Abstract

The reaction of transition metal carbenoid complexes with oxidizing agents results in the oxidation of the carbenoid ligand forming the corresponding carboxylic acid derivative. A study of this reaction using pyridine- N-oxide, ceric ammonium nitrate and iodosobenzene as the oxidants reveals that the yield of the carboxylic acid derivative is affected significantly by the solvent medium. Oxidations using pyridine- N-oxide in tetrahydrofuran solution generally afford the organic acid derivatives in good to excellent yields. Iodosobenzene is a selective oxidant affording the greatest yield of ethylene carbonate and it is the first oxidant reported to oxidize an amino-carbenoid complex to the corresponding amide. This oxidation reaction represents a convenient and rapid chemical method for the characterization of carbenoid complexes.

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