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                            PhosphonicS Heterogeneous Palladium Catalysts

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                            Compared to traditional synthetic methods, palladium-catalysed cross-coupling reactions offer increased synthetic convergence and shorter routes into products. As these methods allow highly functionalised molecules to be coupled together under relatively mild conditions, metal-catalysed reactions are extremely widely used for Discovery Medicinal Chemistry efforts and are becoming increasingly used by Process Chemistry groups, even at later stages of candidate synthesis.

                            In spite of the excellent performance of metal scavengers such as functionalised silicas, the potential for metal contamination of final products by homogeneous catalysts, alongside some of the other benefits outlined previously, has led to much synthetic attention being devoted to the search for efficient heterogeneous palladium catalysts.

                            PhosphonicS™ immobilised heterogeneous palladium catalysts have been successfully utilised in cross-coupling reactions including Suzuki and Heck reactions and are highly effective for a wide range of different substrates giving the coupled products in very high yields.

                            Structure & Name Product code Applications Leading references
                            Palladium (II) acetate ethanoate ethyl sulfide silica SCRPd Cross-coupling J. Mol. Catal. A: Chem., 2007, 273, 298.
                            Palladium (II) acetate 2-mercaptoethyl sulfide silica SEM2Pd Cross-coupling J. Mol. Catal. A: Chem., 2007, 278, 160.
                            Palladium (II) acetate 3-mercaptopropyl ethyl silica SEM3Pd Cross-coupling J. Mol. Catal. A: Chem., 2007, 278, 160.
                            Triphenylphosphine palladium (II) dichloride phosphaadamantane ethyl silica PAPd1 Cross-coupling
                            Hydrogenation
                            J. Mol. Catal. A: Chem., 2008, 293, 25.
                            Dibenzylidineacetone palladium (0) phosphaadamantane ethyl silica PAPd1 Cross-coupling J. Mol. Catal. A: Chem., 2008, 293, 25.
                            Typical palladium loadings are in the range 0.1-0.4 mmol/g.  Routinely available particle sizes are 60-200 μm (60 Å average pore diameter) and 200-500 μm (150 Å average pore diameter).  Other particle and pore sizes, as well as alternative immobilised ligands and/or metals, are available on request.