Cobalt(III)-Catalyzed Functionalization of Unstrained Carbon-Carbon Bonds 
through beta-Carbon Cleavage of Alcohols

Özkal, Erhan; Cacherat, Bastien; Morandi, Bill

doi:10.1021/acscatal.5b01753

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Cobalt(III)-Catalyzed Functionalization of Unstrained Carbon-Carbon Bonds through beta-Carbon Cleavage of Alcohols

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Özkal, Erhan
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Cacherat, Bastien
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Morandi, Bill
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Özkal, E., Cacherat, B., & Morandi, B. (2015). Cobalt(III)-Catalyzed Functionalization of Unstrained Carbon-Carbon Bonds through beta-Carbon Cleavage of Alcohols. ACS Catalysis, 5(11), 6458-6462. doi:10.1021/acscatal.5b01753.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0029-72C2-E

Abstract

We demonstrate that a simple Co(III)-complex can efficiently catalyze the cleavage of unstrained C-C bonds via the beta-carbon elimination of secondary and tertiary alcohols bearing a directing group. The cobalt-aryl intermediate generated under the reaction conditions can be trapped by different electrophiles to generate a new carbon carbon bond. Some essential features of this new Co-based mechanistic manifold were revealed by preliminary mechanistic studies.