Synthesis of Cycloalkanoporphyrins and Related Highly Conjugated Systems

本研究的重点是油页岩和石油中的卟啉化合物的合成和来源，包括具有五元和六元外环的卟啉化合物。此外，还将进行共振拉曼研究所需的N-15和氘标记的卟啉的制备。其他将被合成的卟啉体系包括卟啉二聚体和新的含卟啉的发色团，如吲哚卟啉、2，3-b-萘基卟啉、四氢卟啉、邻菲咯啉、冠状卟啉和邻菲咯啉。这些后一种卟啉将特别引起人们的兴趣，因为它们能够结合外部邻菲咯啉亚基上的金属阳离子以及中心卟啉空腔内的金属阳离子。通过这一奖项，合成有机计划支持伊利诺伊州立大学化学系的蒂莫西·D·拉什博士的研究。拉什教授将专注于沉积环烷基卟啉的合成，这是一种有助于确定油页岩和石油来源的地球化学标记，也是具有高度共轭体系的新型含卟啉发色团。这些较新的化合物将为超分子卟啉化学提供一个重要的新入口。

The focus of this research is the synthesis and origins of the porphyrins from oil shales and petroleum, including porphyrins with five- and six-membered exocyclic rings. In addition, the preparation of N-15 and deuterium labeled porphyrins needed for resonance Raman studies will be carried out. Other porphyrin systems that will be synthesized include porphyrin dimers and novel porphyrin-containing chromophores such as indenoporphyrins, naphth 2,3-b porphyrins, tetranapthoporphyrins, phenanthropor-phyrins, coronenoporphyrins and phenanthrolinoporhyrins. These latter porphyrins will be of particular interest because of their ability to bind metal cations at the external phenanthroline subunit as well as within the central porphyrin cavity. With this award, the Synthetic Organic Program is supporting the research of Dr. Timothy D. Lash of the Department of Chemistry at the Illinois State University. Professor Lash will focus his work on the synthesis of sedimentary cycloalkanoporphyrins, which are geochemical markers that help determine the origins of oil shales and petroleum, and also novel porphyrin-containing chromophores with highly conjugated systems. These later compounds will provide an important new entry into supramolecular porphyrin chemistry.