Versatile Route to Funetionalized Vinylie Addition Polynorbornenes

Vinylic addition polynorbornenes bearing functional groups can be obtained in a versatile way by nucleophilic substitution of a halogen in new vinylic haloalkyl polynorbornenes. The latter are obtained by vinylic homo and copolymerization of norbornene and haloalkyl norbornenes catalyzed by [Ni(C6F5)(2)(SbPh3)(2)]. This method circumvents the problem of catalyst deactivation encountered in classical copolymerizations with polar monomers. The content of substituted monomer in the copolymers is in the range 26-59%, depending on the monomer ratio in the feed. Nucleophilic substitution reactions afford polymers with ester, cyano, phenylthio, or azido groups in the same wide range of composition. Click chemistry on the azido polynorbornenes give polynorbornenes with pendant triazole groups.