Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes

Author:

Chern Ching-Yuh1,Tseng Ching-Chun2,Hsiao Rong-Hong3,Wong Fung Fuh23ORCID,Kuo Yueh-Hsiung456ORCID

Affiliation:

1. Department of Applied Chemistry, National Chia-Yi University, Chia-Yi 60004, Taiwan

2. The Ph.D. Program for Biotech Pharmaceutical Industry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung 40402, Taiwan

3. School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung 40402, Taiwan

4. Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 40402, Taiwan

5. Department of Biotechnology, Asia University, Taichung 41354, Taiwan

6. Chinese Medicine Research Center, China Medical University, Taichung 40402, Taiwan

Abstract

This work reports an efficient method for the oxidation reaction of aliphatic, aromatic allylic, and benzylic alcohols into aldehydes catalyzed by the cyclopentadienyl ruthenium(II) complex (RuCpCl(PPh3)2) with bubbled O2. Through further optimizing controlled studies, the tendency order of oxidation reactivity was determined as follows: benzylic alcohols > aromatic allylic alcohols >> aliphatic alcohols. In addition, this method has several advantages, including a small amount of catalyst (0.5 mol%) and selective application of high discrimination activity of aliphatic, aromatic allylic, and benzylic alcohols.

Funder

Tsuzuki Institute for Traditional Medicine

Publisher

Hindawi Limited

Subject

General Chemistry

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