Homogeneous catalysed hydrogenation of HMF

Alban Cadu, Kohei Sekine, Jaroslaw Mormul, Dominik M. Ohlmann, Thomas Schaub, A. Stephen K. Hashmi

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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 H 2 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.

Original languageEnglish
Pages (from-to)3386-3393
Number of pages8
JournalGreen Chemistry
Volume20
Issue number14
DOIs
Publication statusPublished - Jan 1 2018
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Environmental Chemistry
  • Pollution

Cite this

Cadu, A., Sekine, K., Mormul, J., Ohlmann, D. M., Schaub, T., & Hashmi, A. S. K. (2018). Homogeneous catalysed hydrogenation of HMF. Green Chemistry, 20(14), 3386-3393. https://doi.org/10.1039/c8gc01025k