Monoterpenoid Oximes Hydrogenation Over Platinum Catalysts

Yu S. Demidova, E. S. Mozhaitsev, A. A. Munkuev, E. V. Suslov, A. A. Saraev, K. P. Volcho, N. F. Salakhutdinov, I. L. Simakova, D. Yu Murzin

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Platinum nanoparticles supported on MgO, Al2O3, ZrO2, TiO2 were utilized for monoterpenoid oximes hydrogenation. Monocyclic menthone and carvone oximes synthesized from bio-derived monoterpenoids with a different structure were used to explore the effect of substrate structure on the reaction regularities. The oximes hydrogenation was carried out under hydrogen atmosphere at 100 °C using methanol as a solvent. Platinum catalysts were prepared by the impregnation methods. The catalysts were characterized by transmission electron microscopy, X-ray photoelectron spectroscopy, X-ray fluorescence spectroscopy, nitrogen physisorption. Hydrogenation of carvone oxime containing a conjugated oxime group and several reducible functional groups resulted in both hydrogenation and deoximation giving 5-isopropyl-2-methylcyclohexanamine and carvomenthone over Pt/Al2O3 and Pt/ZrO2 catalysts. Menthone oxime hydrogenation over Pt/Al2O3 catalysts with an average particle size of 0.8 nm provided the desired menthylamine formation with the selectivity of 90% at complete oxime conversion. Platinum catalysts based on MgO, ZrO2 and TiO2 enhanced menthone oxime deoximation to menthone.

Original languageEnglish
Pages (from-to)187-195
Number of pages9
JournalTopics in Catalysis
Volume63
Issue number1-2
DOIs
Publication statusPublished - 1 Mar 2020

Keywords

  • Carvone oxime
  • Hydrogenation
  • Menthone oxime
  • Menthylamine
  • Platinum catalyst
  • Terpene
  • OXIDATION
  • NANOPARTICLES
  • REDUCTION
  • METAL
  • SELECTIVITY

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