Scope and Limitations in the Synthesis of Glucosamine‐based Ionic Liquids

Author:

Komabayashi Mirai1,Okushiba Shoma1,Nokami Toshiki1ORCID,Jopp Stefan2ORCID

Affiliation:

1. Department of Chemistry and Biotechnology Graduate School of Engineering Tottori University 4-101 Koyamachominami Tottori City 680-8552 Tottori Japan

2. Department Life, Light and Matter University of Rostock Albert-Einstein-Str. 25 18059 Rostock Germany

Abstract

AbstractThis research article focuses on the synthesis of ionic liquids from glucosamine, a renewable material obtained from chitin. Our group previously experienced some obstacles in the synthesis of these glucosamine‐based ionic liquids, often due to the sterical hindrance induced by the dimethylated amino‐group. In this work we present a method using Borch reductive amination to overcome these limitations to achieve a dimethylethylamino‐group. We furthermore expanded upon the library of glucosamine‐based ionic liquids with new glycosidic groups, discovered a new shortened reaction procedure by skipping a deprotection step and finally compared the thermal properties of the ionic products to get an insight into structure‐property relationships.

Publisher

Wiley

Subject

Organic Chemistry

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