Li En, Lyu Cheng-Kun, Chen Chengyi, Xie Huilin, Zhang Jianyu, Lam Jacky Wing Yip, Tang Ben Zhong, Lin Nian
Department of Physics, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong, China.
Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong, China.
Commun Chem. 2022 Dec 22;5(1):174. doi: 10.1038/s42004-022-00794-1.
Creating conjugated macrocycles has attracted extensive research interest because their unique chemical and physical properties, such as conformational flexibility, intrinsic inner cavities and aromaticity/antiaromaticity, make these systems appealing building blocks for functional supramolecular materials. Here, we report the synthesis of four-, six- and eight-membered tetraphenylethylene (TPE)-based macrocycles on Ag(111) via on-surface Ullmann coupling reactions. The as-synthesized macrocycles are spontaneously segregated on the surface and self-assemble as large-area two-dimensional mono-component supramolecular crystals, as characterized by scanning tunneling microscopy (STM). We propose that the synthesis benefits from the conformational flexibility of the TPE backbone in distinctive multi-step reaction pathways. This study opens up opportunities for exploring the photophysical properties of TPE-based macrocycles.
构建共轭大环化合物引起了广泛的研究兴趣，因为它们独特的化学和物理性质，如构象灵活性、固有的内腔以及芳香性/反芳香性，使这些体系成为功能性超分子材料极具吸引力的构建单元。在此，我们报道了通过表面乌尔曼偶联反应在Ag(111)上合成基于四苯乙烯（TPE）的四元、六元和八元大环化合物。所合成的大环化合物在表面自发分离，并自组装成大面积的二维单组分超分子晶体，这通过扫描隧道显微镜（STM）得以表征。我们认为，该合成得益于TPE主链在独特的多步反应途径中的构象灵活性。这项研究为探索基于TPE的大环化合物的光物理性质开辟了机会。
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