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基于联萘的手性碳大环的选择性合成及(手性)光学性质

Selective synthesis and (chir)optical properties of binaphthyl-based chiral carbon macrocycles.

作者信息

Fang Pengwei, Chen Muqing, Zhang Xinyu, Du Pingwu

机构信息

Hefei National Research Center for Physical Sciences at the Microscale, Anhui Laboratory of Advanced Photon Science and Technology, CAS Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering, iChEM, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui Province, 230026, China.

School of Environment and Civil Engineering, Dongguan University of Technology, Dongguan, Guangdong Province, 523808, China.

出版信息

Chem Commun (Camb). 2022 Jul 21;58(59):8278-8281. doi: 10.1039/d2cc01242a.

DOI:10.1039/d2cc01242a
PMID:35790128
Abstract

Herein, we report the selective synthesis, characterization, and photophysical properties of two novel chiral carbon macrocycles. Non-planar ()-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene was introduced into the scaffold of oligo-paraphenylenes to achieve the chirality in these macrocycles. Their photophysical properties were investigated by steady-state and time-resolved spectroscopies, as well as circular dichroism and circularly polarized luminescence spectroscopies. We demonstrate that the emission maxima of the chiral macrocycles are redshifted compared to chiral binaphthyl units and that macrocycles show chiroptical properties (|| > 1.0 × 10).

摘要

在此,我们报告了两种新型手性碳大环化合物的选择性合成、表征及光物理性质。将非平面的()-2,2'-双(甲氧基甲氧基)-1,1'-联萘引入到低聚对亚苯基骨架中,以实现这些大环化合物的手性。通过稳态和时间分辨光谱以及圆二色光谱和圆偏振发光光谱对它们的光物理性质进行了研究。我们证明,与手性联萘单元相比,手性大环化合物的发射最大值发生红移,并且大环化合物表现出旋光性质(|| > 1.0 × 10)。

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