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Multiple-Porphyrin Functionalized Hexabenzocoronenes

机译:多卟啉官能化的六巴伦多洛酮

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摘要

Porphyrin-hexabenzocoronene architectures serve as good model compounds to study light-harvesting systems. Herein, the synthesis of porphyrin functionalized hexaperi-hexabenzocoronenes (HBCs), in which one or more porphyrins are covalently linked to a central HBC core, is presented. A series of hexaphenylbenzenes (HPBs) was prepared and reacted under oxidative coupling conditions. The transformation to the respective HBC derivatives worked well with mono-and tri-porphyrin-substituted HPBs. However, if more porphyrins are attached to the HPB core, Scholl oxidations are hampered or completely suppressed. Hence, a change of the synthetic strategy was necessary to first preform the HBC core, followed by the introduction of the porphyrins. All products were fully characterized, including, if possible, single-crystal XRD. UV/Vis absorption spectra of porphyrin-HBCs showed, depending on the number of porphyrins as well as with respect to the substitution pattern, variations in their spectral features with strong distortions of the porphyrins' B-band.
机译:卟啉-HexabenzoCoroneNe架构作为良好的模型化合物,用于研究光收获系统。在此,呈现出卟啉官能化六甲基己烯烯酮(HBC)的合成,其中呈其中一个或多个卟啉与中央HBC核心共价连接。制备一系列己类己类六苯基苯苯苯(HPBS)并在氧化偶联条件下反应。与单卟啉取代的HPBS相应的HBc衍生物的转化良好地工作得很好。但是,如果更多的卟啉连接到HPB核心,则Scholl氧化被阻碍或完全抑制。因此,必须改变合成策略首先预制HBC核心,然后引入卟啉。所有产品都完全表征,包括如果可能的话,单晶XRD。卟啉-HBCs的UV / Vis吸收光谱显示,根据卟啉以及相对于替代图案的数量,其光谱特征的变化具有强烈的卟啉B频带的畸变。

著录项

  • 来源
    《Chemistry: A European journal》 |2019年第66期|共8页
  • 作者单位

    Department of Chemistry and Pharmacy &

    Interdisciplinary Center for Molecular Materials (ICMM) Organic Chemistry II Friedrich-Alexander-University Erlangen-Nernberg Nikolaus-Fiebiger-Strasse 10 91058 Erlangen (Germany);

    Department of Chemistry and Pharmacy &

    Interdisciplinary Center for Molecular Materials (ICMM) Organic Chemistry II Friedrich-Alexander-University Erlangen-Nernberg Nikolaus-Fiebiger-Strasse 10 91058 Erlangen (Germany);

    Department of Chemistry and Pharmacy &

    Interdisciplinary Center for Molecular Materials (ICMM) Organic Chemistry II Friedrich-Alexander-University Erlangen-Nernberg Nikolaus-Fiebiger-Strasse 10 91058 Erlangen (Germany);

    Inorganic and Organometallic Chemistry Egerlandstrasse 1 91058 Erlangen (Germany);

    Department of Chemistry University of Cambridge Lensfield Road Cambridge CB2 1EW (UK);

    Department of Chemistry and Pharmacy &

    Interdisciplinary Center for Molecular Materials (ICMM) Organic Chemistry II Friedrich-Alexander-University Erlangen-Nernberg Nikolaus-Fiebiger-Strasse 10 91058 Erlangen (Germany);

  • 收录信息
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    hexabenzocoronene; nanographene; nanostructures; porphyrinoids; Scholl oxidation;

    机译:Hexabenzocoronene;纳米图谱;纳米结构;卟啉;Scholl氧化;

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