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Issue 14, 2018
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Homogeneous catalysed hydrogenation of HMF

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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

01 Apr 2018
20 Jun 2018
First published
20 Jun 2018

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

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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