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 journalArticle

7 Citations (Scopus)

Abstract

Conjugated dienes are desirable reagents for several important applications. We report that sterically uncrowded PCP-pincer iridium complexes, including precursors of (i Pr4PCP)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

Fingerprint

Iridium
pentanes
Dehydrogenation
dehydrogenation
iridium
Alkanes
dienes
Paraffins
Catalysts
catalysts
alkanes
Hydrogen
synthesis
reagents
pentane
1,3-pentadiene
hydrogen

Keywords

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

ASJC Scopus subject areas

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

Cite this

High yields of piperylene in the transfer dehydrogenation of pentane catalyzed by pincer-ligated iridium complexes. / Kumar, Akshai; Hackenberg, Jason D.; Zhuo, Gao; Steffens, Andrew M.; Mironov, Oleg; Saxton, Robert J.; Goldman, Alan S.

In: Journal of Molecular Catalysis A: Chemical, Vol. 426, 01.01.2017, p. 368-375.

Research output: Contribution to journalArticle

Kumar, Akshai ; Hackenberg, Jason D. ; Zhuo, Gao ; Steffens, Andrew M. ; Mironov, Oleg ; Saxton, Robert J. ; Goldman, Alan S. / High yields of piperylene in the transfer dehydrogenation of pentane catalyzed by pincer-ligated iridium complexes. In: Journal of Molecular Catalysis A: Chemical. 2017 ; Vol. 426. pp. 368-375.
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AU - Mironov, Oleg

AU - Saxton, Robert J.

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