Three approaches for the synthesis of dendrimers with poly(p-phenylene)-PPP derived cores are described. The respective limitations of these approaches are assessed in view of the goal of this research:  to make available structurally perfect, high molecular weight polymers with a dense sequence of sterically demanding dendrons.

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The synthesis of dendronized acrylate and styrene monomers with Frechet-type as well as urethane-based dendrons ofthe first and second generation and their radically initiated polymerization to the high molecular weight dendrimers 6(G-1,2) and 8 a(G-2) is reported. The latter polymer carries four THP-protected hydroxy fhctions per repeat unit whose quantitative deprotection is also described.

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Synthesis of the hydroxyethyl-substituted poly(para-phenylene) 2b employing Suzuki polycondensation is described.This PPP derivative is used as a matrix for the attachment of first-and second-generation dendrons of the Frechet-type with isocyanate functions at the focal point.The degree of coverage is determined from NMR integration to be virtually 100% in both cases.