β-Cyclodextrin conjugated imidazolium cation: A neutral, eco-friendly and water-miscible dicationic ionic liquid in the regioselective ring opening of epoxides

  1. Department of Chemistry, Islamic Azad University, Ahvaz Branch, Ahvaz, Iran.
  2. Department of Chemistry, College of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran.

Published in Issue 2024-02-03

How to Cite

Moheiseni, F., & Kiasat, A. R. (2024). β-Cyclodextrin conjugated imidazolium cation: A neutral, eco-friendly and water-miscible dicationic ionic liquid in the regioselective ring opening of epoxides. Iranian Journal of Catalysis, 7(2). https://oiccpress.com/ijc/article/view/3963

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Abstract

The present study, for the first time, presents a feasible protocol for the preparation of β-cyclodextrin/ imidazolium based dicationic ionic liquid, [βCD/Im](OTs)2, and its application as an efficient and eco-friendly microvessel and host ionic liquid system for the regioselective ring opening of the epoxides in water. No evidence for the formation of diol by-products or side reactions, such as isomerization, epimerization and rearrangements was observed and 1,2-disubstituted products, β-azidoalcohols, β-cyanohydrins, and β-thiocyanohydrins, obtained in pure form. Short reaction time, easy reaction conditions, simple work-up procedure, high yield, reusability, and use of an eco-friendly catalyst are some of the striking features of the present protocol.

Keywords

  • Dicationic ionic liquid,
  • Regioselective ring opening of the epoxides,
  • β-azidoalcohols,
  • β-cyanohydrins. β-thiocyanohydrins,
  • β-Cyclodextrin conjugated imidazolium cation