A convenient preparative method of dibromoterphenyl and Bis(bromophenyl)diene monomers using zirconacyclopentadienes

Article abstract of DOI:10.1246/cl.1999.1173

Zirconacyclopentadienes prepared from 4,4′-dibromodiphenyldiynes or 1-(4′-bromophenyl)-1-alkynes reacted with dimethylacetylene dicarboxylate in the presence of CuCl afforded polyphenylene monomers which contain three benzene rings. Hydrolysis, chlorination with NCS, or allylation of the zirconacyclopentadienes gave a variety of polyphenylenedienylene monomers. Polymerization of these monomers using the system NiCl₂(PPh₃)₂ (cat.)/Zn produced the corresponding polymers.