Selective arene cleavage by direct insertion of Iridium into the aromatic ring

Jakoobi, Martin and Halcovitch, Nathan and Whitehead, George F. S. and Sergeev, Alexey G. (2017) Selective arene cleavage by direct insertion of Iridium into the aromatic ring. Angewandte Chemie International Edition, 56 (12). pp. 3266-3269. ISSN 1433-7851

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We report an unprecedented selective cleavage of aromatic C-C bonds through the insertion of well-defined iridium complexes into the aromatic ring of simple alkylarenes. The insertion occurs at 50-100 °C without the activation of weaker C-H and C-C bonds and gives unique metallacycles in high yields. Key to the success of this approach is metal-induced deformation of the arene ring, which creates temporary ring strain and promotes direct and selective insertion of the metal into the otherwise inert arene ring C-C bonds.

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Journal Article
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Angewandte Chemie International Edition
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This is the peer reviewed version of the following article: M. Jakoobi, N. Halcovitch, G. F. S. Whitehead, A. G. Sergeev, Angew. Chem. Int. Ed. 2017, 56, 3266 which has been published in final form at This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.
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16 Mar 2017 04:48
Last Modified:
21 Sep 2023 02:13