Wang Bo-Wen, Jiang Kai, Li Jian-Xiao, Luo Shi-He, Wang Zhao-Yang, Jiang Huan-Feng
School of Chemistry, South China Normal University, Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou, 510006, P. R. China.
Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. China.
Angew Chem Int Ed Engl. 2020 Feb 3;59(6):2338-2343. doi: 10.1002/anie.201914333. Epub 2019 Dec 30.
An efficient and readily scalable thioetherification between 1,1-diphenylethene (DPE) and sodium arylsulfinate was developed for the synthesis of 1,1-diphenylvinylsulfide (DPVS) with the yield up to 99 %. The photophysical properties of DPVS show that the introduction of arylsulfenyl groups onto the parent molecule DPE makes DPVS a novel type of aggregation-induced emission (AIE) luminogen (AIEgen) with large Stoke's shift (up to 188 nm). These DPVS possess AIE properties due to restriction of intramolecular motions (RIM), as demonstrated by crystal structure analysis. Importantly, the AIE performance of DPVS can be applied to sense the nitroaromatic explosive picric acid in aqueous systems through a "turn-off" response.
开发了一种在1,1-二苯乙烯（DPE）和芳基亚磺酸钠之间进行高效且易于扩展的硫醚化反应，用于合成1,1-二苯基乙烯基硫醚（DPVS），产率高达99%。DPVS的光物理性质表明，在母体分子DPE上引入芳基硫烯基使DPVS成为一种新型的具有大斯托克斯位移（高达188nm）的聚集诱导发光（AIE）发光体（AIEgen）。如晶体结构分析所示，这些DPVS由于分子内运动受限（RIM）而具有AIE性质。重要的是，DPVS的AIE性能可通过“关闭”响应应用于检测水性体系中的硝基芳香族炸药苦味酸。
