Synthesis of Carbon Nanorings Bearing Non-planar Aromatics and Their Functionalization

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In this study, the efficient synthetic method to prepare π-conjugated strained macrocyclic compounds having phenyleneacetylene moieties on their backbones, which are difficult to be synthesized by coupling reactions, has been developed. Macrocyclic compounds bearing o- and m-phenylene moieties as well as twin carbon nanorings were successfully synthesized. These macrocycles including twin carbon nanorings form complexes with fullerenes efficiently. Macrocycles having electron-donating groups on their ring structures can form much more stable complexes.