Homologs and Substructures of

同系物和子结构

• 批准号: 0077990
• 负责人: Robert Pascal
• 金额: $ 37.2万
• 依托单位: Princeton University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2000
• 资助国家: 美国
• 起止时间: 2000-07-01 至 2004-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0077990&HistoricalAwards=false
• 关键词: Homologs; Substructures; Homologs; Substructures

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of these substructures will be attempted, perhaps to yield yield homologs of cubic graphite where benzene rings have been replaced by hexabenzocoronenes.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.

这项研究的重点是综合了许多扩展版本的“立方石墨”的子结构或片段。 这些碎片的配方范围从C168H116到C672H432，其中包含大型腔和通道。 基本重复单元是六苯基苯分子，在苯基的para位置连接在一起。 钯催化的耦合反应（铃木耦合）将使用六苯基苯苯的简单衍生物进行。将准备大约十个卤代苯基苯的卤代衍生物或有机体的衍生物作为构建块，并从该库中制定各种子结构。 将尝试对这些亚结构的循环氢化，也许是产生立方石墨的同源物，其中苯环烯烯已代替了苯环。 尽可能多的目标分子将以单晶X射线衍射方法为特征。在此续签奖中，有机和大分子化学计划正在支持普林斯顿大学化学系的Robert A. Pascal博士的研究。 帕斯卡教授将把他的工作集中在大型聚苯基芳香族化合物的合成上。 这些化合物基于所谓的“立方石墨”的结构，这是一种假设的碳同异形，该碳由在立方空间群中在三个维度相互联系的苯环组成。 这些化合物可能具有宿主 - 客场应用或用于分离技术。 在更广泛的影响方面，Pascal集团已被证明是培训本科生和研究生的绝佳场所。