Wang Kui, Ye Tao, Du Haoyang, Jin Xiangyu, Yi Xiaofen, Gao Huiying, Zhang Yuan, Dong Wei, Liu Shihui, Guan Jing, Lin Feng, Xia Debin
Department of Organic Chemistry, College of Pharmacy, Harbin Medical University Harbin China
MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology Harbin China.
Nanoscale Adv. 2023 Jun 29;5(14):3629-3633. doi: 10.1039/d3na00341h. eCollection 2023 Jul 11.
Herein, we have designed and synthesized a novel type-I photosensitizer (PhPA) Rh-catalyzed oxidative cyclization of diacetoxyterephthalamide with alkynes. The photoelectric properties, photosensitivity and photodegradation process of PhPA have been systematically investigated. The remarkable fluorescence quenching effect ( < 0.01) of PhPA suggests that the intersystem crossing from the singlet excited state to the reactive triplet state is enhanced by the enlarged conjugated backbone. Additionally, the ability of superoxide radical (O˙) generation was confirmed by electron paramagnetic resonance spectroscopy. Finally, the mechanism of PhPA photo-oxidative degradation the structure of two metabolites is proposed.
在此，我们设计并合成了一种新型的I型光敏剂（PhPA），通过铑催化二乙酰氧基对苯二甲酰胺与炔烃的氧化环化反应制得。对PhPA的光电性质、光敏性和光降解过程进行了系统研究。PhPA显著的荧光猝灭效应（<0.01）表明，共轭主链的扩大增强了从单重激发态到反应性三重态的系间窜越。此外，通过电子顺磁共振光谱证实了超氧自由基（O˙）的生成能力。最后，提出了PhPA光氧化降解的机制以及两种代谢产物的结构。
