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)提供资金的。本项目将致力于开发1，2，3-三氮唑及其衍生物作为新型配体，以促进C-C和C-N键的立体选择性官能团的构建。虽然点击化学合成1，2，3-三氮唑已广泛应用于化学和生物研究中，但已报道的研究大多集中在点击化学作为生物相容连接物的应用上，而这一有趣的结构基元作为不对称催化中新的官能团的开发进展甚微。研究将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活性。将对具有不同过渡金属阳离子的配体进行组合类型筛选，以确定新的有用催化剂。还将对新的不对称催化进行假设驱动的研究。通过这一奖项，有机与高分子化学项目正在支持西弗吉尼亚大学化学系石晓东教授的研究。石教授的研究工作围绕1，2，3-三氮唑衍生物和不对称催化的新方法的开发展开。这将有助于从根本上理解配体对催化剂反应活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中的合成产生影响。

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.