Synthesis of a new class of conjugated polyenes containing N-heterocyclic six-membered rings was demonstrated via cyclopolymerization of N-containing 1,7-octadiyne derivatives using Grubbs catalysts. Successful cyclopolymerization was achieved by introducing protecting groups to the amines in the monomers. Moreover, a hydrazide-type monomer containing a di--butyloxycarbonyl group () promoted the living cyclopolymerization to give poly() with a controlled molecular weight and narrow dispersity. This living polymerization allowed us to prepare various conjugated diblock copolymers using poly() as the first block.
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