1,1-Diphenylvinylsulfide as a Functional AIEgen Derived from the Aggregation-Caused-Quenching Molecule 1,1-Diphenylethene through Simple Thioetherification
作者: Wang, BW (Wang, Bo-Wen); Jiang, K (Jiang, Kai); Li, JX (Li, Jian-Xiao); Luo, SH (Luo, Shi-He); Wang, ZY (Wang, Zhao-Yang); Jiang, HF (Jiang, Huan-Feng)
标题: 1,1-Diphenylvinylsulfide as a Functional AIEgen Derived from the Aggregation-Caused-Quenching Molecule 1,1-Diphenylethene through Simple Thioetherification
来源出版物: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷: 59
期: 6
页: 2338-2343
DOI: 10.1002/anie.201914333
提前访问日期: DEC 2019
出版年: FEB 3 2020
摘要: 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.
关键词
作者关键词: 1;1-diphenylethene; aggregation-induced emission; restriction of intramolecular motions; sodium sulfinate; thioetherification
KeyWords Plus: INTRAMOLECULAR CHARGE-TRANSFER; SOLID-STATE EMISSION; FLUORESCENT CHEMOSENSORS; ENHANCED EMISSION; COUPLING REACTION; AQUEOUS-MEDIA; DESIGN; DERIVATIVES; ALKYNES; NANOPARTICLES