Molecular mapping of the acid catalysed dehydration of fructose

Geoffrey R. Akien; Long Qi; István T. Horváth

doi:10.1039/c2cc31689g

Molecular mapping of the acid catalysed dehydration of fructose

Geoffrey R. Akien, Long Qi, István T. Horváth

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

195 Citations (Scopus)

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. © 2012 The Royal Society of Chemistry.

Original language	English
Pages (from-to)	5850-5852
Journal	Chemical Communications
Volume	48
Issue number	44
DOIs	https://doi.org/10.1039/c2cc31689g
Publication status	Published - 4 Jun 2012

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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. {\textcopyright} 2012 The Royal Society of Chemistry.",

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AU - Akien, Geoffrey R.

AU - Qi, Long

AU - Horváth, István T.

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N2 - 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. © 2012 The Royal Society of Chemistry.

AB - 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. © 2012 The Royal Society of Chemistry.

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M3 - RGC 21 - Publication in refereed journal

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SP - 5850

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JO - Chemical Communications

JF - Chemical Communications

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ER -

Molecular mapping of the acid catalysed dehydration of fructose

Abstract

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