Issue 47, 2012

Molecular mapping of the acid catalysed dehydration of fructose

Abstract

Several intermediates and different reaction paths were identified for the acid catalysed conversion of fructose to 5-(hydroxymethyl)-2-furaldehyde (HMF) in different solvents. The structural information combined with results of isotopic-labelling experiments allowed the determination of the irreversibility of the three steps from the fructofuranosyl oxocarbenium ion to HMF as well as the analogous pyranose route.

Graphical abstract: Molecular mapping of the acid catalysed dehydration of fructose

Supplementary files

Article information

Article type
Communication
Submitted
07 Mar 2012
Accepted
19 Apr 2012
First published
19 Apr 2012

Chem. Commun., 2012,48, 5850-5852

Molecular mapping of the acid catalysed dehydration of fructose

G. R. Akien, L. Qi and I. T. Horváth, Chem. Commun., 2012, 48, 5850 DOI: 10.1039/C2CC31689G

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