Oxidation of Zeise's Salt by [PtCl_6]^(2-): A Mechanistic Model for Hydrocarbon Oxidation
Among a variety of organometallic approaches to C-H bond activation, reactions with electrophilic metal centers such as Pt(II), Pd(II), and Hg(Il) currently appear to offer the best prospects for productive alkane functionalization. Our working mechanistic scheme for conversion of alkanes to alcohols and alkyl chlorides by aqueous solutions of [PtCl_4]^(2-) and [PtCl_6]^(2-) (eq 1) consists of electrophilic C-H activation to generate a platinum(II) alkyl, transformation to a platinum(IV) alkyl, and nucleophilic attack by water or chloride, displacing platinum(II) and generating the product alcohol or alkyl chloride.
© 1994 American Chemical Society. Received December 14, 1993. This work was supported by the Office of Naval Research and by Texaco Inc. S.S.S. thanks the National Science Foundation for a predoctoral fellowship.