High yields of piperylene in the transfer dehydrogenation of pentane catalyzed by pincer-ligated iridium complexes

Akshai Kumar, Jason D. Hackenberg, Gao Zhuo, Andrew M. Steffens, Oleg Mironov, Robert J. Saxton, Alan S. Goldman

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Conjugated dienes are desirable reagents for several important applications. We report that sterically uncrowded PCP-pincer iridium complexes, including precursors of (iPr4PCP)Ir and (Me2tBu2PCP)Ir, catalyze the transfer dehydrogenation of pentane, using high concentrations of t‐butylethylene (TBE) as hydrogen acceptor, to give high yields of 1,3-pentadiene (piperylene). Piperylene yields are ca. 100-fold greater than those obtained with the more widely used di(t‐butyl)phosphino substituted pincer iridium catalysts. This represents, to our knowledge, the first reported high-yield synthesis of dienes via the dehydrogenation of n-alkane using molecular catalysts. To our knowledge, this is the first reported high-yield synthesis of dienes achieved via the dehydrogenation of n-alkane using molecular catalysts.

Original languageEnglish
Pages (from-to)368-375
Number of pages8
JournalJournal of Molecular Catalysis A: Chemical
Volume426
DOIs
Publication statusPublished - Jan 1 2017

Keywords

  • Alkane dehydrogenation
  • C[sbnd]H bond activation
  • Catalytic alkane conversion
  • Dienes
  • Pincer-Iridium complexes

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology
  • Physical and Theoretical Chemistry

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