Carbaporphyrins and other highly modified porphyrinoid systems

碳卟啉和其他高度修饰的类卟啉系统

• 批准号: 0616555
• 负责人: Timothy Lash
• 金额: --
• 依托单位: Board of Trustees of Illinois State University
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2006
• 资助国家: 美国
• 起止时间: 2006-08-15 至 2011-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0616555&HistoricalAwards=false
• 关键词: Carbaporphyrins; other; highly; modified; porphyrinoid

This project proposes an in-depth investigation of the synthesis, characterization, and reactivity of a number of novel porphyrin-like macrocycles. It is suggested that these studies may provide fundamental insights into properties of porphyrin-type structures (e.g., aromaticity), may afford compounds with potentially useful properties (e.g., long wavelength absorbance for photodynamic therapy applications), and may facilitate the preparation of novel organometallic derivatives with interesting and potentially useful catalytic properties. Improved routes to carbaporphyrins and related porphyrinoids will be developed. Direct routes to meso-tetraarylazuliporphyrins and benzocarba-porphyrins have allowed the synthesis of novel organometallic derivatives, and future investigations will target further metalation reactions and modifications to the porphyrinoid macrocycle (e.g., with diimide or osmium tetroxide). The new molecules will be thoroughly characterized by spectroscopic methods and, where possible, X-ray crystal structures will be obtained. The chemistry and spectroscopic properties of these novel carbaporphyrinoids will provide further insights into the aromatic properties of porphyrin-type structures. Further modified structures will be prepared from 1,8-dihydroxy-naphthalene-2,7-dicarbaldehyde and 1,10-phenanthroline-2,9-dicarbaldehyde, and these macrocycles will most likely show interesting coordination chemistry.With this award, the Organic and Macromolecular Chemistry Program supports Professor Timothy D. Lash of Illinois State University whose research has important implications for the fields of heterocyclic and organometallic chemistry, and may lead to applications as diverse as catalysis and medicine. Hence, these projects not only provide an excellent environment for training undergraduates and MS level graduate students in the field of organic synthesis, but also expose them to the multidisciplinary nature of modern scientific research.

本计画提出了一个深入研究的合成，表征，和反应性的一些新的卟啉类大环化合物。 这表明，这些研究可以提供基本的见解卟啉型结构的性质（例如，芳香性），可以提供具有潜在有用性质的化合物（例如，用于光动力治疗应用的长波长吸收），并且可以促进具有令人感兴趣的和潜在有用的催化性质的新型有机金属衍生物的制备。将开发碳卟啉和相关卟啉类化合物的改进路线。中位-四芳基偶氮卟啉和苯并咔唑-卟啉的直接途径已经允许合成新的有机金属衍生物，并且未来的研究将针对进一步的金属化反应和对卟啉类大环的修饰（例如，用二酰亚胺或四氧化锇）。 新分子将通过光谱方法进行彻底表征，并在可能的情况下获得X射线晶体结构。这些新的碳卟啉类化合物的化学和光谱性质将为卟啉型结构的芳香性质提供进一步的见解。进一步的修饰结构将由1，8-二羟基-萘-2，7-二甲醛和1，10-菲咯啉-2，9-二甲醛制备，这些大环将最有可能显示有趣的配位化学。他的研究对杂环和有机金属化学领域有重要意义，并可能导致催化和医学等多种应用。因此，这些项目不仅为培养有机合成领域的本科生和MS级研究生提供了良好的环境，而且还使他们接触到现代科学研究的多学科性质。