An anthracene-based self-assembled macrocycle for recognition of fullerenes
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Updated: Nov 3, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Fei Zeng1, Lin-Li Tang1, Jin-Jie Xie2
1College of Pharmacy, Xiangnan University, Chenzhou 423099, China. zengfei@iccas.ac.cn.
Abstract:
An electron-rich anthracene-based macrocycle (1) was efficiently synthesized via a [2 + 2] condensation reaction between ethylenediamine and 10,10'-(9,10-dimethoxyphenanthrene-3,6-diyl)bis(anthracene-9-carbaldehyde) in a mixed solvent system of dichloromethane and methanol. The structure of macrocycle 1 was unambiguously confirmed by NMR spectroscopy, high-resolution mass spectrometry, and single-crystal X-ray diffraction analysis. Interestingly, macrocycle 1 features an electron-rich molecular cavity, enabling the formation of thermodynamically stable 1 : 1 host-guest complexes with both C60 and C70.
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