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Updated: Jun 14, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Selectively Extending the Curved Side of N-Doped Hexa-peri- hexabenzocoronene
Di Wang1, Chunxue Zhao1, Yimin Zhu1
1School of Chemical Science and Technology & Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan University, Kunmimg, 650500, PR China.
Abstract:
A curved nanographene, conceptually by insertion of nitrogen into a trapezoidal planar nanographene at the edge was synthesized by π-extension of the nitrogen-doped hexa-peri-hexabenzocoronene. This N-doped nanographene exhibited a π-electronic concave face containing a nonaromatic azepine ring in the middle with a size of 14.0 Å length and 4.0 Å depth, which represents an unprecedented half-side concave geometry of curved nanographene. The bent π-extension exhibited a low degree of conjugation suggested by calculation results. Due to the unique 3D structure and electron-rich property, this nanographene showed pronounced intermolecular charge transfer with C60.
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