Issue 24, 2016

Non-directed, carbonate-mediated C–H activation and aerobic C–H oxygenation with Cp*Ir catalysts

Abstract

The effect of oxidatively stable L- and X-type additives on the activity of Cp*Ir catalyst precursors in the C–H activation of arenes has been studied. Turnover numbers for C–H activation of up to 65 can thus be achieved, as determined by H/D exchange in MeOH-D4. In particular, carbonate additives are found to enhance the C–H activation reactivity of Cp*Ir(H2O)3(OTf)2 (1) more significantly than L-type ligands investigated in this study. Based on these studies, Cp*Ir/carbonate systems are developed that catalyze the aerobic Csp3–H oxygenation of alkyl arenes, employing air as oxidant.

Graphical abstract: Non-directed, carbonate-mediated C–H activation and aerobic C–H oxygenation with Cp*Ir catalysts

Supplementary files

Article information

Article type
Paper
Submitted
18 tammi 2016
Accepted
04 maalis 2016
First published
08 maalis 2016

Dalton Trans., 2016,45, 9942-9947

Non-directed, carbonate-mediated C–H activation and aerobic C–H oxygenation with Cp*Ir catalysts

M. E. Kerr, I. Ahmed, A. Gunay, N. J. Venditto, F. Zhu, E. A. Ison and M. H. Emmert, Dalton Trans., 2016, 45, 9942 DOI: 10.1039/C6DT00234J

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