Norbornene is polymerized by employing zirconium catalysts with (OSSO)-type bis(phenolate) ligands. The racemic precatalyst rac-1 produces high molecular weight poly(norbornene) with slight optical activity. Enantiopure precatalysts (S,S)-1 and (R,R)-1 are used to study the optical induction in the poly(norbornene)s formed. To overcome the insolubility of poly(norbornene)s in common solvents, their microstructure is studied using copolymers with ethylene as well as hydrooligomers. The crystal structure of a norbornene tetramer is reported.