New Silicon-Based Strategies for Organic Synthesis

这一研究计划的主要目标是发现新的、非传统的试剂，并将其开发为化学合成的工具。该计划概述了开发使用有机硅化合物的新催化反应的综合方法。酰基硅烷是一种含硅的小分子，由于其特殊的反应性(例如，酰基阴离子)而被研究了30多年，但在化学合成中仍有许多机会开发和利用这些独特的化合物。硅氧基烯是一类用途广泛的化合物，在环加成、串联成键序列和基团转移反应中具有巨大的潜力。通过将这些独特的烯醇硅烷的反应性与串联或后续反应相结合，PI将能够以高效率和最少的浪费访问重要的化合物类。推动这项工作的互补机制和面向目标的方法允许进行在有机硅和催化研究的当前研究中独一无二的研究。该小组正在开发复杂和高度通用的方法，以聚合构建具有广泛用途的新的小分子。广泛的影响：这项计划的研究目标的调查将同时为从事这些项目的本科生、研究生、博士后研究员和访问学者提供必要的经验和科学知识。他们将学习合成技术、仪器分析、有机金属化学、提纯科学和解决问题的策略。除了获得实验室技能外，Scheidt团队还定期举行每周一次的全组会议和每日小组聚会，讨论先前的结果并制定新的研究方向。每周会议包括研究报告、对最近影响较大的出版物的简短讨论，以及化学问题对教学成长的影响。总体而言，实验室中的个人培训结合小、中、大小组形式介绍和讨论化学主题，提供了一个丰富、充满活力和动态的学习环境。此外，实验室中有代表不足的群体的大力参与，这创造了一个专业、充满活力和多种族的工作环境。Scheidt教授将继续组织和主持一年一度的芝加哥有机研讨会，并加强与西密歇根大学和芝加哥州立大学等机构的联系。这一宣传部分的核心是在整个化学系以及不同背景的学术和工业人员之间建立一种思想交流，预计将对社会产生独特和重大的影响。

The principal goal of this research program is the discovery of new, unconventional reagents and their development as tools for chemical synthesis. This plan outlines a comprehensive approach to the development of new catalytic reactions using organosilicon compounds. Acylsilanes are silicon-containing small molecules that have been investigated for over 30 years due to their unusual reactivity (e.g., acyl anions), yet there remains many opportunities to exploit and utilize these unique compounds in chemical synthesis. Silyloxyallenes are versatile compounds with significant potential in cycloadditions, tandem bond-forming sequences and group transfer reactions. By integrating the reactivity of these unique enolsilanes with tandem or subsequent reactions, the PI will be able to access important compound classes with high efficiency and minimal waste. The complementary mechanistic and target-oriented approaches driving this work allows for studies that are unique among current investigations in organosilicon and catalysis research. The group is developing sophisticated and highly versatile methods for the convergent construction of new small molecules that have broad utility.Broader Impact: The investigation of the research goals of this proposal will simultaneously provide the undergraduate students, graduate students, postdoctoral fellows and visiting scholars working on these projects with essential experience and scientific knowledge. They will learn synthesis techniques, instrumentation analysis, organometallic chemistry, purification science, and problem solving strategies. In addition to acquiring laboratory skills, the Scheidt team has regular weekly full group meetings and daily sub-group gatherings to discuss prior results and chart new research directions. Weekly meetings include research presentations, short discussions on recent high-impact publications, and chemical problems for pedagogical growth. Overall, the individual training in the laboratory combined with small, medium and large group formats for presenting and discussing chemical topics provides for a rich, vibrant and dynamic learning environment. Additionally, there is strong participation by underrepresented groups in the laboratory which engenders a professional, dynamic and multi-ethnic work environment. Professor Scheidt will continue to organize and host the annual Chicago Organic Symposium as well as strengthen ties with institutions such as Western Michigan University and Chicago State University. This outreach component is centered on creating an interchange of ideas throughout the Department of Chemistry and between academic and industrial personnel from a variety of backgrounds and is expected to have a unique and significant impact on society.