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An Efficient and Practical System for the Catalytic Oxidation of Alcohols, Aldehydes, and alpha,beta

An Efficient and Practical System for the Catalytic Oxidation of Alcohols, Aldehydes, and alpha,beta

  1. Quantum Dude
    Upon exposure to commercial bleach (5% aqueous sodium hypochlorite), nickel(II) chloride or nickel-
    (II) acetate is transformed quantitatively into an insoluble nickel species, nickel oxide hydroxide. This
    material consists of high surface area nanoparticles (ca. 4 nm) and is a useful heterogeneous catalyst for
    the oxidation of many organic compounds. The oxidation of primary alcohols to carboxylic acids, secondary
    alcohols to ketones, aldehydes to carboxylic acids, and R,â-unsaturated carboxylic acids to epoxy acids
    is demonstrated using 2.5 mol % of nickel catalyst and commercial bleach as the terminal oxidant. We
    demonstrate the controlled and selective oxidation of several organic substrates using this system affording
    70-95% isolated yields and 90-100% purity. In most cases, the oxidations can be performed without
    an organic solvent, making this approach attractive as a “greener” alternative to conventional oxidations.