Solvent dependent reductive defluorination of aliphatic C-F bonds employing Sm(HMDS)2.
Sm(HMDS)(2) in n-hexane mediates fast cleavage of primary, secondary and tertiary alkyl fluorides in good to excellent yields. In n-hexane Sm(HMDS)(2) exhibits uniquely enhanced reductive ability towards the C-F bond compared to when using THF as solvent.
Department of Chemistry and Molecular Biology, University of Gothenburg, Kemivägen 10, SE-412 96, Gothenburg, Sweden.
Mario
M
Janjetovic
Annika M
AM
Träff
Tobias
T
Ankner
Jenny
J
Wettergren
Göran
G
Hilmersson
D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D012493:Samarium / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry
D000473:Alkanes; D006845:Hydrocarbons, Fluorinated; D017646:Organosilicon Compounds; D012997:Solvents; D012493:Samarium; C024548:hexamethylsilazane