College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou 311121, Zhejiang, P. R. China.
College of Pharmacy and Department of Medical Oncology, The Affiliated Hospital of Hangzhou Normal University, School of Medicine, Hangzhou Normal University, Hangzhou 311121, Zhejiang, P. R. China.
J Org Chem. 2022 Jun 17;87(12):7712-7719. doi: 10.1021/acs.joc.2c00269. Epub 2022 Jun 8.
Organoboron complexes have gained considerable attention owing to their versatile chemical structures and excellent optical properties. Nevertheless, stable seven-membered organoboron complexes have rarely been reported because of their challenging synthesis. Herein, seven-membered ,-boron-chelated dyes, whose photophysical properties have been thoroughly studied via spectroscopic tests and theoretical calculations, were synthesized from commercially available materials via a facile method. Single-crystal X-ray diffraction studies provided evidence of their seven-membered ring ,-boron-chelated skeleton. These complexes produced singlet oxygen species under laser irradiation, endowing them with potential application as a photosensitizer to treat superficial tumors (B16 cells). Our study provided a new skeleton to construct versatile organoboron compounds and offered a strategy to design heavy-atom-free photosensitizers.
有机硼配合物因其多样的化学结构和优异的光学性质而受到广泛关注。然而,由于其合成具有挑战性,稳定的七元有机硼配合物很少有报道。在此,通过简便的方法,从市售材料合成了经过光谱测试和理论计算深入研究过的光物理性质的七元环,-硼螯合染料。单晶 X 射线衍射研究为它们的七元环,-硼螯合骨架提供了证据。这些配合物在激光照射下产生单线态氧物种,使它们有可能作为一种光敏剂来治疗浅表肿瘤(B16 细胞)。我们的研究为构建多功能有机硼化合物提供了一个新的骨架,并为设计不含重原子的光敏剂提供了一种策略。