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The azulene moiety, composed of contiguous pentagonal and heptagonal rings, is a structural defect that alters the electronic, magnetic, and structural properties of graphenes and graphene nanoribbons. However, nanographenes embedded with an azulene cluster have not been widely investigated because these compounds are difficult to synthesize in their pure form. Herein, azulene-embedded nanographenes bearing a unique cove-type edge were synthesized by a novel synthetic protocol. Experimental and theoretical investigations revealed that this cove edge imparts stable helical chirality, unlike normal cove edges. The in-solution self-association behavior and the structural, electronic, and electrochemical properties were also described in detail.

Citation

Naoki Ogawa, Yousuke Yamaoka, Hiroshi Takikawa, Ken-Ichi Yamada, Kiyosei Takasu. Helical Nanographenes Embedded with Contiguous Azulene Units. Journal of the American Chemical Society. 2020 Aug 05;142(31):13322-13327

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PMID: 32677830

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