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Unravelling the mechanism of the Ru/C-catalysed isohexide and ether isomerization by hydrogen isotope exchange

Engel, Rebecca V., Niemeier, Johannes, Fink, Anja and Rose, Marcus 2018. Unravelling the mechanism of the Ru/C-catalysed isohexide and ether isomerization by hydrogen isotope exchange. Advanced Synthesis and Catalysis 360 (12) , p. 2358. 10.1002/adsc.201800058

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Abstract

In this article we show that the catalytic isomerization of isohexide sugar alcohols as well as their respective ethers can occur by a hydride‐based mechanism rather than a dehydrogenation/re‐hydrogenation. C−H bonds in α‐position to hydroxy and ether groups are activated using Ru/C as solid catalyst at temperatures as high as 160 °C and above. Hydrogen isotope exchange experiments proved that a full hydride exchange and isomerization is possible for isohexides but unexpectedly also for their methyl ethers. This is of great importance as it proves the co‐existence of the both mechanisms for reactions that were so far assumed to occur solely by a dehydrogenation/re‐hydrogenation. Hence, this co‐existence should be taken into account for kinetic investigations of such reaction systems especially in the conversion of biomass‐based chemicals under hydrogenation conditions.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Publisher: Wiley-VCH Verlag
ISSN: 1615-4150
Date of Acceptance: 29 March 2018
Last Modified: 17 Mar 2021 02:43
URI: http://orca.cardiff.ac.uk/id/eprint/129235

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