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Thermal and photocatalytic oxidation of organic substrates by dioxygen with water as an electron source

Abstract

Oxidation of organic substates is of fundamental importance in nature, being key transformations in organic synthesis and industry. Dioxygen (O2) is potentially the greenest oxidant, because O2 is available in air and the reduced product is water which is environmentally the most benign. However, direct thermal oxidation of organic substrates with O2 is spin-forbidden, since the spin-state of ground state O2 is triplet and the spin state of most organic substrates is singlet. Transition metal complexes can react with triplet O2 in the presence of an electron source to produce metal-oxygen intermediates, such as metal-oxo and metal-hydroperoxo complexes, that can oxidize substrates under mild conditions. Various thermal and photocatalytic mechanisms for the oxidation of organic substrates by O2 with transition-metal complexes are critically discussed by focusing how metal-oxygen intermediates are produced in the presence of an electron source and then react with organic substrates. Metal-oxygen intermediates are more easily produced by the reactions of metal complexes with hydrogen peroxide (H2O2), acting as active catalysts for oxidation of substrates by H2O2. Photocatalytic oxidation of water by O2 to produce H2O2 has been combined with the catalytic oxidation of organic substrates by H2O2 to achieve photocatalytic oxidation of organic substates by O2. Photocatalytic oxidation of organic substrates by O2 with use of water as an electron source has also been made possible using inorganic and organic photocatalysts, which can be combined with transition metal complexes as catalysts for thermal reaction parts.

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Publication details

The article was accepted on 20 Dec 2017 and first published on 09 Jan 2018


Article type: Critical Review
DOI: 10.1039/C7GC03387G
Citation: Green Chem., 2018, Accepted Manuscript
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    Thermal and photocatalytic oxidation of organic substrates by dioxygen with water as an electron source

    S. Fukuzumi, Y. Lee, J. Jung and W. Nam, Green Chem., 2018, Accepted Manuscript , DOI: 10.1039/C7GC03387G

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