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  • articleNo Access

    Development of synthetic protocols for porphyrins and their analogs based on distorted structures — a SPP/JPP Young Investigator Award paper

    Creation of novel π-conjugated molecules is an important research topic. I describe in this account an approach to this aim that is based on the use of the distorted conformation of porphyrins. Planarization of distorted molecules enables the synthesis of heteroatom-containing porphyrin derivatives. Furthermore, dearomatization reaction proves effective to construct distorted conformations from planar π-conjugated molecules under mild reaction conditions. According to this protocol, we have succeeded in the synthesis of heteroatom-containing curved-π conjugated molecules that had never been achieved by conventional protocols. In particular, a nitrogen-embedded buckybowl is the first example of a buckybowl having a heteroatom in its central position, which exhibits unique properties due to the incorporation of the heteroatom in its curved π-surface.