Öztürk Gündüz Ezel, Büyükpolat Ümmügülsüm, Okutan Elif
Department of Chemistry, Faculty of Science, Gebze Technical University, Gebze, Kocaeli, 41400, Türkiye.
J Fluoresc. 2025 Jun 18. doi: 10.1007/s10895-025-04391-y.
The direct use of low-energy red light for photochemical processes is attractive from a synthetic perspective but challenging to implement in practice. BODIPY-based photosensitizers (PSs) show considerable promise in this area due to their tunable photophysical properties. This study aims to explore the use of mono- and bis-adducts of heavy atom-free NI-BODIPY-fullerene triads, which strongly absorb red light in the 560 to 660 nm range, in red light-irradiated photocatalytic reactions. NI-BODIPY-fullerene photosensitizers possess the ability to generate singlet oxygen (¹O₂), making them effective photosensitizers for the photocatalytic conversion of 1,5-dihydroxynaphtalene (DHN) to juglone and the photooxidation of thioanisole to methyl phenyl sulfoxide. Our photocatalysts are effective, with activities comparable to or even higher than those of readily available commercial systems, achieving 100% conversion of thioanisole to methyl phenyl sulfoxide within 2 h. This study highlights the potential of distyryl-NI-BODIPY-fullerene derivatives as promising photosensitizers/photocatalysts for applications in organic transformations.
从合成的角度来看，直接使用低能量红光进行光化学过程很有吸引力，但在实际应用中却具有挑战性。基于硼二吡咯的光敏剂（PSs）由于其可调节的光物理性质，在这一领域显示出巨大的潜力。本研究旨在探索无重原子的NI-硼二吡咯-富勒烯三联体的单加合物和双加合物在红光照射的光催化反应中的应用，这些三联体在560至660纳米范围内强烈吸收红光。NI-硼二吡咯-富勒烯光敏剂具有产生单线态氧（¹O₂）的能力，使其成为将1,5-二羟基萘（DHN）光催化转化为胡桃醌以及将苯甲硫醚光氧化为苯甲亚砜的有效光敏剂。我们的光催化剂效果显著，其活性与市售系统相当，甚至更高，能在2小时内实现苯甲硫醚100%转化为苯甲亚砜。这项研究突出了二苯乙烯基-NI-硼二吡咯-富勒烯衍生物作为有前景的光敏剂/光催化剂在有机转化应用中的潜力。
