Oxidative Methods for C-C, C-N, and C-O Bond Formation

凭借这一奖项，化学部的化学合成项目资助了宾夕法尼亚大学化学系的Marisa C. Kozlowski教授，以探索通过易氧化反应形成C-C、C-N和C-O键的方法。虽然苯酚衍生物的二聚化在生物系统中非常丰富，但通过氧化二聚化催化不对称形成双芳基的实验室方法的发展进展不大。研究将进一步阐明这一复杂催化循环的机理。具有有趣的材料/传感器性质的更高的同系物，如手性双萘醌、双蒽醌和双苯那嗪，将使用所开发的方法产生并将进行研究。更广泛的影响包括培养本科生、研究生和博士后研究人员，通过纳入代表性不足的人群作为项目研究人员来扩大参与，并继续建立一个可以在教学环境中常规使用的高通量实验的开创性项目。这项工作可能会导致更有效的方法来制备这类分子。由于氧被用作终端氧化剂，这种化学反应将有助于对环境无害的化学合成方法。该方法的成功开发将产生广泛的影响，因为从制药、化学、材料科学、农业工业到基础生物和化学研究等领域对合成方法都有重要的需求。此外，该项目将为学生提供优秀的培训，从本科生到博士后，包括那些来自历史上在科学领域代表性不足的群体。

With this award, the Chemical Synthesis Program of the Chemistry Division is funding Professor Marisa C. Kozlowski of the Department of Chemistry at the University of Pennsylvania to explore the development of methods for the formation of C-C, C-N, and C-O bonds by facile oxidative reactions. While dimerizations of phenol derivatives are abundant in biological systems, little progress has been made in the development of laboratory methods for the catalytic asymmetric formation of biaryls via oxidative dimerization. Studies to further elucidate the mechanism of this complex catalytic cycle will be undertaken. Higher homologs with interesting material/sensor properties, such as chiral bisnaphthoquinones, bisanthraquinones, and bisphenazines, will be generated using the developed methods and will be studied. The broader impacts involve training undergraduate students, graduate students and postdoctoral researchers, broadening participation through the inclusion of underrepresented populations as researchers on the project, and continuing to build a groundbreaking program in high throughput experimentation that can be utilized routinely in a teaching environment. This work could lead to more efficient methods for the preparation of this class of molecules. Such chemistry will contribute to environmentally benign methods for chemical synthesis as oxygen is used as the terminal oxidizing agent. Successful development of the methodology will have a broad impact as there is an important need for synthetic methods in areas ranging from the pharmaceutical, chemical, materials science, and agricultural industries to basic biological and chemical research endeavors. In addition, this project will provide excellent training of students, from undergraduate to post-doctoral, including those from groups historically underrepresented in the sciences.