RUI: The Development and Application of Gold(I) Catalysts for Asymmetric Organic Transformations

RUI：金(I)催化剂在不对称有机转化中的开发与应用

• 批准号: 1151933
• 负责人: Anna Wenzel
• 金额: $ 18.08万
• 依托单位: Claremont McKenna College
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2012
• 资助国家: 美国
• 起止时间: 2012-04-15 至 2016-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1151933&HistoricalAwards=false
• 关键词: RUI; Development; Application; Gold; Catalysts

With this award from the Chemical Catalysis Program, Professor Anna G. Wenzel from the Claremont McKenna, Pitzer, and Scripps Colleges will explore catalytic methods in organic synthesis focusing on the design and development of new ligand systems for asymmetric gold(I) catalysis. She and her students will make use of the ability of gold to function as a carbophilic, soft Lewis acid to preferentially activate carbon-carbon multiple bonds in the presence of unprotected, Lewis-basic moieties, thereby allowing for the formation of new bonds via nucleophilic attack upon these activated substrates. The proposed research will examine a series of sulfur-based ligands for gold(I) catalysis. Once prepared, these gold(I) complexes will be investigated in two target reactions: the gold-catalyzed hydroamination of alkenes and an allenoate Claisen rearrangement. These reactions have been selected for their synthetic utility because they allow for atom-economical generation of valuable chiral reaction products.This work will address a growing demand for mild, selective, and sustainable synthetic routes for the preparation of organic compounds. Gold catalysts have the potential to fulfill this role in the preparation of pharmaceuticals, agrochemicals, and other materials. The proposed research addresses a fundamental need for readily available, "user friendly" catalysts. Students will have the opportunity to explore modern problems in synthetic chemistry and catalysis, while gaining practical training in laboratory techniques, problem-solving, presentation skills, and working as part of a team.

凭借化学催化计划的这一奖项，安娜G.来自克莱蒙麦肯纳、皮策和斯克里普斯学院的温泽尔将探索有机合成中的催化方法，重点是设计和开发用于不对称金（I）催化的新配体系统。她和她的学生将利用黄金作为亲碳性软刘易斯酸的能力，在无保护的路易斯碱性部分存在下优先活化碳-碳多重键，从而允许通过亲核攻击这些活化底物形成新的键。拟议的研究将检查一系列硫基配体的金（I）催化。一旦准备好，这些金（I）配合物将在两个目标反应中进行研究：金催化的烯烃氢胺化和一个allenoate Claisen重排。这些反应已被选定为它们的合成效用，因为它们允许原子经济的生成有价值的手性反应products.This工作将解决日益增长的需求温和，选择性和可持续的合成路线制备有机化合物。金催化剂有潜力在制备药物、农用化学品和其他材料中发挥这一作用。拟议的研究解决了对现成的、“用户友好”催化剂的根本需求。学生将有机会探索合成化学和催化的现代问题，同时获得实验室技术，解决问题，演讲技巧和团队工作的实践培训。