Polymeric Phosphine Ligand from Ring-Opening Metathesis Polymerization of a Norbornene Derivative. Applications in the Heck, Sonogashira, and Negishi Reactions

The phosphine-containing polymer 1 is obtained by ruthenium-catalyzed ring-opening metathesis polymerization of the norbornene derivative 2. Polymer 1 is employed as the polymer support in the palladium-catalyzed Heck, Sonogashira, and Negishi reactions, and the corresponding (methoxymethylphenyl)diphenylphosphine (6) ligand is used for comparison. The polymer-supported catalysts retain most of their catalytic activities in these coupling reactions in the recycling processes.