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The reactivity of three nitrogen-containing olefins with a cationic (α-diimine)Pd−Me species was studied to evaluate possibilities for their catalytic copolymerization with ethylene. Allyl dimethyl amine gives 1,2-insertion into the Pd−Me bond, but the resulting five-membered chelate is inert toward ethylene. Olefins bearing carbazole substituents insert to form three-membered chelate complexes after a chain-walking process. These chelates are reactive toward ethylene, and N-pentenylcarbazole was successfully copolymerized with ethylene to yield branched polyethylene copolymers bearing carbazole functionalities. The fluorescence of these copolymers is dependent on the amount of incorporated comonomer.

Reactions of Cationic Palladium α-Diimine Complexes with Nitrogen-Containing Olefins: Branched Polyethylene with Carbazole Functionalities