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

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与物理系的Debra Dolliver教授将与来自塔斯卡卢萨阿拉巴马大学的Kevin Shaughnessy教授和Timothy Snowden教授合作，研究以单一几何形状生产n -杂原子亚胺的合成方法，并将这些化合物应用于不对称胺的合成。具体目的有三个：1)研究钯催化n -杂原子取代的咪酰卤化物与各种偶联伙伴的偶联；2)通过合成n -杂原子亚胺基金属化合物，将亚胺类在pd催化偶联反应中的作用由有机卤化物转变为有机金属试剂；3)合成几何控制的n -杂原子亚胺衍生物，其中心位于氮的杂原子基团上，并研究这些化合物对亲核加成的表面选择性。该项目对基础生物科学、制药和农业工业具有重大影响，因为它将提供对具有有效生物活性的复杂分子的化学合成至关重要的手性胺的现成途径。该项目还为本科生提供培训，为他们在物理科学领域的职业生涯做准备，考虑到PI所在机构中第一代大学生和未被充分代表的群体所占比例很高，这一点非常重要。

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.