Reinvestigating FeBr₃-Catalyzed Alcohol Oxidation with H₂O₂: Is a High-Valent Iron Species (HIS) or a Reactive Brominating Species (RBS) Responsible for Alcohol Oxidation?

Chenxi He, Foqing Ma, Wei Zhang and Rongbiao Tong*

*The Hong Kong University of Science and Technology, Clearwater Bay, Kowloon, 999077 Hong Kong, China, Email: rtongust.hk

C. He, F. Ma, W. Zhang, R. Tong, Org. Lett., 2022, 24, 3499-3503.

DOI: 10.1021/acs.orglett.2c01133

Abstract

CeBr₃/H₂O₂ is a very efficient system for the green oxidation of secondary and benzylic alcohols to carbonyls. The mechanism involves the generation of a reactive brominating species (RBS) with high oxidation selectivity of secondary over primary alcohols.

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proposed mechanism

Key Words

ketones, aldehydes, hydrogen peroxide

ID: J54-Y2022

Reinvestigating FeBr3-Catalyzed Alcohol Oxidation with H2O2: Is a High-Valent Iron Species (HIS) or a Reactive Brominating Species (RBS) Responsible for Alcohol Oxidation?

Chenxi He, Foqing Ma, Wei Zhang and Rongbiao Tong*

Reinvestigating FeBr₃-Catalyzed Alcohol Oxidation with H₂O₂: Is a High-Valent Iron Species (HIS) or a Reactive Brominating Species (RBS) Responsible for Alcohol Oxidation?