Modular Enantioselective Assembly of Planar Chiral Disubstituted [2.2]Paracyclophanes: Access to Solid-State Circularly Polarized Luminescence Materials

Organic Letters 2026

View at publisher
Authors: Guofeng Liao, Yi Luo, Yi Luo, Xiuxian Liao, Shuyou Chen
DOI: 10.1021/acs.orglett.6c02052
Cited by: 3
References: 43

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 ( g lum = 2.7 × 10 –3 and Φ F = 0.59), highlighting its potential for chiral photonic material.

Fields of Study & Subjects

Synthesis and Properties of Aromatic Compounds Supramolecular Chemistry and Complexes Organoboron and organosilicon chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
25
Pages
8103–8109
Publication date
10 June 2026
Language
EN