RUI: Synthesis of Single Geometric Isomers of N-Substituted Ketimines: Starting Materials for the Synthesis of Asymmetric Amines

RUI：N-取代酮亚胺单一几何异构体的合成：合成不对称胺的起始材料

• 批准号: 1111916
• 负责人: Debra Dolliver
• 金额: $ 21.8万
• 依托单位: Southeastern Louisiana 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: 2011-09-15 至 2015-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1111916&HistoricalAwards=false
• 关键词: RUI; Synthesis; Single; Geometric; Isomers

In this project funded by the Chemical Synthesis program of the Chemistry Division, Professor Debra Dolliver of the Department of Chemistry & Physics at Southeastern Louisiana University, in collaboration with Professors Kevin Shaughnessy and Professor Timothy Snowden from the University of Alabama, Tuscaloosa, will study synthetic methodology to produce N-heteroatomic imines in single geometries and applying these compounds for the synthesis of asymmetric amines. There are three specific aims: 1) to investigate the palladium-catalyzed coupling of N-heteroatomic-substituted imidoyl halides with a variety of coupling partners; 2) to initiate studies to reverse the role of the imine species in Pd-catalyzed coupling reactions from that of the organohalide to that of the organometallic reagent by synthesizing an N-heteroatomic imidoyl metal compound; and 3) to synthesize geometrically-controlled N-heteroatomic imine derivatives containing an asymmetric center in the heteroatomic group attached to nitrogen and investigate facial selectivity of these compounds to nucleophilic addition.This project has significant impacts on fundamental biological sciences, pharmaceutical and agricultural industries, as it would provide ready access to chiral amines important in the chemical synthesis of complex molecules of potent biological activities. The project also provides trainings for undergraduate students in preparation for careers in the physical science fields, which is very significant considering the high percentage of first generation college students and groups underrepresented in the physical sciences at the PI's institution.

在这个由化学系化学合成项目资助的项目中，东南路易斯安那大学化学物理系的Debra Dolliver教授与亚拉巴马大学的Kevin Shaughnessy教授和Timothy Snowden教授合作，将研究合成方法来生产单一几何形状的N-杂原子亚胺，并将这些化合物用于合成不对称胺。 有三个具体目标：1）研究钯催化的N-杂原子取代的亚胺基卤化物与各种偶联配体的偶联反应; 2）通过合成N-杂原子亚胺基金属化合物，开始研究将亚胺物种在钯催化的偶联反应中的作用从有机卤化物的作用逆转为有机金属试剂的作用;和3）合成几何控制的N-在氮原子上连接的杂原子基团中含有不对称中心的杂原子亚胺衍生物，并研究这些化合物对亲核加成的表面选择性。该项目对该技术可用于基础生物科学、制药和农业工业，因为它将为化学合成具有强生物活性的复杂分子提供重要的手性胺。 该项目还为本科生提供培训，为物理科学领域的职业生涯做准备，考虑到第一代大学生和PI机构中物理科学代表性不足的群体所占比例很高，这一点非常重要。