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A Hybrid of Corannulene and Azacorannulene: Synthesis of a Highly Curved Nitrogen-Containing Buckybowl


Y. Tokimaru, S. Ito,* K. Nozaki*
Angew. Chem. Int. Ed. 2018, 57, 9818–9822. DOI: 10.1002/anie.201805678 and 10.1002/ange.201805678

Abstract: A highly curved nitrogen-containing buckybowl, which can be considered as a corannulene/azacorannulene hybrid, was synthesized and characterized. This molecule has a polycyclic aromatic C40N core, corresponding to a partial azafullerene structure C80−xNx (x = 1,2,3...), and exhibits interesting properties that arise from its large and highly curved pi-surface and the embedded nitrogen atom, which include association with C60, a lower LUMO level relative to azapentabenzocorannulene, and the formation of a radical cationic species upon oxidation.

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