Issue 1, 2015

Pd/C-catalyzed reactions of HMF: decarbonylation, hydrogenation, and hydrogenolysis

Abstract

The diverse reactivity of 5-hydroxymethylfural (HMF) in Pd/C-catalyzed reactions is described with emphasis on the role of additives that affect selectivity. Three broad reactions are examined: decarbonylation, hydrogenation, and hydrogenolysis. Especially striking are the multiple roles of formic acid in hydrogenolysis/hydrogenation and in suppressing decarbonylation, as illustrated by the conversion of HMF to DMF. Hydrogenation of the furan ring is suppressed by CO2 and carboxylic acids. These results emphasize the utility of Pd/C as a convenient catalyst for upgradation of cellulosic biomass.

Graphical abstract: Pd/C-catalyzed reactions of HMF: decarbonylation, hydrogenation, and hydrogenolysis

Supplementary files

Article information

Article type
Paper
Submitted
06 aug 2014
Accepted
05 sep 2014
First published
16 sep 2014

Green Chem., 2015,17, 307-313

Author version available

Pd/C-catalyzed reactions of HMF: decarbonylation, hydrogenation, and hydrogenolysis

J. Mitra, X. Zhou and T. Rauchfuss, Green Chem., 2015, 17, 307 DOI: 10.1039/C4GC01520G

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