Hydrogenative ring-rearrangement of biomass derived 5-(hydroxymethyl)furfural to 3-(hydroxymethyl)cyclopentanol using combination catalyst systems of Pt/SiO2 and lanthanoid oxides?

Catalysis Science & Technology Pub Date: 2017-05-08 DOI: 10.1039/C7CY00712D

Abstract

Combination catalyst systems composed of Pt/SiO2 and lanthanoid oxides (Pt/SiO2 + LOx) efficiently catalyze the hydrogenative ring-rearrangement of 5-(hydroxymethyl)furfural (HMF) in water to produce 3-(hydroxymethyl)cyclopentanol (HCPO), which can be a unique building block for new materials derived from biomass. We investigated the reason for the efficient hydrogenative ring-rearrangement on Pt/SiO2 + LOx in terms of the acid–base properties of reaction systems, since H+ and Lewis acids can affect the rearrangement of the furan ring. It is indicated that the ring-rearrangement efficiently proceeds under slightly acidic conditions (pH = 5–7) with moderate or a little weak Lewis acidity of lanthanoid oxides.

Graphical abstract: Hydrogenative ring-rearrangement of biomass derived 5-(hydroxymethyl)furfural to 3-(hydroxymethyl)cyclopentanol using combination catalyst systems of Pt/SiO2 and lanthanoid oxides
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