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  • 201611409e_mod

    Rights statement: 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 http://onlinelibrary.wiley.com/doi/10.1002/anie.201611409/abstract This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.

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

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<mark>Journal publication date</mark>13/03/2017
<mark>Journal</mark>Angewandte Chemie International Edition
Issue number12
Volume56
Number of pages4
Pages (from-to)3266-3269
Publication StatusPublished
Early online date17/02/17
<mark>Original language</mark>English

Abstract

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.

Bibliographic note

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 http://onlinelibrary.wiley.com/doi/10.1002/anie.201611409/abstract This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.