Reversibility of palladium-alkyl intermediate formation in deuterioalkoxycarbonylation of 1-hexene

Csilla Benedek, Ágnes Gömöry, Bálint Heil, Szilárd Törös

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The catalytic pathways of the Pd(PPh3)2Cl2 and Pd(PPh3)2Cl2-SnCl2 catalyzed 1-hexene hydroalkoxycarbonylation reaction have been elucidated. Using deuterium labelling, the different reaction products were detected by mass spectral analysis and the deuterium content and its distribution determined by 1H-, 2H- and 13C-NMR methods. The great number of labelled species in residual olefins and carbonylated products does support the assumption that the hydrido (Pd-H) route is operating in the mechanism of this system. Alkyl-metal intermediates undergo reversible β-hydride elimination even at low reaction temperature depending on the catalyst used.

Original languageEnglish
Pages (from-to)112-120
Number of pages9
JournalJournal of Organometallic Chemistry
Volume622
Issue number1-2
DOIs
Publication statusPublished - Mar 9 2001

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Keywords

  • 1-Hexene
  • Carbonylation
  • Catalysis
  • Deuterium
  • Mechanism
  • Palladium

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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