Oxidative Cleavage of Vicinal Diols with the Combination of Platinum and Vanadium Catalysts and Molecular Oxygen

Naoyuki Obara, Shota Hirasawa, Masazumi Tamura, Yoshinao Nakagawa, Keiichi Tomishige

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

The combination of Pt/C and V2O5 catalysts gave good performance for the oxidative cleavage of trans-1,2-cyclohexanediol into adipic acid via 2-hydroxycyclohexanone. The yield of adipic acid reached 90 % in the one-pot oxidative cleavage of trans-1,2-cyclohexanediol. The yield was higher than that obtained in the oxidation of 2-hydroxycyclohexanone with V catalyst, and the higher yield was due to the low 2-hydroxycyclohexanone concentration during the one-pot oxidation of trans-1,2-cyclohexanediol. Cyclic vicinal diols having a six-membered ring and linear vicinal diols having two secondary OH groups were converted into dicarboxylic acids and two carboxylic acids, respectively. The activity of the Pt catalyst decreased during the reaction, and the activity was partially restored by treating the used catalyst with H2 at 573K. Even without regeneration, the turnover number based on total Pt could reach ≈1000 in a long reaction with an increased amount of trans-1,2-cyclohexanediol.

Original languageEnglish
Pages (from-to)1732-1738
Number of pages7
JournalChemCatChem
Volume8
Issue number9
DOIs
Publication statusPublished - 2016 May 9

Keywords

  • molecular oxygen
  • oxidative cleavage
  • platinum
  • vanadium
  • vicinal diols

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Fingerprint Dive into the research topics of 'Oxidative Cleavage of Vicinal Diols with the Combination of Platinum and Vanadium Catalysts and Molecular Oxygen'. Together they form a unique fingerprint.

Cite this