Ethers as hydrogen sources in BF3·OEt2 promoted reduction of diphenylmethyl alcohols, ethers and esters to hydrocarbons

Jiaqiang Li; Qing Liu; Hang Shen; Ruofeng Huang; Xiaohui Zhang; Yan Xiong; Changguo Chen

doi:10.1039/C5RA14775A

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Ethers as hydrogen sources in BF₃·OEt₂ promoted reduction of diphenylmethyl alcohols, ethers and esters to hydrocarbons†

Jiaqiang Li,^a Qing Liu,^a Hang Shen,^a Ruofeng Huang,^a Xiaohui Zhang,^a Yan Xiong*^ab and Changguo Chen*^a

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, China
E-mail: xiong@cqu.edu.cn, cgchen@cqu.edu.cn

^b Chongqing Institute of Green and Intelligent Technology, Chinese Academy of Science, Chongqing 400714, China

Abstract

A novel ether/BF₃ reductive system has been described, in which diphenylmethanols and their ether and ester derivatives are used as starting materials. Reductions are performed in ether under reflux and an argon atmosphere, and the addition of extra water is beneficial to this reduction. A series of alkanes are able to be prepared with good to excellent yields. A deuterated experiment exhibits that the reductive hydrogen is generated from ether. The mechanism is discussed in detail to explain the observed reactivity.

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Article information

DOI: https://doi.org/10.1039/C5RA14775A
Article type: Communication
Submitted: 25 Jul 2015
Accepted: 29 Sep 2015
First published: 30 Sep 2015

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RSC Adv., 2015,5, 85291-85295

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Ethers as hydrogen sources in BF₃·OEt₂ promoted reduction of diphenylmethyl alcohols, ethers and esters to hydrocarbons

J. Li, Q. Liu, H. Shen, R. Huang, X. Zhang, Y. Xiong and C. Chen, RSC Adv., 2015, 5, 85291 DOI: 10.1039/C5RA14775A

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