Mechanistic investigation of the gold-catalyzed aerobic oxidation of alcohols

Peter Fristrup, Louise Bahn Johansen, Claus Hviid Christensen

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

The mechanism for the gold-catalyzed aerobic oxidation of alcohols was studied using a series of para-substituted benzyl alcohols (Hammett methodology). The competition experiments clearly show that the rate-determining step of the reaction involves the generation of a partial positive charge in the benzylic position (i.e. hydride abstraction). This was further substantiated by the determination of a significant kinetic isotope effect (k(H)/k(D) = 1.41), when employing an alcohol substrate deuterated in this position.
Original languageEnglish
JournalCatalysis Letters
Volume120
Issue number3-4
Pages (from-to)184-190
ISSN1011-372X
DOIs
Publication statusPublished - 2008

Keywords

  • heterogeneous catalysis
  • oxidations
  • Hammett
  • mechanism
  • gold

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