Palladium-mediated Polymerization of Diazoacetamides

Palladium-mediated polymerization of diazoacetamides bearing various substituents 1-4 is described. Homopolymerization of monomers with n-hexyl or 4-n-octylphenyl group on the nitrogen afforded polymers [poly(N-substituted carbamoylmethylene)], whose all the main chain carbons have N-substituted carbamoly groups. Elemental analysis of the products indicated incorporation of azo group in the main chain. Copolymerization of diazoacetamides 1-4 with a diazoketone. (E)-1-diazo-4-phenyl-3-buten-2-one 5, proceeded efficiently, giving poly(substituted methylene)s with a variety of N-substituted carbamoyl groups in their side chains.