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Issue 6, 2012
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Catalytic C–H oxidation by a triazamacrocyclic ruthenium complex

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Abstract

A method for oxygenation of tertiary and benzylic C–H bonds is described that uses 1–10 mol% (1,4,7-trimethyl-1,4,7-triazacyclo-nonane)ruthenium(III) trichloride as catalyst and ceric (IV) ammonium nitrate (CAN) as the terminal oxidant. The reaction is conveniently performed in aqueous solvent mixtures on substrates bearing a number of common, polar functional groups. The scope and efficiency of this process are comparable or superior to other known catalytic C–H oxidation technologies. Chemoselectivity trends and kinetic isotope effect data implicate a stepwise, radical-rebound mechanism for this transformation.

Graphical abstract: Catalytic C–H oxidation by a triazamacrocyclic ruthenium complex

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Publication details

The article was received on 27 Jan 2012, accepted on 20 Mar 2012 and first published on 18 Apr 2012


Article type: Edge Article
DOI: 10.1039/C2SC20118F
Citation: Chem. Sci., 2012,3, 1810-1813
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    Catalytic C–H oxidation by a triazamacrocyclic ruthenium complex

    E. McNeill and J. Du Bois, Chem. Sci., 2012, 3, 1810
    DOI: 10.1039/C2SC20118F

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