Mechanism and malleability of glucose dehydration to HMF: entry points and water-induced diversions,Catalysis Science & Technology

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Mechanism and malleability of glucose dehydration to HMF: entry points and water-induced diversions
Catalysis Science & Technology ( IF 4.4 ) Pub Date : 2020/02/21 , DOI: 10.1039/c9cy02567g
Sebastian Meier _{1,

2,

3,

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Affiliation

The stoichiometric dehydration of glucose to 5-hydroxymethylfurfural (HMF) converts an abundant substrate to a versatile chemical. HMF formation can be optimised by using suitable solvents including ionic liquids and DMSO, and by cosolvents such as water. A prerequisite for efficient glucose influx into pathways to HMF is the isomerization of glucose to a ketose, typically the Lewis acid catalysed conversion to fructose. Here, solvent control of the influx of glucose into pathways to HMF is mapped through isotope tracing assays and through kinetic in situ observations. Diversions from the path to HMF in the presence of water are described for the popular CrCl₃/DMSO system. Addition of water to this system favors the formation of a useful byproduct instead of a mixture of inert compounds. The water-enabled formation of this product is observed for a variety of catalytsts and solvents.

中文翻译：

葡萄糖脱水为HMF的机理和可塑性：切入点和水引起的转移

葡萄糖化学计量脱水为5-羟甲基糠醛（HMF），可将丰富的底物转化为通用化学品。HMF的形成可以通过使用合适的溶剂（包括离子液体和DMSO）以及助溶剂（例如水）来优化。有效的葡萄糖流入HMF的途径的前提条件是葡萄糖异构化为酮糖，通常是路易斯酸催化的转化为果糖。在此，通过同位素示踪分析和原位动力学观察，绘制了葡萄糖流入HMF通道的溶剂控制图。描述了流行的CrCl ₃在水存在下从路径到HMF的转移/ DMSO系统。向该系统中加水有利于形成有用的副产物，而不是惰性化合物的混合物。在多种催化剂和溶剂中均可观察到该产品的水成因形成。

更新日期：2020-03-26

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