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Issue 14, 2018
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Homogeneous catalysed hydrogenation of HMF

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Abstract

In this report, hydroxymethylfurfural (HMF) is used as a bio-based feedstock for homogeneous metal-catalysed hydrogenation. Several ligand classes and metals are employed to reduce the aldehyde and aromatic ring of HMF. The previously unknown homogeneous catalysed hydrogenation of HMF to tetrahydrofuran-dimethanol (THFDM) was investigated using different catalyst systems. NHCs and phosphites give higher trans/cis ratios (between 1 : 1.25 and 1 : 3.95) of the product THFDM, but low conversions of only up to 17% accompanied by up to 92% yield of bis(hydroxymethyl)furan at 10 bar H2 and 120 °C. Conversely, di-phosphine ligated ruthenium catalysts in up to 87% yield lead to the highest overall conversion but only moderate trans/cis ratios of only 1 : 3.1–1 : 5.

Graphical abstract: Homogeneous catalysed hydrogenation of HMF

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Supplementary files

Article information


Submitted
01 Apr 2018
Accepted
20 Jun 2018
First published
20 Jun 2018

Green Chem., 2018,20, 3386-3393
Article type
Paper

Homogeneous catalysed hydrogenation of HMF

A. Cadu, K. Sekine, J. Mormul, D. M. Ohlmann, T. Schaub and A. S. K. Hashmi, Green Chem., 2018, 20, 3386
DOI: 10.1039/C8GC01025K

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