Published January 1, 2013 | Version v1
Journal article Open

Resorcinarene-Functionalised Imidazolium Salts as Ligand Precursors for Palladium-Catalysed SuzukiMiyaura Cross-Couplings

  • 1. Univ Strasbourg, CNRS, Lab Chim Inorgan Mol & Catalyse, UMR 7177, F-67008 Strasbourg, France
  • 2. Inonu Univ, Dept Chem, Fac Sci & Art, TR-44280 Malatya, Turkey
  • 3. Cumhuriyet Univ, Fac Sci, Dept Chem, TR-58140 Sivas, Turkey
  • 4. Univ Rennes 1, Inst Phys, CNRS, UMR 6251, F-35042 Rennes, France

Description

Three imidazolium salts based on a rigid resorcinarene platform (13) were synthesised and used as catalyst precursors in the SuzukiMiyaura cross-coupling of aryl halides with phenylboronic acid. In these pro-carbene ligands, the heterocyclic moiety has one N atom connected to a C2 atom of a resorcinolic ring, and the other is substituted by an alkyl group (R=n-propyl, iso-propyl, benzyl). The methinic C atoms of the macrocyclic core are all substituted by a pentyl group. The best catalytic performances were obtained by using an imidazolium/Pd ratio of 1:1. The catalytic systems displayed high activities, which increased in the order R=n-propyl(1)

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