Homogeneous catalysed hydrogenation of HMF

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 tetrahydrof...

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Bibliographic Details
Main Authors: Cadu, Alban (Author) , Sekine, Kohei (Author) , Schaub, Thomas (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 20 June 2018
In: Green chemistry
Year: 2018, Volume: 20, Issue: 14, Pages: 3386-3393
ISSN:1463-9270
DOI:10.1039/C8GC01025K
Online Access:Verlag, Volltext: http://dx.doi.org/10.1039/C8GC01025K
Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2018/gc/c8gc01025k
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Author Notes:Alban Cadu, Kohei Sekine, Jaroslaw Mormul, Dominik M. Ohlmann, Thomas Schaub, A. Stephen K. Hashmi
Description
Summary: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.
Item Description:Gesehen am 29.08.2018
Physical Description:Online Resource
ISSN:1463-9270
DOI:10.1039/C8GC01025K