Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF3–H2O

Yu Li; Yan Xiong; Xueming Li; Xuege Ling; Ruofeng Huang; Xiaohui Zhang; Jianchun Yang

doi:10.1039/C4GC00005F

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Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF₃–H₂O†

Yu Li,^a Yan Xiong,*^a Xueming Li,*^a Xuege Ling,^a Ruofeng Huang,^a Xiaohui Zhang^a and Jianchun Yang^b

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* Corresponding authors

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

^b Key Laboratory for Optoelectronic Technology and Systems of Education Ministry of China, College of Optoelectronic Engineering, Chongqing University, Chongqing 400044, China

Abstract

An efficient and environmentally friendly benzylation of arenes with benzyl ethers as benzyl donors using BF₃–Et₂O to generate in situ the superacid BF₃–H₂O as an efficient promotor has been described. A wide variety of functional groups have been investigated and found to be compatible to give the desired diarylmethanes in yields of up to 99%. The crucial role of the moisture content in this transformation has been demonstrated by detailed investigations.

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Article information

DOI: https://doi.org/10.1039/C4GC00005F
Article type: Communication
Submitted: 02 Jan 2014
Accepted: 18 Mar 2014
First published: 19 Mar 2014

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Green Chem., 2014,16, 2976-2981

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Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF₃–H₂O

Y. Li, Y. Xiong, X. Li, X. Ling, R. Huang, X. Zhang and J. Yang, Green Chem., 2014, 16, 2976 DOI: 10.1039/C4GC00005F

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