RUI: Stereochemical Determinants in Elimination and Proton Transfer Reactions

RUI：消除和质子转移反应中的立体化学决定因素

• 批准号: 0110700
• 负责人: Jerry Mohrig
• 金额: $ 16.14万
• 依托单位: Carleton College
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-08-15 至 2005-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0110700&HistoricalAwards=false
• 关键词: RUI; Stereochemical; Determinants; Elimination; Proton

With this Research at Undergraduate Institutions award, the Organic and Macromolecular Chemistry Program is supporting Professor Jerry R. Mohrig, of the Department of Chemistry at Carleton College, for his studies of stereochemical determinants in elimination and proton transfer reactions. These studies, focused on the stereochemistry of addition and elimination reactions involving beta-substituted esters and thioesters of butyric acid and the related aldehydes and ketones, seek a comprehensive understanding of the stereochemical consequences of the carbonyl group and substituents at C-3 on the stereochemistry of addition-elimination and proton transfer reactions involving acyclic beta-substituted carbonyl compounds. In research to be carried out by a group of undergraduate chemistry majors, the importance of substrate acidity and the leaving group in determining the stereoselectivity of base-catalyzed 1,2-elimination reactions producing conjugated carbonyl compounds will be explored through a combination of synthetic and NMR spectroscopic studies. Similarly, the stereochemistry of electrophilic attack at enolate anions will be investigated.Understanding and controlling the three-dimensional structure of noncyclic molecules remains an inportant challenge in organic chemistry. Within this context, the stereochemical details of reactions involving the addition to or elimination of fragments from molecules are of both fundamental interest and relevance to numerous biologically catalyzed processes. Professor Jerry R. Mohrig, of the Department of Chemistry at Carleton College, is supported by a Research at Undergraduate Institutions award from the Organic and Macromolecular Chemistry Program for his studies related to the stereochemistry of such reactions. Through a combination of synthetic and spectroscopic studies, carried out by undergraduate chemistry majors, Professor Mohrig is developing a detailed understanding of these important chemical processes while simultaneously providing undergraduates with the opportunity to carry out research on fore-front, significant problems.

有了这个研究在本科院校奖，有机和高分子化学计划是支持教授杰里R。卡尔顿学院化学系的Mohrig，他对消除和质子转移反应中的立体化学决定簇的研究。这些研究集中在涉及丁酸的β-取代酯和硫酯以及相关醛和酮的加成和消除反应的立体化学上，寻求全面理解羰基和C-3处的取代基对涉及无环β-取代羰基化合物的加成-消除和质子转移反应的立体化学的影响。在一组本科化学专业的学生进行的研究中，底物酸度和离去基团在确定产生共轭羰基化合物的碱催化的1，2-消除反应的立体选择性中的重要性将通过合成和NMR光谱研究的结合来探索。类似地，我们将研究烯醇阴离子亲电进攻的立体化学。理解和控制非环状分子的三维结构仍然是有机化学中的一个重要挑战。在此背景下，涉及从分子中添加或消除片段的反应的立体化学细节与许多生物催化过程都具有根本意义和相关性。杰瑞·R教授卡尔顿学院化学系的Mohrig因其与此类反应的立体化学相关的研究而获得了有机和高分子化学项目的本科院校研究奖的支持。通过合成和光谱研究的结合，由本科化学专业进行，教授Mohrig正在开发这些重要的化学过程的详细了解，同时为本科生提供机会进行前沿，重大问题的研究。