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Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization

机译:氯化亚苯基二聚法合成部分和完全稠合的聚芳烃

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摘要

Since the discovery by Ullmann and Bielecki in 1901, reductive dimerization (or homocoupling) of aryl halides has been extensively exploited for the generation of a range of biaryl-based functional molecules. In contrast to the single-point connection in these products, edge-sharing fused aromatic systems have not generally been accessible from simple aryl halides via annulation cascades. Here we report a single-step synthesis of fused aromatics with a triphenylene core by the palladium-catalyzed annulative dimerization of structurally and functionally diverse chlorophenylenes through double carbon-hydrogen bond activation. The partially fused polyaromatics can be transformed into fully fused, small graphene nanoribbons, which are otherwise difficult to synthesize. This simple, yet powerful, method allows access to functional p-systems of interest in optoelectronics research.
机译:自从Ullmann和Bielecki在1901年发现以来,芳基卤化物的还原二聚化(或均偶联)已被广泛地用于生成一系列基于联芳基的功能分子。与这些产品中的单点连接相反,通常无法从单芳基卤化物通过环接级联反应获得边缘共享的稠合芳族体系。在这里,我们通过钯催化的结构和功能多样的氯亚苯基通过双碳-氢键活化的二价环化二聚反应,报告了具有三亚苯基核的稠合芳族化合物的一步合成。可以将部分熔融的聚芳烃转化为完全熔融的小石墨烯纳米带,否则很难合成。这种简单但功能强大的方法允许访问光电研究中感兴趣的功能p系统。

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  • 来源
    《Science》 |2018年第6374期|435-439|共5页
  • 作者单位

    Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan;

    Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan;

    Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan;

    Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan;

    Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
  • 原文格式 PDF
  • 正文语种 eng
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  • 入库时间 2022-08-18 02:50:59

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