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C–H Activation of π-Arene Ruthenium Complexes

Wilkinson, Luke A.; Pike, Jack A.; Walton, James W.

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Authors

Luke A. Wilkinson

Jack A. Pike



Abstract

We present a C–H activation protocol for aromatic compounds that overcomes the current limitations of the need for a directing group or covalently bound activating groups, by exploiting the increase in C–H acidity of aromatic compounds on π-coordination to a Ru(II) center. The increased acidity facilitates catalytic concerted metalation–deprotonation and subsequent arylation reactions. We present the development and optimization of the C–H activation protocol and show the applicability of the reaction to a range of aromatic substrates, including the simplest of substrates (benzene). Furthermore, we demonstrate the recyclability of the activating Ru(II) fragment using photolysis and give a mechanistic study, which provides strong evidence that this reaction occurs via a silver-mediated C–H bond activation. This is the first time Ru complexes have been shown to allow C–H activation of arenes by a π-coordination mechanism.

Citation

Wilkinson, L. A., Pike, J. A., & Walton, J. W. (2017). C–H Activation of π-Arene Ruthenium Complexes. Organometallics, 36(22), 4376-4381. https://doi.org/10.1021/acs.organomet.7b00563

Journal Article Type Article
Acceptance Date Oct 30, 2017
Online Publication Date Nov 8, 2017
Publication Date Nov 8, 2017
Deposit Date Dec 14, 2017
Publicly Available Date Nov 8, 2018
Journal Organometallics
Print ISSN 0276-7333
Electronic ISSN 1520-6041
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 36
Issue 22
Pages 4376-4381
DOI https://doi.org/10.1021/acs.organomet.7b00563

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Accepted Journal Article (793 Kb)
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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organometallics, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.organomet.7b00563


Accepted Journal Article (Supporting information) (1.8 Mb)
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