Thermodynamically leveraged tandem catalysis for ester RC(O)O-R′ bond hydrogenolysis. scope and mechanism

Tracy L. Lohr, Zhi Li, Rajeev S. Assary, Larry A. Curtiss, Tobin J. Marks*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

Rapid and selective formal hydrogenolysis of aliphatic ester RC(O)O-R′ linkages is achieved by a tandem homogeneous metal triflate + supported palladium catalytic system. The triflate catalyzes the mildly exothermic, turnover-limiting O-R′ cleavage process, whereas the exothermic hydrogenation of the intermediate alkene further drives the overall reaction to completion.

Original languageEnglish (US)
Pages (from-to)3675-3679
Number of pages5
JournalACS Catalysis
Volume5
Issue number6
DOIs
StatePublished - Jun 5 2015

Keywords

  • C-O cleavage
  • biomass
  • hydrogenolysis
  • metal triflates
  • tandem catalysis
  • thermodynamic leveraging

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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