Chromium-Catalyzed Reductive Cleavage of Unactivated Aromatic and Benzylic C–O Bonds

This work is dedicated to Professor Shinji Murai for his contribution to bond activation.

Abstract

Reductive cleavage of aromatic and benzylic C–O bonds by chromium catalysis is reported. This deoxygenative reaction was promoted by low-cost CrCl₂ precatalyst combined with poly(methyl hydrogen siloxane) as the mild reducing agent, providing a strategy in forming reduced motifs by cleavage of unactivated C–O bonds. A range of functional groups such as bromide, chloride, fluoride, hydroxyl, amino, and alkoxycarbonyl can be retained in the reduction.

Keywords

C–O bond - reduction - chromium - homogeneous catalysis

Publication History

Received: 24 April 2021

Accepted after revision: 12 May 2021

Accepted Manuscript online:
12 May 2021

Article published online:
23 June 2021

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