Besteiro-Sáez Javier, Mateo Luis M, Salaverría Sergio, Wang Tao, Angulo-Portugal Paula, Calupitan Jan Patrick, Rodríguez-Fernández Jonathan, García-Fuente Amador, Ferrer Jaime, Pérez Dolores, Corso Martina, de Oteyza Dimas G, Peña Diego
Centro de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782, Santiago de Compostela, Spain.
Nanomaterials and Nanotechnology Research Center (CINN), CSIC-UNIOVI-PA, 33940, El Entrego, Spain.
Angew Chem Int Ed Engl. 2024 Dec 20;63(52):e202411861. doi: 10.1002/anie.202411861. Epub 2024 Nov 9.
Starphenes are structurally appealing three-fold symmetric polycyclic aromatic compounds with potential interesting applications in molecular electronics and nanotechnology. This family of star-shaped polyarenes can be regarded as three acenes that are connected through a single benzene ring. In fact, just like acenes, unsubstituted large starphenes are poorly soluble and highly reactive molecules under ambient conditions making their synthesis difficult to achieve. Herein, we report two different synthetic strategies to obtain a starphene formed by 19 cata-fused benzene rings distributed within three hexacene branches. This molecule, which is the largest starphene that has been obtained to date, was prepared by combining solution-phase and on-surface synthesis. [19]Starphene was characterized by high-resolution scanning tunneling microscopy (STM) and spectroscopy (STS) showing a remarkable small HOMO-LUMO transport gap (0.9 eV).
星烯是结构引人注目的具有三重对称性的多环芳香族化合物，在分子电子学和纳米技术领域可能有有趣的潜在应用。这类星形聚芳烃可被视为通过单个苯环连接的三个并苯。事实上，与并苯一样，未取代的大型星烯在环境条件下溶解性差且反应活性高，这使得它们的合成难以实现。在此，我们报告了两种不同的合成策略，以获得由分布在三个并六苯支链中的19个稠合苯环形成的星烯。该分子是迄今为止获得的最大的星烯，通过溶液相合成和表面合成相结合的方法制备而成。[19]星烯通过高分辨率扫描隧道显微镜（STM）和光谱（STS）进行表征，显示出显著小的HOMO-LUMO传输能隙（0.9电子伏特）。
