4.8 Article

Helical Nanographenes Embedded with Contiguous Azulene Units

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 31, Pages 13322-13327

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c06156

Keywords

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Funding

  1. JSPS KAKENHI [JP19K22185, JP19H03350, JP18H04406]
  2. JSPS [JP19J14061]
  3. Platform for Drug Design, Discovery and Development grant from MEXT
  4. Japan Science Society

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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.

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