Transfer Hydrogenative Hydroaminoalkylation and Imine Addition

转移氢化氢氨基烷基化和亚胺加成

• 批准号: 1265504
• 负责人: Michael Krische
• 金额: $ 48万
• 依托单位: University of Texas at Austin
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2013
• 资助国家: 美国
• 起止时间: 2013-10-01 至 2016-09-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1265504&HistoricalAwards=false
• 关键词: Transfer; Hydrogenative; Hydroaminoalkylation; Imine; Addition

In this project funded by the Chemical Synthesis Program of the Chemistry Division, Professor Michael J. Krische of the Department of Chemistry and Biochemistry at the University of Texas at Austin will explore new strategies for the formation of C-C bonds via hydroaminoalkylation. In such processes, hydrogen exchange between amines and pi-unsaturated reactants generates transient imine-organometal pairs that combine to form products of imine addition in the absence of stoichiometric byproducts. Unlike classical imine additions, direct amine-unsaturated C-C couplings (a) bypass discrete preparation of stoichiometric main-group organometallics and, consequently, circumvent generation of molar quantities of metallic waste, and (b) avoid discrete imine formation to enhance step-economy. These studies could offer more efficient, byproduct-free routes to important commodity chemicals (plastics, foams, pharmaceutical and agrochemicals) through the direct C-C coupling of basic chemical feedstocks. Byproduct-free catalytic methods for chemical manufacturing eliminate chemical waste at the source and, hence, are environmentally benign. In addition, this project will provide excellent training of students, from pre-undergraduate to post-doctoral, including those from groups historically underrepresented in the sciences.

在化学部化学合成计划资助的该项目中，得克萨斯大学奥斯汀分校化学和生物化学系的迈克尔·克里斯切（Michael J.在这样的过程中，胺和PI不饱和反应物之间的氢交换会产生瞬态的亚胺和词素对，在没有化学计量副产品的情况下，它们结合形成亚胺添加的产物。与经典的亚胺添加不同，直接胺不饱和的C-C耦合（a）绕过化学计量学主组有机金属的离散制备，因此，避免了摩尔量的金属废物的生成，以及（b）避免离散的imine形成以增强步进经济性。这些研究可以通过基本化学原料的直接C-C耦合来为重要商品化学品（塑料，泡沫，药物和农业化学物质）提供更有效的无副产品途径。化学制造的无副产物催化方法消除了源头的化学废物，因此在环境上是良性的。 此外，该项目将提供从学前班到博士后的学生进行的出色培训，包括科学历史上人数不足的小组的学生。