RUI: Reactive Intermediates and Unusual Molecules from Phenanthrene-based Precursors

RUI：来自菲基前体的反应中间体和异常分子

• 批准号: 2400007
• 负责人: Dasan Thamattoor
• 金额: $ 38万
• 依托单位: Colby College
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2024
• 资助国家: 美国
• 起止时间: 2024-07-01 至 2027-06-30
• 项目状态: 未结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=2400007&HistoricalAwards=false
• 关键词: RUI; Reactive; Intermediates; Unusual; Molecules

With support from the Chemical Structure, Dynamics & Mechanism-B (CSDM-B) Program of the Chemistry Division and the Established Program to Stimulate Competitive Research (EPSCoR), Professor Dasan Thamattoor of the Department of Chemistry at Colby College and his team of undergraduate students are undertaking a study of reactive intermediates and unusual molecules generated from phenanthrene-based precursors. The structure and reactivity of the targeted chemical species, which are of academic as well as practical interest, will be investigated experimentally and by modern computational methods. In addition, several initiatives to create meaningful research experiences for undergraduates, foster international research collaborations with student participation, and promote high-quality science education for K-12 students in area schools will be pursued.Singlet vinylcarbenes play a key role in cyclopropene isomerizations and other important synthetic transformations. Yet little is known about their chemistry. Likewise, experimental data on the kinetics and structure of cyclopropylidene, the smallest carbocyclic carbene, and its derivatives, are quite sparse. In this proposal, cyclopropanated phenanthrene precursors will be used to investigate the structure and reactivities of vinylcarbenes and cyclopropylidenes. Furthermore, innovative approaches to using cyclobutanated phenanthrenes as sources of ketenes and allenes will be pursued. A broad range of experimental methods such as steady state photolysis, EPR spectroscopy, matrix isolation spectroscopy, and time-resolved laser flash photolysis as well as modern computational tools will be used in these investigations. The ready synthesis, stability, ease of handling, and versatility of the proposed precursors make these projects ideal for involving undergraduate students. The proposed work, which integrates synthetic, mechanistic, and computational organic chemistry, is designed to provide students with a comprehensive research experience, pique their curiosity, and engage them as partners in the discovery process.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.

在化学系化学结构、动力学和机理-B (CSDM-B) 项目和刺激竞争性研究既定项目 (EPSCoR) 的支持下，科尔比学院化学系 Dasan Thamattoor 教授及其本科生团队学生们正在研究由菲基前体产生的反应中间体和不寻常分子。目标化学物质的结构和反应性具有学术和实际意义，将通过实验和现代计算方法进行研究。此外，还将采取多项举措，为本科生创造有意义的研究经验，促进学生参与的国际研究合作，并促进地区学校 K-12 学生的高质量科学教育。单线态乙烯基碳烯在环丙烯异构化和环丙烯异构化中发挥着关键作用。其他重要的合成转化。然而人们对它们的化学反应知之甚少。同样，关于环丙叉（最小的碳环卡宾）及其衍生物的动力学和结构的实验数据也非常稀疏。在该提案中，环丙烷化菲前体将用于研究乙烯基卡宾和亚环丙烷的结构和反应性。此外，还将寻求使用环丁烷菲作为乙烯酮和丙二烯来源的创新方法。这些研究将使用多种实验方法，例如稳态光解、EPR 光谱、基质隔离光谱和时间分辨激光闪光光解以及现代计算工具。所提出的前体的现成合成、稳定性、易于处理和多功能性使这些项目非常适合本科生参与。拟议的工作整合了合成、机械和计算有机化学，旨在为学生提供全面的研究经验，激发他们的好奇心，并让他们作为发现过程中的合作伙伴。该奖项反映了 NSF 的法定使命，并被视为值得通过使用基金会的智力优点和更广泛的影响审查标准进行评估来支持。