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The Origin of Catalytic Benzylic C−H Oxidation over a Redox‐Active Metal–Organic Framework
Kimberley, Louis Sheveleva, Alena M.; orcid: 0000-0001-6190-5944 Li, Jiangnan Carter, Joseph H. Kang, Xinchen Smith, Gemma L. Han, Xue Day, Sarah J. Tang, Chiu C. Tuna, Floriana; email: Floriana.Tuna@manchester.ac.uk
Kimberley, Louis
Sheveleva, Alena M.; orcid: 0000-0001-6190-5944
Li, Jiangnan
Carter, Joseph H.
Kang, Xinchen
Smith, Gemma L.
Han, Xue
Day, Sarah J.
Tang, Chiu C.
Tuna, Floriana; email: Floriana.Tuna@manchester.ac.uk
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2021-06-04
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2021-02-15
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Abstract: Selective oxidation of benzylic C−H compounds to ketones is important for the production of a wide range of fine chemicals, and is often achieved using toxic or precious metal catalysts. Herein, we report the efficient oxidation of benzylic C−H groups in a broad range of substrates under mild conditions over a robust metal–organic framework material, MFM‐170, incorporating redox‐active [Cu2II(O2CR)4] paddlewheel nodes. A comprehensive investigation employing electron paramagnetic resonance (EPR) spectroscopy and synchrotron X‐ray diffraction has identified the critical role of the paddlewheel moiety in activating the oxidant tBuOOH (tert‐butyl hydroperoxide) via partial reduction to [CuIICuI(O2CR)4] species.
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Angewandte Chemie International Edition
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From Wiley via Jisc Publications Router
History: received 2021-02-15, rev-recd 2021-03-27, pub-electronic 2021-06-04
Article version: VoR
Publication status: Published
Funder: Engineering and Physical Sciences Research Council; Id: http://dx.doi.org/10.13039/501100000266; Grant(s): EP/I011870
Funder: H2020 European Research Council; Id: http://dx.doi.org/10.13039/100010663; Grant(s): 742401
History: received 2021-02-15, rev-recd 2021-03-27, pub-electronic 2021-06-04
Article version: VoR
Publication status: Published
Funder: Engineering and Physical Sciences Research Council; Id: http://dx.doi.org/10.13039/501100000266; Grant(s): EP/I011870
Funder: H2020 European Research Council; Id: http://dx.doi.org/10.13039/100010663; Grant(s): 742401