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Updated: Jun 27, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Catalytic Enantioselective Construction of Planar Chiral Heterocyclic [2.2]Paracyclophanes Enabled by
Zhuang-Zhuang Li1,2, Yuan-Mei Feng1,2, Ke-Feng Zhang3,4
1Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, School of Chemistry and Chemical Engineering, Huaibei Normal University, Huaibei, Anhui, P. R. China.
Abstract:
The construction of planar chiral [2.2]paracyclophanes (PCPs) is of great importance due to their intriguing photophysical and optoelectronic properties. However, catalytic asymmetric approaches to access valuable heterocyclic PCPs directly remain underexplored. Herein, we present the enantioselective synthesis of planar chiral triazole-based PCPs via a desymmetrizing copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. A diverse range of functionalized optically enriched heterocyclic PCPs is obtained in a highly enantioselective manner under mild conditions. Moreover, this protocol showcases the versatility and efficiency of applying the desymmetric CuAAC reaction in the successful construction of planar chirality.
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