Heck, Sonogashira, and Hiyama reactions catalyzed by palladium nanoparticles stabilized by tris-imidazolium salt

Marc Planellas, Yanina Moglie, Francisco Alonso, Miguel Yus, Roser Pleixats, Alexandr Shafir

Research output: Contribution to journalArticleResearchpeer-review

23 Citations (Scopus)

Abstract

Palladium nanoparticles, prepared by the hydrogenation of Pd(dba) 2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama-Heck reactions are successfully achieved. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Original languageEnglish
Pages (from-to)3001-3008
JournalEuropean Journal of Organic Chemistry
Volume2014
Issue number14
DOIs
Publication statusPublished - 1 Jan 2014

Keywords

  • Cross-coupling
  • Heterogeneous catalysis
  • Nanoparticles
  • Palladium

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