Generation of Carbene Intermediates from Ylide Precursors

由叶立德前体生成卡宾中间体

• 批准号: 0079284
• 负责人: JoAnn Peters
• 金额: $ 18万
• 依托单位: Central Washington University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2000
• 资助国家: 美国
• 起止时间: 2000-08-01 至 2005-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0079284&HistoricalAwards=false
• 关键词: Generation; Carbene; Intermediates; Ylide; Precursors

With this new award the Organic and Macromolecular Chemistry Program supports the work of Dr. JoAnn P. DeLuca at Central Washington University in Ellensburg, Washington. The research aims to investigate the use of ylides as precursors for the pyrolytic or photolytic generation of carbene intermediates, and their capture by substrates to form stable organic products. A series of ylides will be examined, encompassing a wide range of stabilities, looking for correlations between the ability of the ylide to act as a precursor and its calculated carbene-nucleophile bond energy.Carbenes - carbon species like R2C: in which R is a carbon or hydrogen and the carbon has a pair of nonbonding electrons - are useful intermediates for the formation of a variety of organic compounds. They have usually been generated by heating or uv radiation of diazoalkanes or diazirenes, compounds that can be thought of as adducts of a carbene with N2. This project will study ylides, compounds where carbenes are combined with other two-electron donors, such as pyridine, in search of better precursors for organic synthesis. The work will include precursor synthesis, mechanism studies, and theoretical computations, and provide excellent training for the undergraduate and masters degree students involved. The PI is playing a leadership role in involving these students in research and nurturing their interest in going on to advanced degrees.

有了这个新奖，有机和大分子化学计划支持华盛顿州埃伦斯堡中央华盛顿大学的乔安·P·德鲁卡博士的工作。 该研究旨在调查Ylides作为碳纤维中间体的热解或光解生成的前体，并被底物捕获以形成稳定的有机产品。 A series of ylides will be examined, encompassing a wide range of stabilities, looking for correlations between the ability of the ylide to act as a precursor and its calculated carbene-nucleophile bond energy.Carbenes - carbon species like R2C: in which R is a carbon or hydrogen and the carbon has a pair of nonbonding electrons - are useful intermediates for the formation of a variety of organic compounds. 它们通常是由重氮烷或重氮烯的加热或紫外线辐射产生的，可以将其视为具有N2的碳加合物的化合物。 该项目将研究Ylides，即碳烯与其他两电子供体（例如吡啶碱）相结合的化合物，以寻找有机合成的更好的前体。 这项工作将包括前体的合成，机理研究和理论计算，并为所涉及的本科生和硕士学位学生提供出色的培训。 PI在使这些学生参与研究并培养他们对获得高级学位的兴趣方面发挥了领导作用。