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

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

Chemical communications (Cambridge, England) (2013-01-30)
Mario Janjetovic, Annika M Träff, Tobias Ankner, Jenny Wettergren, Göran Hilmersson
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Hexamethyldisilazane, reagent grade, ≥99%
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide solution, 1.0 M in THF
Sigma-Aldrich
Sodium bis(trimethylsilyl)amide solution, 1.0 M in THF
Sigma-Aldrich
Potassium bis(trimethylsilyl)amide solution, 1 M in THF
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide, 97%
Sigma-Aldrich
Potassium bis(trimethylsilyl)amide, 95%
Sigma-Aldrich
Hexamethyldisilazane, ReagentPlus®, 99.9%
Supelco
Hexamethyldisilazane, for GC derivatization, LiChropur, ≥99.0% (GC)
Sigma-Aldrich
Potassium bis(trimethylsilyl)amide solution, 0.5 M in toluene
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide solution, 1 M in toluene
Sigma-Aldrich
Sodium bis(trimethylsilyl)amide, 95%
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide solution, 1.5 M in THF
Sigma-Aldrich
Hexamethyldisilazane, produced by Wacker Chemie AG, Burghausen, Germany, ≥97.0% (GC)
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide solution, 1.0 M in hexanes
Sigma-Aldrich
Sodium bis(trimethylsilyl)amide solution, produced by Wacker Chemie AG, Burghausen, Germany, 40% in THF
Sigma-Aldrich
Samarium, −40 mesh, 99% trace rare earth metals basis
Sigma-Aldrich
Sodium bis(trimethylsilyl)amide solution, 0.6 M in toluene
Sigma-Aldrich
Tris[N,N-bis(trimethylsilyl)amide]yttrium
Sigma-Aldrich
Tris[N,N-Bis(trimethylsilyl)amide]gadolinium(III), 98%
Sigma-Aldrich
Samarium, ingot, 99.9% trace rare earth metals basis
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide solution, 1 M in tert-butyl methyl ether
Sigma-Aldrich
Potassium bis(trimethylsilyl)amide solution, 1.0 M in methyl tert-butyl ether
Sigma-Aldrich
Tris[N,N-bis(trimethylsilyl)amide]samarium(III), 98%
Sigma-Aldrich
Tris[N,N-bis(trimethylsilyl)amide]europium(III), 98%
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide solution, 0.5 M in 2-methyltetrahydrofuran
Sigma-Aldrich
Potassium bis(trimethylsilyl)amide solution, 1.0 M in 2-methyltetrahydrofuran
Sigma-Aldrich
Sodium bis(trimethylsilyl)amide solution, 0.5 M in methyl tert-butyl ether
Sigma-Aldrich
Lithium bis(trimethylsilyl)amide solution, 0.5 M in toluene
Sigma-Aldrich
Tris[N,N-bis(trimethylsilyl)amide]yttrium, packaged for use in deposition systems
Sigma-Aldrich
Samarium, foil, thickness 1 mm, 99.9% trace rare earth metals basis