RUI: gamma-C-Alkylation of 1,3-Dicarbonyl Compounds using Equilibrating Conditions

RUI：使用平衡条件对 1,3-二羰基化合物进行 γ-C-烷基化

• 批准号: 1058212
• 负责人: Bradley Andersh
• 金额: $ 17.91万
• 依托单位: Bradley University
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2011
• 资助国家: 美国
• 起止时间: 2011-02-15 至 2015-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1058212&HistoricalAwards=false
• 关键词: RUI; gamma; Alkylation; Dicarbonyl; Compounds

In this project funded by the Chemical Synthesis Program of the Chemistry Division, Professors Brad Andersh and Wayne Bosma of Bradley University will use a tandem approach of synthesis and computational chemistry to investigate the mechanism and the scope and limitations of gamma-carbon-alkylation reactions of 1,3-dicarbonyl compounds using equilibrating bases such as carbonates and alkoxides. The specific mechanistic questions that will be addressed are: (1) why gamma-alkylation rather than alpha-alkylation occurs when an equilibrating base is used and (2) how the gamma-anion of a 1,3-dicarbonyl compound forms. The development of chemical processes that are cost-effective and environmentally safe is an area of emphasis in the chemical community. The goal of the proposed research is to understand and exploit a new method for selectively modifying organic compounds at one or more similar sites. The proposed methodology is procedurally less complex than existing methods and will allow for new greener chemical processes. The broader impacts of the project include (1) providing scientists with a greater understanding of this green method, and (2) the training of future scientists by providing research opportunities for undergraduate and high school students.

在这个由化学部化学合成项目资助的项目中，布拉德利大学的Brad Andersh教授和Wayne Bosma教授将使用合成和计算化学的结合方法来研究1,3-二羰基化合物使用平衡碱（如碳酸盐和烷氧化物）进行-碳烷基化反应的机制、范围和局限性。将要解决的具体机理问题是：(1)为什么在使用平衡碱时发生-烷基化而不是-烷基化；(2)1,3-二羰基化合物的-阴离子是如何形成的。开发具有成本效益和对环境安全的化学工艺是化学界的一个重点领域。提出的研究目标是了解和开发一种新的方法来选择性地修饰一个或多个相似位点的有机化合物。拟议的方法在程序上比现有方法简单，并将允许新的更环保的化学过程。该项目更广泛的影响包括：(1)让科学家更好地了解这种绿色方法；(2)通过为本科生和高中生提供研究机会，培养未来的科学家。