source: Tetrahedron Letters year: 2006 volume: 47 first page: 8529 last page: 8533 doi: 10.1016/j.tetlet.2006.09.139
Abstract: Simple catalysts formed in situ from palladium acetate and a variety of imidazolium and imidazolinium carboxylates and dithiocarboxylates have been screened in the coupling of aryl halides with trans-2-phenylvinylboronic acid. Imidazol(in)ium carboxylates show an excellent activity, which compares to that displayed by the parent imidazol(in)ium chlorides, whereas imidazol(in)ium dithiocarboxylates are poorly efficient. Interestingly, the base employed exerts a profound influence on the trans/cis stereochemistry of the coupling product.
Keywords: Aryl Halides, Boronic Acids, Homogeneous Catalysis, N-Heterocyclic Carbene Ligands, Palladium and Compounds, Stilbenes, Suzuki-Miyaura Coupling Reactions