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Updated: Jun 3, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Exohedral functionalization of fullerenes and supramolecular chemistry
Yosuke Nakamura1, Shin-ichiro Kato
1Department of Chemistry and Chemical Biology, Graduate School of Engineering, Gunma University, Kiryu, Gunma, Japan. nakamura@chem-bio.gunma-u.ac.jp
Abstract:
We have investigated the exohedral functionalization of [60]fullerene, especially bisaddition; we have revealed the regioselectivity of bisaddition and the properties of obtained bisadducts. The bisaddition without any restriction generally shows low regioselectivity. The electronic and photophysical properties of bisadducts mainly depend on the addition patterns and are almost independent of the nature of addends. We have also attained the regioselective synthesis of bisadducts by controlling the distance and orientation between two reactive species with suitable covalent templates and their application into some functional materials. The synthesis of fullerene-containing interlocked molecules, such as catenanes and rotaxanes, was accomplished by using a noncovalent interaction, mainly a donor-acceptor interaction, in addition to the covalent functionalization. The bistable rotaxanes, which can serve as a molecular shuttle or switch, were also successfully prepared.
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