Journal
CHEMICAL COMMUNICATIONS
Volume -, Issue 27, Pages 3996-4015Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b901221d
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The oxidation of organic substrates catalyzed by metalloporphyrins constitutes a major class of biomimetic oxidation reactions used in modern synthetic chemistry. Ruthenium porphyrins are among the most extensively studied metalloporphyrin oxidation catalysts. This article provides a brief outline of the metalloporphyrin-based oxidation systems and is focused on the oxidation reactions catalyzed by ruthenium porphyrins performed in the author's laboratory. A series of ruthenium porphyrin catalysts, including those immobilized onto insoluble supports and covalently attached to soluble supports, promote the oxidation of a wide variety of organic substrates such as styrenes, cycloalkenes, a, b-unsaturated ketones, steroids, benzylic hydrocarbons and arenes with 2,6-dichloropyridine-N-oxide or air in up to 499% yields, with high regio-, chemo- and/ or stereoselectivity, and with product turnovers of up to 3.0 x 10(4), demonstrating the potential application of ruthenium porphyrin-based oxidation systems in organic syntheses.
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