Rapid ether and alcohol C-O bond hydrogenolysis catalyzed by tandem high-valent metal triflate + supported Pd catalysts

Zhi Li, Rajeev S. Assary, Abdurrahman C. Atesin, Larry A. Curtiss, Tobin J. Marks

Research output: Contribution to journalArticle

63 Citations (Scopus)

Abstract

The thermodynamically leveraged conversion of ethers and alcohols to saturated hydrocarbons is achieved efficiently with low loadings of homogeneous M(OTf)n + heterogeneous Pd tandem catalysts (M = transition metal; OTf = triflate; n = 4). For example, Hf(OTf)4 mediates rapid endothermic ether ⇌ alcohol and alcohol ⇌ alkene equilibria, while Pd/C catalyzes the subsequent, exothermic alkene hydrogenation. The relative C-O cleavage rates scale as 3 > 2 > 1. The reaction scope extends to efficient conversion of biomass-derived ethers, such as THF derivatives, to the corresponding alkanes.

Original languageEnglish
Pages (from-to)104-107
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number1
DOIs
Publication statusPublished - Jan 8 2014

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Hydrogenolysis
Catalyst supports
Ether
Ethers
Alcohols
Metals
Alkenes
Olefins
Alkanes
Hydrogenation
Hydrocarbons
Biomass
Paraffins
Transition metals
Derivatives
Catalysts

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Rapid ether and alcohol C-O bond hydrogenolysis catalyzed by tandem high-valent metal triflate + supported Pd catalysts. / Li, Zhi; Assary, Rajeev S.; Atesin, Abdurrahman C.; Curtiss, Larry A.; Marks, Tobin J.

In: Journal of the American Chemical Society, Vol. 136, No. 1, 08.01.2014, p. 104-107.

Research output: Contribution to journalArticle

Li, Zhi ; Assary, Rajeev S. ; Atesin, Abdurrahman C. ; Curtiss, Larry A. ; Marks, Tobin J. / Rapid ether and alcohol C-O bond hydrogenolysis catalyzed by tandem high-valent metal triflate + supported Pd catalysts. In: Journal of the American Chemical Society. 2014 ; Vol. 136, No. 1. pp. 104-107.
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