Transition Metal-Catalyzed C-H Oxidation of Saturated Hydrocarbons with Molecular Oxygen

Naruyoshi Komiya; Shun-Ichi Murahashi

doi:10.1002/tcr.202100154

Transition Metal-Catalyzed C-H Oxidation of Saturated Hydrocarbons with Molecular Oxygen

Chem Rec. 2021 Aug;21(8):1928-1940. doi: 10.1002/tcr.202100154. Epub 2021 Jul 7.

Authors

Naruyoshi Komiya^{1

2}, Shun-Ichi Murahashi¹

Affiliations

¹ Department of Chemistry, Graduate School of Engineering Science, Osaka University, Machikaneyama, Toyonaka, Osaka, 560-8531, Japan.
² Dr. N. Komiya, Chemistry Laboratory, The Jikei University School of Medicine, Kokuryo, Chofu, Tokyo, 182-8570, Japan.

PMID: 34235852
DOI: 10.1002/tcr.202100154

Abstract

The C-H oxidation of saturated hydrocarbons to the corresponding alcohols and ketones can be performed efficiently at room temperature with molecular oxygen (1 atm) in the presence of acetaldehyde and catalysts such as Fe, Cu(OH)₂ , and CuCl₂ -18-crown-6 complex. Moreover, extremely high turnover numbers (>27,000) have been obtained for the C-H oxidation of saturated hydrocarbons with molecular oxygen (1 atm) using a combination of Cu(OAc)₂ and acetonitrile at 70 °C. Related oxidation reactions such as epoxidation, Baeyer-Villiger reaction, acetoxylation of β-lactams with molecular oxygen and a suitable aldehyde at room temperature are described.

Keywords: C−H oxidation; Molecular oxygen; Saturated hydrocarbons; Transition metal catalysts.

Publication types

Review

Abstract

Publication types

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