一种三重对称硫杂扭曲多环芳烃的合成  

Synthesis of a New Sulfur Heterocyclic Aromatic Hydrocarbons

作　　者：邹肖 张宁琪 王宝军 张强 张勇奇 汪艳 张田雷 ZOU Xiao;ZHANG Ning-qi;WANG Bao-jun;ZHANG Qiang;ZHANG Yong-qi;WANG Yan;ZHANG Tian-lei(Shaanxi Key Laboratory of Catalysis Fundamentals and Applications,School of Chemistry and Environmental Science,Shaanxi University of Technology,Hanzhong 732000,China)

机构地区：[1]陕西理工大学化学与环境科学学院陕西省催化基础与应用重点实验室,陕西汉中732000

出　　处：《化学试剂》2024年第3期112-117,共6页Chemical Reagents

基　　金：陕西省教育厅重点项目(20JS015);陕西理工大学科研项目(SLGPT2019KF01-20)。

摘　　要：硫杂多环芳烃具有并苯类物质的独特导电作用和光合作用中能够提高导电作用和光电效率的独特优势。围绕硫杂多环芳烃,以1,3,5-三(2-溴苯基)苯和苯并噻吩-2-硼酸通过钯催化的Suzuki反应得到苯并噻吩结构的寡聚苯撑分子,苯并噻吩结构的寡聚苯撑分子在FeCl_(3)作用下氧化脱氢环化合成了三重硫杂扭曲多环芳烃分子。中间体和产物的结构通过核磁共振波谱、质谱进行了表征。三硫杂多环芳烃的合成丰富了硫杂多环芳烃的种类,为合成更大共轭体系的三重硫杂扭曲多环芳烃提供了研究基础,三重硫杂扭曲多环芳烃分子为有机半导体材料,发光材料太阳能电池,光电二极管等分子器件提供的重要的候选材料。Sulfur heterocyclic aromatic hydrocarbons have the unique conductivity of benzo compounds and the unique advantages of improving conductivity and photoelectric efficiency in photosynthesis.Oligophenylene with benzothiophene structure was synthesized by the palladium-catalyzed Suzuki reaction of 1,3,5-tri(2-bromophenyl)benzene and benzothiophene-2-boric acid around sulfur heteropolycyclic aromatic hydrocarbons.Trithiophene twisted polycyclic aromatic hydrocarbons were synthesized by the oxidative dehydrogenation of oligophenylene with FeCl_(3).The structures of the intermediates and products were characterized by NMR and MS.The synthesis of Trisulfide heteropolycyclic aromatic hydrocarbons enriches the family of Sulfur heteropolycyclic aromatic hydrocarbons and provides a research platform for the synthesis of triple sulfur hetero twisted polycyclic aromatic hydrocarbons with larger conjugated systems.Twisted triplethiapolycyclic aromatic hydrocarbon molecules could be employed as the important candidates for organic semiconductor materials,light-emitting materials,solar cells,and photodiodes as well as other molecular devices.

关 键 词：扭曲多环芳烃 硫杂螺烯 多重螺烯 SUZUKI反应 Scholl反应 

分 类 号：O625[理学—有机化学]