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.

通过化学催化计划的这一奖项，来自克莱蒙特·麦肯纳（Claremont McKenna），皮策（Pitzer）和斯克里普斯学院（Scripps Colleges）的Anna G. Wenzel教授将探索有机合成中的催化方法，重点是设计和开发新的配体系统，用于非对称黄金（I）催化的新配体系统。她和她的学生将利用黄金充当碳水化合物，软路易斯酸的能力，优先激活碳碳多键，在存在未受保护的刘易斯基础部分的情况下，从而允许通过对这些激活的subtrates形成新键。拟议的研究将检查一系列基于黄金（i）催化的基于硫的配体。一旦准备就绪，这些黄金（I）配合物将在两个目标反应中进行研究：烯烃的金催化氢化和艾伦酸盐的克莱森重排。这些反应已被选择用于合成效用，因为它们允许原子经济生成有价值的手性反应产物。这项工作将解决对有机化合物制备的轻度，选择性和可持续合成途径的增长需求。黄金催化剂有可能在制备药品，农业化学物质和其他材料中履行这一作用。拟议的研究涉及随时可用的“用户友好”催化剂的基本需求。学生将有机会探索合成化学和催化的现代问题，同时在实验室技术，解决问题，演示技巧以及作为团队的一部分中进行实践培训。