Transfer Hydrogenative Hydroaminoalkylation and Imine Addition

在这个由化学部化学合成计划资助的项目中，德克萨斯大学奥斯汀分校化学与生物化学系的Michael J. Krische教授将探索通过加氢氨基烷基化形成C-C键的新策略。在这样的方法中，胺和π-不饱和反应物之间的氢交换产生瞬态亚胺-有机金属对，其在不存在化学计量副产物的情况下联合收割机结合以形成亚胺加成的产物。与经典的亚胺加成不同，直接胺-不饱和C-C偶联（a）绕过化学计量主族有机金属化合物的离散制备，因此，避免产生摩尔量的金属废物，和（B）避免离散的亚胺形成以提高步骤经济性。这些研究可通过基本化学原料的直接碳碳偶联，为重要的商品化学品（塑料、泡沫、医药和农用化学品）提供更有效、无副产品的途径。无副产品的化学品制造催化方法从源头上消除了化学废物，因此对环境无害。 此外，该项目将为学生提供优秀的培训，从大学预科到博士后，包括那些来自历史上在科学领域代表性不足的群体的学生。

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.