Abstract

AbstractSummary: Oligo(phenylazomethine)s (OPAs) and aniline‐capped OPAs (OPA's) are used as model compounds of polyphenylazomethine (PPA), and their fundamental properties and their modification methods are investigated. Cyclic voltammograms of bis(diphenylmethyleneamino)benzene (OPA2′) showed irreversible redox response in the presence of trifluoroacetic acid. A selective synthesis of oligophenanthridine was achieved through the photocyclization of OPA2′ in concentrated sulfuric acid. Stepwise complexation behavior in dendritic poly(phenylazomethine)s (DPAs) was supported by the shell‐selective reduction of the imines. Using the shell‐selective reduction method and the terminal‐modification method of the DPAs, the core and terminals of DPAs were functionalized by ferrocene units, respectively.

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