Chemical Communications 2013-03-04

Solvent dependent reductive defluorination of aliphatic C-F bonds employing Sm(HMDS)2.

Mario Janjetovic, Annika M Träff, Tobias Ankner, Jenny Wettergren, Göran Hilmersson

Index: Chem. Commun. (Camb.) 49(18) , 1826-8, (2013)

Full Text: HTML

Abstract

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.

Related Compounds

Structure Name/CAS No. Articles
Hexamethyldisilazane Structure Hexamethyldisilazane
CAS:999-97-3
Holmium tris(1,1,1,3,3,3-hexamethyldisilazan-2-ide) Structure Holmium tris(1,1,1,3,3,3-hexamethyldisilazan-2-ide)
CAS:41836-27-5
bis(trimethylsilyl)azanide,europium(3+) Structure bis(trimethylsilyl)azanide,europium(3+)
CAS:35789-02-7
samarium tris(hexamethyldisilazide) Structure samarium tris(hexamethyldisilazide)
CAS:35789-01-6
Tris[N,N-bis(trimethylsilyl)amide]gadolinium(III) Structure Tris[N,N-bis(trimethylsilyl)amide]gadolinium(III)
CAS:35789-03-8
Potassium hexamethyldisilazide Structure Potassium hexamethyldisilazide
CAS:40949-94-8
bis(trimethylsilyl)azanide,yttrium(3+) Structure bis(trimethylsilyl)azanide,yttrium(3+)
CAS:41836-28-6
Samarium Structure Samarium
CAS:7440-19-9
Lithium bis(trimethylsilyl)amide Structure Lithium bis(trimethylsilyl)amide
CAS:4039-32-1
Sodium bis(trimethylsilyl)amide Structure Sodium bis(trimethylsilyl)amide
CAS:1070-89-9