An example of the valorization of terpenes: The selective isomerization of 3-carene to 2-carene in the presence of silica supported nickel catalysts modified by tetrabutyl tin

Pierre Lesage, Jean Pierre Candy, Christiane Hirigoyen, Francis Humblot, Michel Leconte, Jean-Marie Maurice Basset*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

The cyclic olefin, 3-carene, undergoes an isomerization of the carbon- carbon double bond to produce 2-carene, a precursor in the synthesis of (-)- menthol. This isomerization is observed over silica supported nickel, but the selectivity is reduced by side reactions producing trimethylheptenes by hydrogenative ring opening of the cyclopropyl ring. Selectivity for C=C bond isomerization is dramatically increased by surface modification of the nickel metal catalyst by reaction with tetra-n-butyl tin. The most selective of these silica supported nickel/tin catalysts produces 2-carene with 91% selectivity at 48% conversion.

Original languageEnglish (US)
Pages (from-to)303-309
Number of pages7
JournalJournal of Molecular Catalysis A: Chemical
Volume112
Issue number2
DOIs
StatePublished - Oct 25 1996

Keywords

  • Carene isomerization
  • Ni/SiO catalyst
  • Surface organometallic chemistry
  • Tetra-n-butyl tin modified catalyst

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology
  • Physical and Theoretical Chemistry

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