A synthetic pathway to a molecule bearing two molecular nanohoops, including a tetrahydro[6]cycloparaphenylene (4H[6]CPP) fused through two 1,4-dimethoxybenzene units to a 4H[10]CPP, was developed. Similarly, a molecule containing a 4H[6]CPP fused through two 1,4-dimethoxybenzene units to a molecular nanohoop bearing a [6]CPP inserted with two 2,2′-bithiophene-5,5′-diyl groups was synthesized. The Diels–Alder reactions of two (E,E)-1,4-diaryl-1,3-butadienes with 1,4-benzoquinone and the Ni-mediated homocoupling reactions are the key steps for the construction of macrocyclic ring structures. Oxidative aromatization with DDQ converted a hydrogenated system to a fully aromatized nanohoop with 10 aromatic units, including a [6]CPP inserted with two 2,2′-bithiophene-5,5′-diyl groups. The UV–vis and fluorescence spectra of the fused two-hoop systems were investigated.

中文翻译：

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带有四氢[6]环对亚苯基与氢化或联噻吩插入的环对亚苯基融合的分子纳米环的合成

开发了一条合成途径，该途径合成了带有两个分子纳米环的分子，包括通过两个1,4-二甲氧基苯单元稠合到4H [10] CPP上的四氢[6]环对亚苯基（4H [6] CPP）。类似地，合成了一种分子，该分子包含通过两个1，4-二甲氧基苯单元稠合到带有[6] CPP的分子纳米环上的4H [6] CPP，该分子环中插入了两个2，2'-联噻吩-5,5'-二基。两个（E，E）-1,4-二芳基-1,3-丁二烯与1,4-苯醌和Ni介导的均偶联反应是构建大环结构的关键步骤。DDQ的氧化芳构化将氢化体系转变为具有10个芳族单元的完全芳构化的纳米环，包括插入两个2，2'-联噻吩-5,5'-二基的[6] CPP。研究了融合的两箍系统的紫外-可见光谱和荧光光谱。