Attempts to accomplish the oxidation of secondary alcohols to ketones using hydrogen peroxide as oxidants and [(dppe)Pt(CF3)(CH2Cl2)] ClO4 as catalyst are reported. The β-hydride elimination from an alkoxy complex was shown to produce the corresponding ketone and (dppe)Pt(CF3)H. Oxidation of the PtH bond in this complex with H2O2 or (dppe)Pt(CF3)(OOH) yielded (dppe)Pt(CF3)(OH), thereby revealing the possibility of a heterolytic catalytic pathway. Attempts to carry out the catalytic oxidation of a variety of alcohols produced appreciable amounts of ketones, but the reaction was recognized, with one significant exception, to be essentially homolytic in nature. © 1991.
A POSSIBLE MOLECULAR PATHWAY FOR THE CATALYTIC-OXIDATION OF SECONDARY ALCOHOLS TO KETONES WITH HYDROGEN-PEROXIDE USING PLATINUM(II) COMPLEXES AS CATALYSTS
PINNA, Francesco;STRUKUL, Giorgio;
1991-01-01
Abstract
Attempts to accomplish the oxidation of secondary alcohols to ketones using hydrogen peroxide as oxidants and [(dppe)Pt(CF3)(CH2Cl2)] ClO4 as catalyst are reported. The β-hydride elimination from an alkoxy complex was shown to produce the corresponding ketone and (dppe)Pt(CF3)H. Oxidation of the PtH bond in this complex with H2O2 or (dppe)Pt(CF3)(OOH) yielded (dppe)Pt(CF3)(OH), thereby revealing the possibility of a heterolytic catalytic pathway. Attempts to carry out the catalytic oxidation of a variety of alcohols produced appreciable amounts of ketones, but the reaction was recognized, with one significant exception, to be essentially homolytic in nature. © 1991.
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