Homologs and Substructures of

本研究的重点是合成一些子结构或片段的膨胀版本的“立方石墨”。“这些碎片的分子式从C168 H116到C672 H432不等，含有大的空腔和通道。 基本重复单元是在苯基的帕拉连接在一起的六苯基苯分子。 钯催化的偶联反应（Suzuki偶联）将使用六苯基苯的简单衍生物进行。大约十卤化或含有机硼的衍生物的六苯基苯将被制备为积木，并从这个库，各种子结构将被制成。 这些亚结构的环化脱氢将被尝试，也许会产生立方石墨的同系物，其中苯环已被六苯并冠烯取代。 尽可能多的目标分子将通过单晶X射线衍射方法进行表征。有了这个更新的奖项，有机和高分子化学计划支持博士的研究。他是普林斯顿大学化学系的帕斯卡。 Pascal教授的工作重点是合成大的多苯基芳香族化合物。 这些化合物是基于所谓的“立方石墨”结构，这是一种假设的碳的同素异形体，由在立方空间群中三维互连的苯环组成。 这些化合物可以具有主-客体应用或用于分离技术。 就更广泛的影响而言，Pascal小组已被证明是培训本科生和研究生的绝佳场所。

The focus of this research is the synthesis of a number of substructures or fragment of an expanded version of "cubic graphite." These fragments, with formulae ranging from C168H116 to C672H432, contain large cavities and channels. The fundamental repeating units are hexaphenylbenzene molecules, linked together at the para positions of the phenyl groups. Palladium catalyzed coupling reactions (Suzuki couplings) will be carried out using simple derivatives of hexaphenylbenzene. Approximately ten halogenated or organoboron-containing derivatives of hexaphenylbenzene will be prepared as building blocks, and from this library, a variety of substructures will be made. The cyclodehydrogenation of these substructures will be attempted, perhaps to yield yield homologs of cubic graphite where benzene rings have been replaced by hexabenzocoronenes. As many of the target molecules as possible will be characterized by single crystal X-ray diffraction methods.With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Robert A. Pascal of the Department of Chemistry at Princeton University. Professor Pascal will focus his work on the synthesis of large polyphenyl aromatic compounds. The compounds are based on the structure of so-called "cubic graphite," a hypothetical allotrope of carbon composed of benzene rings interconnected in three dimensions in a cubic space group. The compounds could have host-guest applications or use in separation technology. In terms of broader impacts, the Pascal group has proven to be an excellent venue for the training of both undergraduate and graduate students.