Catalytic alkane metathesis by tandem alkane dehydrogenation-olefin metathesis

Science
Alan S GoldmanMaurice Brookhart

Abstract

With petroleum supplies dwindling, there is increasing interest in selective methods for transforming other carbon feedstocks into hydrocarbons suitable for transportation fuel. We report the development of highly productive, well-defined, tandem catalytic systems for the metathesis of n-alkanes. Each system comprises one molecular catalyst (a "pincer"-ligated iridium complex) that effects alkane dehydrogenation and olefin hydrogenation, plus a second catalyst (molecular or solid-phase) for olefin metathesis. The systems all show complete selectivity for linear (n-alkane) product. We report one example that achieves selectivity with respect to the distribution of product molecular weights, in which n-decane is the predominant high-molecular-weight product of the metathesis of two moles of n-hexane.

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Citations

Dec 18, 2013·Organic Letters·Jennifer TsoungMark Lautens
May 16, 2012·Accounts of Chemical Research·Michael C HaibachAlan S Goldman
Oct 28, 2009·Accounts of Chemical Research·Jean-Marie BassetJean Thivolle Cazat
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