Hydrogen pressure dependence in the ring-opening reactions of propylcyclobutane over Pd/SiO2 catalyst

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Abstract

Temperature dependence and the effects of hydrogen pressure on the rate and regioselectivity were studied in the ring opening of propylcyclobutane over a low-dispersion Pd/SiO2 catalyst. At a certain composition (1.33 kPa of propylcyclobutane and 20 kPa of H2) the reaction rate versus temperature curve was found to pass through a maximum. At each temperature the ring opened selectively (or exclusively at 423 K) in the sterically more hindered direction over the clean surface as well as over the steady-state catalyst, yielding n-heptane as the major product. The hydrogen pressure versus turnover frequency curves were of saturation type for both products over the initial surface at 523 K. Over the steady-state surface, however, the reaction mechanism changed: ring-opening rate versus hydrogen pressure curve passed through a maximum for n-heptane, while it remained of saturation type for 3-methylhexane. For rationalizing the high regioselectivity toward n-heptane formation, the anchoring effect of the propyl side-chain was suggested.

Original languageEnglish
Pages (from-to)421-429
Number of pages9
JournalCatalysis Letters
Volume31
Issue number4
DOIs
Publication statusPublished - dec. 1 1995

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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