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Modular Enantioselective Assembly of Planar Chiral Disubstituted [2.2]Paracyclophanes: Access to Solid-State
Guofeng Liao1, Yiwen Luo1, Yingxin Luo1
1Guangxi Key Laboratory of Electrochemical and Magneto-Chemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541006, China.
Abstract:
A modular asymmetric copper-catalyzed azide-alkyne cycloaddition (CuAAC) desymmetrization of prochiral dialkynyl[2.2]paracyclophanes (PCPs) is reported. This method efficiently delivers diversely functionalized, disubstituted PCPs in high yields with excellent enantioselectivity (up to 93% yield and >99% ee), incorporating terminal alkyne and triazole handles for further diversification. A pyrene-appended derivative demonstrates promising solid-state circularly polarized luminescence (glum = 2.7 × 10-3 and ΦF = 0.59), highlighting its potential for chiral photonic material.
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