CAREER: Developing 1,2,3-triazole skeletons as novel chiral building blocks in asymmetric catalysis

该奖项是根据2009年美国复苏和再投资法案（公法111-5）资助的。本项目将致力于开发1,2,3-三唑及其衍生物作为新型配体，促进立体选择性官能团转化，以促进易于构建的C-C和C-N键。虽然通过点击化学生成1,2,3-三唑在化学和生物学研究中得到了广泛的应用，但大多数的研究都集中在点击化学作为生物相容性连接体的应用上，而在不对称催化中开发这种有趣的结构基序作为新的官能团方面进展甚少。研究将进一步阐明该基序的独特功能及其如何影响金属催化剂的反应性。对各种过渡金属阳离子配体进行组合型筛选，以发现新的有用的催化剂。新的不对称催化的假设驱动的研究也将进行。该奖项旨在支持西弗吉尼亚大学化学系石晓东教授的研究。史教授的研究工作围绕着1,2,3-三唑衍生物的制备和不对称催化的新方法的发展。这种化学反应将有助于从根本上理解配体对催化剂反应性和立体选择性的影响。该方法的成功发展将对制药和化学工业的合成产生影响。

This award is funded under the American Recovery and Reinvestment Act of 2009 (Public Law 111-5). This project will work on the development of 1,2,3-triazole and its derivatives as novel ligands in promoting stereoselective functional group transformation for facile C-C and C-N bonds construction. While formation of 1,2,3-triazole through click-chemistry has been extensively applied in chemical and biological researches, most of the reported research focused on the application of click chemistry as biological compatible linkers and little progress has been made in the development of this interesting structural motif as new functional group in asymmetric catalysis. Studies to further elucidate the unique functionality of this motif and how it influences the metal catalyst reactivity will be undertaken. Combinatorial type screening of ligands with various transition metal cations will be carried out to identify new useful catalysts. Hypothesis driven studies of new asymmetric catalysis will be also performed. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Xiaodong Shi of the Department of Chemistry at West Virginia University. Professor Shi's research efforts revolve around the development of new methods for the preparation of 1,2,3-triazole derivatives and asymmetric catalysis. Such chemistry will contribute to the fundamental understanding of ligand influence on catalyst reactivity and stereoselectivity. Successful development of the methodology will have an impact on synthesis in the pharmaceutical and chemical industries.