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Issue 8, 2014
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Speciation and decomposition pathways of ruthenium catalysts used for selective C–H hydroxylation

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Abstract

Mechanistic insight into a C–H hydroxylation reaction catalysed by [(Me3tacn)RuCl3] has been obtained using desorption electrospray ionization mass spectrometry (DESI-MS) to identify reactive intermediates and to determine the fate of the starting metal complex. Our studies provide direct evidence for the formation of a high-valent dioxo-Ru(VI) species, which is believed to be the active oxidant. Other unexpected Ru-oxo intermediates, however, have been identified and may also function as competent hydroxylating agents. Mass spectral data that substantiate putative mechanisms for catalyst arrest and highlight reactivity differences between [(Me3tacn)RuCl3] and the corresponding tribromide adduct are also described.

Graphical abstract: Speciation and decomposition pathways of ruthenium catalysts used for selective C–H hydroxylation

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Publication details

The article was received on 10 Apr 2014, accepted on 02 Jun 2014 and first published on 17 Jun 2014


Article type: Edge Article
DOI: 10.1039/C4SC01050G
Citation: Chem. Sci., 2014,5, 3309-3314
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    Speciation and decomposition pathways of ruthenium catalysts used for selective C–H hydroxylation

    C. Flender, A. M. Adams, J. L. Roizen, E. McNeill, J. Du Bois and R. N. Zare, Chem. Sci., 2014, 5, 3309
    DOI: 10.1039/C4SC01050G

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