Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature

Yueting Xu; Yanfei Zhao; Fengtao Zhang; Yuepeng Wang; Ruipeng Li; Junfeng Xiang; Zhimin Liu

doi:10.1039/D1CC03602E

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Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature†

Yueting Xu,^ab Yanfei Zhao,*^ab Fengtao Zhang,^ab Yuepeng Wang,^ab Ruipeng Li,^ab Junfeng Xiang^ab and Zhimin Liu

*^ab

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* Corresponding authors

^a Beijing National Laboratory for Molecular Sciences, Key Laboratory of Colloid, Interface and Thermodynamics, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
E-mail: liuzm@iccas.ac.cn, lianyi302@iccas.ac.cn

^b University of Chinese Academy of Sciences, Beijing 100049, China

Abstract

Alcoholysis of propylene oxide (PO) is achieved over azolate ionic liquids (IL, e.g., 1-hydroxyethyl-3-methyl imidazolium imidazolate) at room temperature, accessing glycol ethers in high yields with excellent selectivity (e.g., >99%). Mechanism investigation indicates that cooperation of hydrogen-bonding of the anion with methanol and that of the cation with PO catalyses the reaction.

This article is part of the themed collection: Green Synthesis

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Article information

DOI: https://doi.org/10.1039/D1CC03602E
Article type: Communication
Submitted: 05 Jul 2021
Accepted: 30 Jul 2021
First published: 10 Aug 2021

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Chem. Commun., 2021,57, 8734-8737

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Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature

Y. Xu, Y. Zhao, F. Zhang, Y. Wang, R. Li, J. Xiang and Z. Liu, Chem. Commun., 2021, 57, 8734 DOI: 10.1039/D1CC03602E

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Chemical Communications

Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature†

Abstract

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Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature

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