Facile Molecular Catalysis for Isomerization of Glucose to Fructose Using KMnO4 in Water

Anat Zandany; Vijay B. Kumar; Aharon Gedanken

doi:10.1002/slct.201903425

Facile Molecular Catalysis for Isomerization of Glucose to Fructose Using KMnO₄ in Water

Anat Zandany, Vijay B. Kumar, Aharon Gedanken

Department of Chemistry

Los Alamos National Laboratory

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

This research demonstrates the eco-friendly conversion of glucose to fructose in an aqueous solution of potassium permanganate (KMnO₄) via a hydrothermal method. A series of reactions have been completed at different temperatures, times, and concentrations of the catalyst. The examination of the glucose to fructose transformation was determined by using quantitative HPLC, and ¹³C-NMR analyses. 29% fructose yield was found with 68% fructose selectivity, at 90 °C for an 8 h reaction in aqueous solution. The catalytic activity of KMnO₄ was correlated with its Lewis acidity. The outcomes of these experiments provided a better understanding of sugar transformations in the KMnO₄ aqueous solution. The mechanism of glucose isomerization has been proposed based on supporting transformations utilizing Lewis acids for the isomerization of glucose.

Original language	English
Pages (from-to)	2913-2917
Number of pages	5
Journal	ChemistrySelect
Volume	5
Issue number	10
DOIs	https://doi.org/10.1002/slct.201903425
State	Published - 13 Mar 2020

Bibliographical note

Publisher Copyright:
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Funding

The authors would like to give a thanks to Alexander Varvak, Bar‐Ilan University for helping HPLC measurements. The authors also acknowledge with thankfulness the generous support of the Israel Ministry of Energy, (Grant Nos. 204512) by funding this work .

Funders	Funder number
Israel Ministry of Energy	204512

Keywords

Fructose
Glucose
Hydrothermal
Isomerization
KMnO

Access to Document

10.1002/slct.201903425

Cite this

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abstract = "This research demonstrates the eco-friendly conversion of glucose to fructose in an aqueous solution of potassium permanganate (KMnO4) via a hydrothermal method. A series of reactions have been completed at different temperatures, times, and concentrations of the catalyst. The examination of the glucose to fructose transformation was determined by using quantitative HPLC, and 13C-NMR analyses. 29% fructose yield was found with 68% fructose selectivity, at 90 °C for an 8 h reaction in aqueous solution. The catalytic activity of KMnO4 was correlated with its Lewis acidity. The outcomes of these experiments provided a better understanding of sugar transformations in the KMnO4 aqueous solution. The mechanism of glucose isomerization has been proposed based on supporting transformations utilizing Lewis acids for the isomerization of glucose.",

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