Forcing a cis-product by matrix imprinting: Heck reaction catalyzed by palladium acetate entrapped within cis-imprinted sol-gel derived silicates

Dmitry Tsvelikhovsky, Dikla Pessing, David Avnir*, Jochanan Blum

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

While the Heck coupling of aryl bromides with styrenes by palladium acetate entrapped within octylated silica sol-gel forms almost entirely trans-stilbenes, the catalysis by the palladium compound within the cis-pre-imprinted support gives stilbenes that are substantially enriched by cis-oriented isomers. Although the ceramic support is completely freed from the imprint prior to the coupling process, cis-stilbenes are formed with similar selectivities upon recycling of the catalyst systems for at least four consecutive runs.

Original languageEnglish
Pages (from-to)2856-2858
Number of pages3
JournalAdvanced Synthesis and Catalysis
Volume350
Issue number18
DOIs
StatePublished - Dec 2008

Keywords

  • C-C coupling reactions
  • Heterogeneous catalysis
  • Imprinting
  • Sol-gel process
  • Stereoselectivity

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