Synthesis and Evaluation of Pyrrole-Modified Porphyrins

有了这个新的奖项，有机和大分子化学项目支持康涅狄格大学化学系的克里斯蒂安·布鲁克纳教授的工作。本课题主要研究吡咯修饰卟啉的合成与评价。吡咯修饰卟啉是由卟啉通过用不同的杂环正式取代至少一个吡咯基基而得到的大环。这项工作的指导假设是，与卟啉相比，这些修饰将导致分子的电子性质发生巨大变化，特别是在它们的光物理性质方面，如紫外可见和双光子吸收、发射和共振拉曼光谱。新合成的卟啉的光物理性质与其结构参数（如非平面度和构象柔韧性）有关。了解这些关系将有助于合成具有设计的光物理性质的卟啉。该项目将扩大卟啉领域使用的合成方法，将促进各种新材料的合成。这些物质具有独特的光物理特性，有可能作为传感器和在生物医学领域作为光疗和光诊断显像剂应用。该项目包括对本科生和研究生在有机合成、配位化学和光谱结构测定方面的多学科培训。全年本科生研究项目将是该项目的一部分。这项研究将通过德国和英国的国际合作以及与当地一所本科院校的合作来促进。

With this new award, the Organic and Macromolecular Chemistry Program supports the work of Professor Christian Bruckner of the Department of Chemistry at the University of Connecticut. The research project centers on the synthesis and evaluation of pyrrole-modified porphyrins. Pyrrole-modified porphyrins are macrocycles derived from porphyrins by formally replacing at least one pyrrolic building block with a different heterocyclic ring. The guiding hypothesis of the work is that these modifications will result in molecules with drastically altered electronic properties as compared to porphyrins, particularly with respect to their photophysical properties such as ultra violet-visible and two photon absorbance, emission, and resonance Raman spectra. The photophysical properties of the newly synthesized porphyrins will be correlated with their structural parameters such as the degree of non-planarity and conformational flexibility. An understanding of these relationships will allow the synthesis of porphyrins with designed photophysical properties.This project, which will result in expansion of the synthetic methodologies used in the porphyrin field, will facilitate the synthesis of a variety of novel materials. These substances, with their unique photophysical properties, are likely to have application as sensors and in the biomedical field as photo-therapeutics and photodiagnostic imaging agents. The program involves multidisciplinary training for undergraduate and graduate students in organic synthesis, coordination chemistry, and spectroscopic structure determination. Year-round undergraduate research projects will be part of this project. The research will be facilitated by international collaborations in Germany and Great Britain and by a collaboration with a local undergraduate institution.