Computer-Assisted Design of Ionic Liquids for Efficient Synthesis of 3(2H)-Furanones: A Domino Reaction Triggered by CO2

Kaihong Chen; Guiling Shi; Weidong Zhang; Haoran Li; Congmin Wang

doi:10.1021/jacs.6b08895

Computer-Assisted Design of Ionic Liquids for Efficient Synthesis of 3(2H)-Furanones: A Domino Reaction Triggered by CO₂

J Am Chem Soc. 2016 Nov 2;138(43):14198-14201. doi: 10.1021/jacs.6b08895. Epub 2016 Oct 21.

Authors

Kaihong Chen¹, Guiling Shi¹, Weidong Zhang¹, Haoran Li¹, Congmin Wang^{1

2}

Affiliations

¹ Department of Chemistry, ZJU-NHU United R&D Center, Zhejiang University , Hangzhou 310027, China.
² Key Laboratory of Biomass Chemical Engineering of Ministry of Education, Zhejiang University , Hangzhou 310027, China.

PMID: 27754650
DOI: 10.1021/jacs.6b08895

Abstract

A strategy for the highly efficient synthesis of 3(2H)-furanones by hydration of diyne alcohols catalyzed by base-functionalized ionic liquids under atmospheric-pressure CO₂ that was developed through computer-assisted design is reported. The best range of basic ionic liquids as catalysts was predicted at first, and [HDBU][BenIm] exhibited the highest catalytic activity. Through a combination of NMR spectroscopic investigations and quantum-chemical calculations, the results indicated the importance of the basicity of the anion and the species of cation in the ionic liquid.

Publication types

Research Support, Non-U.S. Gov't