Catalytic synthesis of n-alkyl arenes through alkyl group cross-metathesis

Graham E. Dobereiner, Jian Yuan, Richard R. Schrock, Alan S Goldman, Jason D. Hackenberg

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

n-Alkyl arenes were prepared in a one-pot tandem dehydrogenation/olefin metathesis/hydrogenation sequence directly from alkanes and ethylbenzene. Excellent selectivity was observed when (tBuPCP)IrH2 was paired with tungsten monoaryloxide pyrrolide complexes such as W(NAr)(C 3H6)(pyr)(OHIPT) (1a) [Ar = 2,6-i-Pr2C 6H3; pyr = pyrrolide; OHIPT = 2,6-(2,4,6-i-Pr 3C6H2)2C6H3O]. Complex 1a was also especially active in n-octane self-metathesis, providing the highest product concentrations reported to date. The thermal stability of selected olefin metathesis catalysts allowed elevated temperatures and extended reaction times to be employed.

Original languageEnglish
Pages (from-to)12572-12575
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number34
DOIs
Publication statusPublished - Aug 28 2013

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Alkenes
Olefins
Tungsten
Alkanes
Hydrogenation
Ethylbenzene
Dehydrogenation
Paraffins
Thermodynamic stability
Hot Temperature
Catalysts
Temperature
ethylbenzene
octane

ASJC Scopus subject areas

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

Cite this

Catalytic synthesis of n-alkyl arenes through alkyl group cross-metathesis. / Dobereiner, Graham E.; Yuan, Jian; Schrock, Richard R.; Goldman, Alan S; Hackenberg, Jason D.

In: Journal of the American Chemical Society, Vol. 135, No. 34, 28.08.2013, p. 12572-12575.

Research output: Contribution to journalArticle

Dobereiner, Graham E. ; Yuan, Jian ; Schrock, Richard R. ; Goldman, Alan S ; Hackenberg, Jason D. / Catalytic synthesis of n-alkyl arenes through alkyl group cross-metathesis. In: Journal of the American Chemical Society. 2013 ; Vol. 135, No. 34. pp. 12572-12575.
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