Chemical Methodologies to Regiospecifically Fluorinated Organic Compounds

通过这个项目，化学合成计划资助纽约城市大学城市学院化学系的Barbara Zajc教授进一步开发方法，以在不同的分子环境中安装特定地区的偏氟乙烯官能团。由于氟化官能团的价值，特别是在增强代谢稳定性和允许分别通过核磁共振和PET技术进行分子示踪和成像方面，这些研究对生物有机和药物化学领域具有基本的兴趣。将采取的方法包括探索新的氟化Julia-Kocienski试剂，包括双向方法和带有驻留手性中心的方法。对夏皮罗反应的修改也在开发中，作为对乙烯基氟化物的补充。由于有机氟化合物已被广泛应用，从制药和农用化学品，到结构活性研究中的核磁共振探针，再到PET成像剂，这项研究预计将产生更广泛的科学影响。更广泛的影响还包括在CUNY的一个研究小组中培训不同的学生群体，该小组包括本科生和研究生以及博士后研究人员。扎伊克教授将继续她在当地高中和城市学院以外的项目的外展活动，这些项目旨在为学生提供动手的实验室经验。

With this project, the Chemical Synthesis Program is funding Professor Barbara Zajc of the Department of Chemistry at City College of The City University of New York to further develop methodology toward the regiospecific installation of vinylic fluoride functionality in diverse molecular settings. Such studies are of fundamental interest to the fields of bioorganic and medicinal chemistry, owing to the value of fluorinated functionality, particularly in enhancing metabolic stability and permitting molecular tracing and imaging, by NMR and PET-techniques, respectively. The approaches to be taken include the exploration of new fluorinated Julia-Kocienski reagents, including bidirectional approaches, and those carrying resident chiral centers. A modification of the Shapiro reaction is also under development as a complementary entry into vinyl fluorides.Since organofluorine compounds have seen broad applications, from pharmaceuticals and agrochemicals, to NMR probes in structure-activity studies, to PET-imaging agents, this research is expected to have a wider scientific impact. The broader impacts also involve training of a diverse student population, in a research group setting at CUNY that includes undergraduate and graduate students, as well as postdoctoral researchers. Prof. Zajc will continue her outreach activities to local high schools and programs outside The City College that aim to provide students with hands on laboratory experience.