Lemniscular carbon nanohoops with contiguous conjugation from planar chiral [2.2]paracyclophane: influence of the regioselective synthesis on topological chirality†

IF 7.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Chemical Science Pub Date : 2023-03-28 DOI:10.1039/D2SC06825G

Jing He, Mo-Han Yu, Zhe Lian, Yan-Qing Fan, Sheng-Zhu Guo, Xiao-Nan Li, Ying Wang, Wen-Guang Wang, Zhi-Yun Cheng and Hua Jiang

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引用次数: 2

Abstract

We report herein the regioselective synthesis of all-carbon lemniscular nanohoops bis-po-CC and bis-pm-TC by the rational control of ring closures at the different positions of planar chiral tetrasubstituted [2.2]paracyclophane. Topological analyses reveal that bis-pm-TC is topologically chiral while bis-po-CC is topologically achiral. X-ray crystal analysis demonstrates that bis-pm-TC adopts a lemniscular conformation with a contiguous conjugation. CD and CPL measurements further reveal that the chiroptical properties of bis-pm-TC are obviously different from those of bis-po-CC due to their different topological chiralities.

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平面手性[2.2]副环烷连续共轭的环状碳纳米环:区域选择性合成对拓扑手性的影响

本文报道了通过合理控制平面手性四取代[2.2]副环环烷不同位置的闭环，区域选择性合成了全碳环状纳米环bis-po-CC和bis-pm-TC。拓扑分析表明，双聚丙烯腈具有拓扑手性，而双聚丙烯腈具有拓扑非手性。x -射线晶体分析表明，铋-pm- tc具有连续共轭的lemniscle构象。CD和CPL测量进一步表明，由于其不同的拓扑手性，双-pm- tc与双-po- cc的手性性质明显不同。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chemical Science CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

14.40

自引率

4.80%

发文量

1352

审稿时长

2.1 months

期刊介绍： Chemical Science is a journal that encompasses various disciplines within the chemical sciences. Its scope includes publishing ground-breaking research with significant implications for its respective field, as well as appealing to a wider audience in related areas. To be considered for publication, articles must showcase innovative and original advances in their field of study and be presented in a manner that is understandable to scientists from diverse backgrounds. However, the journal generally does not publish highly specialized research.