C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
2-diazocyclohexanone | dichloromethane | N Param.: 3.44 sN Param.: 0.83 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
cyclohepta-1,3,5-trienyl-Fe(CO)3 | dichloromethane | N Param.: 3.42 sN Param.: 0.94 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
methylenecyclooctane | dichloromethane | N Param.: 3.16 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
3-diazoindolin-2-one | dichloromethane | N Param.: 3.16 sN Param.: 1.03 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
(2,3-dimethylbut-2-enyl)triethylsilane | dichloromethane | N Param.: 3.15 sN Param.: 1.15 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
N-(triisopropylsilyl)pyrrole | dichloromethane | N Param.: 3.12 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
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 | |
allyltriphenylstannane | dichloromethane | N Param.: 3.09 sN Param.: 0.90 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(E)-2-methyl-penta-1,3-diene | dichloromethane | N Param.: 3.09 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
3-methoxythiophene | MeCN | N Param.: 3.06 sN Param.: 1.19 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN) | MeCN | N Param.: 3.00 sN Param.: 0.83 | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 | |
(5-methyl-furan-2-yl) pinacol boronate | MeCN | N Param.: 2.90 sN Param.: 0.98 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
5-cyano-indole | MeCN | N Param.: 2.83 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
methylenecyclopentane | dichloromethane | N Param.: 2.82 sN Param.: 0.90 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
methylenecyclodecane | dichloromethane | N Param.: 2.82 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-diazo-1-benzosuberone | dichloromethane | N Param.: 2.72 sN Param.: 0.96 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
4-methyl-penta-1,3-diene | dichloromethane | N Param.: 2.60 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-cyclopropylpropene | dichloromethane | N Param.: 2.60 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclononane | dichloromethane | N Param.: 2.57 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
1,3-dimethoxybenzene | dichloromethane | N Param.: 2.48 sN Param.: 1.09 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-(tributylsilyl)furan | dichloromethane | N Param.: 2.37 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
alpha-methylstyrene | dichloromethane | N Param.: 2.35 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloundecane | dichloromethane | N Param.: 2.33 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
cyclopentadiene | dichloromethane | N Param.: 2.30 sN Param.: 1.06 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloheptane | dichloromethane | N Param.: 2.24 sN Param.: 0.90 | 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-(trimethylsilyl)furan | dichloromethane | N Param.: 2.16 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltrihexylsilane | dichloromethane | N Param.: 2.11 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltri-n-butylsilane | dichloromethane | N Param.: 2.09 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriisopropylsilane | dichloromethane | N Param.: 2.04 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
3-(trihexylsilyl)cyclopentene | dichloromethane | N Param.: 1.98 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltris(trimethylsilyl)silane | dichloromethane | N Param.: 1.95 sN Param.: 0.98 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
(E)-but-2-enyltrimethylsilane | dichloromethane | N Param.: 1.94 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriethylsilane | dichloromethane | N Param.: 1.93 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(5-methyl-furan-2-yl) MIDA boronate | MeCN | N Param.: 1.84 sN Param.: 1.26 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
allyl-tert.butyl-dimethylsilane | dichloromethane | N Param.: 1.80 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
3-(trimethylsilyl)cyclopentene | dichloromethane | N Param.: 1.77 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 | |
methylenecyclopentadecane | dichloromethane | N Param.: 1.69 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(Z)-but-2-enyltrimethylsilane | dichloromethane | N Param.: 1.69 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 | |
allyltrimethylsilane | dichloromethane | N Param.: 1.68 sN Param.: 1.00 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
tert-butyl indole-1-carboxylate | MeCN | N Param.: 1.68 sN Param.: 1.26 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
methylenecyclobutane | dichloromethane | N Param.: 1.65 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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-(tributylstannyl)thiophene | dichloromethane | N Param.: 1.53 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclododecane | dichloromethane | N Param.: 1.52 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(E)-penta-1,3-diene | dichloromethane | N Param.: 1.49 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene | dichloromethane | N Param.: 1.47 sN Param.: 0.89 | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w | |
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 |