Abstract

Reported herein is the first example of polymerization of polar vinyl monomers bearing the C=C–C=N functionality by Frustrated Lewis pairs (FLPs). In particular, FLPs based on Al(C6F5)3 and N-heterocyclic carbenes rapidly convert 2-vinyl pyridine and 2-isopropenyl-2-oxazoline into medium to high molecular weight, N-functionalized vinyl polymers. Activated monomer-alane adduct 1 and initiated zwitterionic intermediate 2 have been isolated and structurally characterized, providing strong evidence for the proposed bimolecular, activated monomer polymerization mechanism.

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