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

该奖项根据 2009 年美国复苏和再投资法案（公法 111-5）提供资金。该项目将致力于开发1,2,3-三唑及其衍生物作为新型配体，以促进立体选择性官能团转化，从而轻松构建C-C和C-N键。 虽然通过点击化学形成1,2,3-三唑已广泛应用于化学和生物学研究，但大多数报道的研究集中于点击化学作为生物相容性连接体的应用，而在开发这种有趣的结构基序作为不对称催化中的新官能团方面进展甚微。 将进行研究以进一步阐明该基序的独特功能以及它如何影响金属催化剂的反应性。 将进行配体与各种过渡金属阳离子的组合类型筛选，以鉴定新的有用催化剂。 还将进行新的不对称催化的假设驱动研究。 有机与高分子化学项目以此奖项支持西弗吉尼亚大学化学系施晓东教授的研究。 石教授的研究工作围绕开发1,2,3-三唑衍生物的制备新方法和不对称催化。 这种化学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。 该方法的成功开发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.