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用于多功能化环对亚苯基的八三甲基硅烷基-[8]环对亚苯基的合成

Synthesis of Octatrimethylsilyl-[8]cycloparaphenylene for Multifunctionalized Cycloparaphenylene.

作者信息

Ren Yu, Shang Wansong, Sun Haoran, Liang Qi, Kayahara Eiichi, Yamago Shigeru, Li Yanbang, Zhang Deqing

机构信息

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

Institute for Chemical Research, Kyoto University, Uji 611-0011, Japan.

出版信息

J Org Chem. 2025 Jul 4;90(26):8959-8965. doi: 10.1021/acs.joc.5c00521. Epub 2025 May 28.

DOI:10.1021/acs.joc.5c00521
PMID:40435391
Abstract

Octatrimethylsilyl-[8]cycloparaphenylene ([8]CPP-8TMS) was synthesized using the copper(I)-mediated homocoupling reaction of the highly functionalized biphenyl precursor and subsequent platinum-mediated macrocyclization. [8]CPP-8TMS was well characterized by spectroscopic techniques, including NMR, mass, UV-vis absorption, and fluorescence spectroscopy and cyclic voltammetry. Single-crystal X-ray diffraction analysis indicates that [8]CPP-8TMS possesses a highly symmetric structure and adopts an intermolecular tubular packing. [8]CPP-8TMS can serve as a versatile platform for the efficient construction of unprecedented functional nanocarbon structures.

摘要

八三甲基硅烷基-[8]环对亚苯基([8]CPP-8TMS)是通过高官能化联苯前体的铜(I)介导的自偶联反应以及随后的铂介导的大环化反应合成的。[8]CPP-8TMS通过多种光谱技术得到了充分表征,包括核磁共振、质谱、紫外可见吸收光谱、荧光光谱和循环伏安法。单晶X射线衍射分析表明,[8]CPP-8TMS具有高度对称的结构,并采用分子间管状堆积。[8]CPP-8TMS可以作为一个通用平台,用于高效构建前所未有的功能性纳米碳结构。

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引用本文的文献

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Chem Sci. 2025 Sep 11. doi: 10.1039/d5sc04694g.