Selective hydrodeoxygenation of cyclic vicinal diols to cyclic alcohols over tungsten oxide-palladium catalysts

Yasushi Amada, Nobuhiko Ota, Masazumi Tamura, Yoshinao Nakagawa, Keiichi Tomishige

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Hydrodeoxygenation of cyclic vicinal diols such as 1,4-anhydroerythritol was conducted over catalysts containing both a noble metal and a group 5-7 transition-metal oxide. The combination of Pd and WOx allowed the removal of one of the two OH groups selectively. 3-Hydroxytetrahydrofuran was obtained from 1,4-anhydroerythritol in 72 and 74 % yield over WO x-Pd/C and WOx-Pd/ZrO2, respectively. The WOx-Pd/ZrO2 catalyst was reusable without significant loss of activity if the catalyst was calcined as a method of regeneration. Characterization of WOx-Pd/C with temperature-programmed reduction, X-ray diffraction, and transmission electron microscopy/energy-dispersive X-ray spectroscopy suggested that Pd metal particles approximately 9 nm in size were formed on amorphous tungsten oxide particles. A reaction mechanism was proposed on the basis of kinetics, reaction results with tungsten oxides under an atmosphere of Ar, and density functional theory calculations. A tetravalent tungsten center (WIV) was formed by reduction of WO3 with the Pd catalyst and H2, and this center served as the reductant for partial hydrodeoxygenation.

Original languageEnglish
Pages (from-to)2185-2192
Number of pages8
JournalChemSusChem
Volume7
Issue number8
DOIs
Publication statusPublished - 2014 Aug

Keywords

  • cyclic alcohols
  • heterogeneous catalysis
  • hydrodeoxygenation
  • palladium
  • tungsten oxide

ASJC Scopus subject areas

  • Environmental Chemistry
  • Chemical Engineering(all)
  • Materials Science(all)
  • Energy(all)

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