Homogeneous catalysed hydrogenation of HMF

• Verfasst von: Cadu, Alban [VerfasserIn]
• Verfasst von: Sekine, Kohei [VerfasserIn]
• Verfasst von: Schaub, Thomas [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Titel: Homogeneous catalysed hydrogenation of HMF
• Verf.angabe: Alban Cadu, Kohei Sekine, Jaroslaw Mormul, Dominik M. Ohlmann, Thomas Schaub, A. Stephen K. Hashmi
• E-Jahr: 2018
• Jahr: 20 June 2018
• Umfang: 8 S.
• Fussnoten: Gesehen am 29.08.2018
• Titel Quelle: Enthalten in: Green chemistry
• Ort Quelle: Cambridge : RSC, 1999
• Jahr Quelle: 2018
• Band/Heft Quelle: 20(2018), 14, Seite 3386-3393
• ISSN Quelle: 1463-9270
• DOI: doi:10.1039/C8GC01025K
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1580498051

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.