"Synthesis of Stilbenoids via the Suzuki-Miyaura Reaction Catalysed by Palladium N-Heterocyclic Carbene Complexes"

Adriana Tudose, Anna M. Maj, Xavier Sauvage, Lionel Delaude, Albert Demonceau, and Alfred F. Noels

journal cover 
          source: Journal of Molecular Catalysis A:Chemical
            year: 2006
          volume: 257
      first page: 158
       last page: 166
             doi: 10.1016/j.molcata.2006.04.064
graphical abstract

Abstract: The Suzuki-Miyaura reaction of aryl halides with trans-2-phenylvinylboronic acid using a series of related in situ generated N-heterocyclic carbene palladium(II) complexes was studied in order to evaluate the effect of ligand structure and electronics on the catalytic activity and to investigate the nature of the catalyst species. The nature of the substituents of the carbene ligand was found to be critical. Specifically, the presence of alkyl groups on the ortho positions of the phenyl substituents was a requisite for obtaining the most efficient catalyst systems.

Keywords: Aryl Halides, Boronic Acids, Homogeneous Catalysis, N-Heterocyclic Carbene Ligands, Palladium and Compounds, Stilbenes, Suzuki-Miyaura Coupling Reactions

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