Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance upgrade on Thursday 4th of May 2017 from 8.00am to 9.00am (BST).

During this time our websites will be offline temporarily. If you have any questions please use the feedback button on this page. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 10, 2015
Previous Article Next Article

Tandem Lewis/Brønsted homogeneous acid catalysis: conversion of glucose to 5-hydoxymethylfurfural in an aqueous chromium(III) chloride and hydrochloric acid solution

Author affiliations

Abstract

A kinetic model for the tandem conversion of glucose to 5-hydroxymethylfurfural (HMF) through fructose in aqueous CrCl3–HCl solution was developed by analyzing experimental data. We show that the coupling of Lewis and Brønsted acids in a single pot overcomes equilibrium limitations of the glucose–fructose isomerization leading to high glucose conversions and identify conditions that maximize HMF yield. Adjusting the HCl/CrCl3 concentration has a more pronounced effect on HMF yield at constant glucose conversion than that of temperature or CrCl3 concentration. This is attributed to the interactions between HCl and CrCl3 speciation in solution that leads to HMF yield being maximized at moderate HCl concentrations for each CrCl3 concentration. This volcano-like behavior is accompanied with a change in the rate-limiting step from fructose dehydration to glucose isomerization as the concentration of the Brønsted acid increases. The maximum HMF yield in a single aqueous phase is only modest and appears independent of catalysts’ concentrations as long as they are appropriately balanced. However, it can be further maximized in a biphasic system. Our findings are consistent with recent studies in other tandem reactions catalyzed by different catalysts.

Graphical abstract: Tandem Lewis/Brønsted homogeneous acid catalysis: conversion of glucose to 5-hydoxymethylfurfural in an aqueous chromium(iii) chloride and hydrochloric acid solution

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 08 Jun 2015, accepted on 27 Jul 2015 and first published on 27 Jul 2015


Article type: Paper
DOI: 10.1039/C5GC01257K
Citation: Green Chem., 2015,17, 4725-4735
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    Tandem Lewis/Brønsted homogeneous acid catalysis: conversion of glucose to 5-hydoxymethylfurfural in an aqueous chromium(III) chloride and hydrochloric acid solution

    T. Dallas Swift, H. Nguyen, A. Anderko, V. Nikolakis and D. G. Vlachos, Green Chem., 2015, 17, 4725
    DOI: 10.1039/C5GC01257K

Search articles by author