Chen Yang, Hu Jianhua, Ding Aishun
State Key Laboratory of Molecular Engineering of Polymers, Department of Macromolecular Science, Fudan University 2005 Songhu Road Shanghai 200438 P. R. China
Department of Chemistry, Fudan University 2005 Songhu Road Shanghai 200438 P. R. China
RSC Adv. 2020 Mar 13;10(18):10661-10665. doi: 10.1039/d0ra00880j. eCollection 2020 Mar 11.
Work on the synthesis of a polymeric photosensitizer and its application in the photooxidation of thioethers is reported herein. Firstly, the polymeric photosensitizer was designed and synthesized by the reaction of anthraquinone-2-carbonyl chloride (AQ-2-COCl) with poly(2-hydroxyethyl methacrylate) (PHEMA). Then, the visible light-induced photooxidation of thioethers under aerobic conditions was investigated. The results revealed that the reaction yielded sulfoxides highly chemoselectively in excellent yields with good substrate tolerance. Importantly, AQ-PHEMA could be easily recovered and reused more than 20 times without significant loss of the catalytic activity.
本文报道了一种聚合物光敏剂的合成及其在硫醚光氧化反应中的应用。首先，通过蒽醌-2-羰基氯（AQ-2-COCl）与聚甲基丙烯酸2-羟乙酯（PHEMA）反应设计并合成了聚合物光敏剂。然后，研究了在有氧条件下硫醚的可见光诱导光氧化反应。结果表明，该反应能以高化学选择性、优异的产率生成亚砜，且底物耐受性良好。重要的是，AQ-PHEMA能够轻松回收并重复使用20多次，催化活性无显著损失。
