Transfer hydrogenolysis of CFC-113a with aldehydes and metallic Fe or Ni

Catalytic reduction of 1,1,1-trichloro-2,2,2-trifluoroethane ͑CFC-113a or Freon 113a͒ by cobalt͑I͒ salen electrogenerated at a carbon cathode in dimethylformamide ͑DMF͒ containing 0.10 M tetramethylammonium tetrafluoroborate ͑TMABF 4 ͒ has been investigated with the aid of cyclic voltammetry, controlled-potential electrolysis, gas chromatography-mass spectrometry, and high-performance liquid chromatography-electrospray ionization-mass spectrometry ͑HPLC-ESI-MS͒. Cyclic voltammetry reveals that CFC-113a and two of its degradation products, 2,2-dichloro-1,1,1-trifluoroethane ͑HCFC-123͒ and 2-chloro-1,1,1-trifluoroethane ͑HCFC-133a͒, can all undergo catalytic reduction by cobalt͑I͒ salen. Controlled-potential ͑bulk͒ electrolyses of cobalt͑II͒ salen in the presence of CFC-113a lead to the production of HCFC-123, HCFC-133a, 2-chloro-1,1-difluoroethene ͑HCFC-1122͒, and 1,1-difluoroethene ͑HFC-1132a͒. HPLC-ESI-MS has been employed to demonstrate that, during the bulk catalytic reduction of CFC-113a, the salen ligand of the catalyst is modified through addition of a CF 3 CCl 2 − or CF 3 CHCl− moiety to an imino ͑C = N͒ bond. On the basis of documented knowledge about the electrochemistry of cobalt-containing complexes, together with the results of our cyclic voltammetry and bulk electrolysis experiments, a mechanistic scheme is proposed for the cobalt͑I͒ salen-catalyzed reduction of CFC-113a.

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Transfer hydrogenolysis of CFC-113a with aldehydes and metallic Fe or Ni

Cited by 2 publications

References 12 publications

Study on the Structure, UV Spectrum, Dissociation and Active Sites of Trichlorotrifluoroethane (CFC-113A) Molecule under External Electric Field

Study on the Structure, UV Spectrum, Dissociation and Active Sites of Trichlorotrifluoroethane (CFC-113A) Molecule under External Electric Field

Catalytic Reduction of 1,1,1-Trichloro-2,2,2-trifluoroethane (CFC-113a) by Cobalt(I) Salen Electrogenerated at Vitreous Carbon Cathodes in Dimethylformamide

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