hexa-1,5-diene | dichloromethane | N Param.: 1.14 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,5-dimethylindole | MeCN | N Param.: 7.22 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
2,5-dimethylpyrrole | MeCN | N Param.: 8.01 sN Param.: 0.96 | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | |
2,6-dimethyl-hepta-1,6-diene | dichloromethane | N Param.: 1.69 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,6-dimethylphenyl isocyanide | dichloromethane | N Param.: 4.59 sN Param.: 0.87 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
2,7-dimethylocta-1,7-diene | dichloromethane | N Param.: 1.58 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN) | MeCN | N Param.: 9.25 sN Param.: 0.84 | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2) | dichloromethane | N Param.: 7.06 sN Param.: 1.11 | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN) | MeCN | N Param.: 7.74 sN Param.: 0.87 | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | |
2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Param.: 27.57 sN Param.: 0.53 | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 | |
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Param.: 27.62 sN Param.: 0.53 | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 | |
2-(4-CN-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Param.: 23.64 sN Param.: 0.65 | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 | |
2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO) | DMSO | N Param.: 20.00 sN Param.: 0.71 | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 | |
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO) | DMSO | N Param.: 30.82 sN Param.: 0.41 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
2-(bis(tert-butyldimethylsiloxy)amino)propene | dichloromethane | N Param.: 4.23 sN Param.: 0.93 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
2-(bis(trimethylsiloxy)amino)propene | dichloromethane | N Param.: 4.76 sN Param.: 0.86 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) | DMSO | N Param.: 27.45 sN Param.: 0.38 | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | |
2-(pentamethyldisilyl)propene | dichloromethane | N Param.: -0.26 sN Param.: 0.95 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-(pyrid-4-yl)CH(-)CO2Et (in DMSO) | DMSO | N Param.: 23.27 sN Param.: 0.70 | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 | |
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO) | DMSO | N Param.: 27.77 sN Param.: 0.47 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
2-(tert.butyldimethylsiloxy)propene | dichloromethane | N Param.: 5.58 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-(tributylsilyl)furan | dichloromethane | N Param.: 2.37 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-(tributylstannyl)furan | dichloromethane | N Param.: 3.63 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-(tributylstannyl)thiophene | dichloromethane | N Param.: 1.53 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-(triethylsilyl)furan | dichloromethane | N Param.: 2.20 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-(triisopropylsiloxy)propene | dichloromethane | N Param.: 5.38 sN Param.: 0.85 | 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 | |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN) | MeCN | N Param.: 10.52 sN Param.: 0.78 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |