殷江辉,徐娅,向芸颉,张灯青,李贤英,金武松.化学通报,2017,80(8):772-776. |
矩形多环芳烃的合成 |
Synthesis of Rectangle Type Polycyclic Aromatic Hydrocarbons |
投稿时间:2017-01-16 修订日期:2017-02-09 |
DOI: |
中文关键词: 矩形 多环芳烃 Scholl氧化关环 噻吩 |
英文关键词:Rectangle type, Polycyclic aromatic hydrocarbon, Scholl cyclodehydrogenation, Synthesis |
基金项目:国家自然科学基金项目(21172035)和中央高校基金(CUSF-DH-D-201437) |
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中文摘要: |
本文用3,4-二苯基-2,5-二(3,5-二溴苯基)环戊二烯酮(4a)与二苯乙炔(5a)通过Diels-Alder环加成反应得到1,2,4,5-四苯基-3,6-二(3,5-二溴苯基)苯(6a)。化合物6a通过经典的Suzuki偶联反应得到1,2,4,5-四苯基-3,6-二(3,5-二(4-十二烷基噻吩))苯基苯(8a),再利用FeCl3作为氧化剂发生Scholl氧化脱氢关环反应,得到目标化合物1a。采用类似合成方法,得到目标化合物1b。这些化合物的结构均通过1H NMR和MALDI-TOF MS表征,并对其光谱特征、热性能及电学性能进行了初步的研究。 |
英文摘要: |
1,2,4,5-tetraphenyl-3,6-di(3,5-dibromophenyl)benzene (6a) was synthesized by Diels-Alder cycloaddition reaction of 2,5-bis(3,5-dibromophenyl)-3,4-diphenylcyclopenta-2,4-dienone (4a) with 1,2-diphenylethyne (5a). 1,2,4,5-tetraphenyl-3,6-di(3,5-di(4-dodecylthiophene))phenylbenzene (8a) was obtained by classical Suzuki coupling reaction, then the target compound 1a was obtained by Scholl cyclodehydrogenation using FeCl3 as catalyst. The similar synthesis method was used to obtain the target compound 1b. The structures of these compounds were characterized by 1H NMR and MALDI-TOF MS, and their spectral characteristics, thermal and electrical properties were investigated. |
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