Iron(III)-Catalyzed Dimerization of Cycloolefins: Synthesis of High-Density Fuel Candidates

Renzo Arias-Ugarte, Francis S. Wekesa, Stefan Schunemann, Michael Findlater

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

Bicycloalkanes with the potential for deployment in high-density diesel and jet fuels can be conveniently generated from cycloolefins using a two-step process. Dimerization of the cycloolefin may be affected, catalytically, using commercially available Fe(III) salts, and the reaction is tolerant of ring si-ze (C5-C8) and limited ring-substitution patterns. Generation of an allylic radical is strongly suggested; however, observation of Fe-catalyzed olefin rearrangements and transfer dehydrogenation reactions may implicate the involvement of discrete organometallic complexes in the reaction. The fully saturated bicycloalkanes are easily prepared via metal-catalyzed hydrogenation of the cycloolefin-cycloalkane dimeric species.

Original languageEnglish
Pages (from-to)8162-8167
Number of pages6
JournalEnergy and Fuels
Volume29
Issue number12
DOIs
StatePublished - Dec 17 2015

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