RUI: Catalyst Systems to Effect Asymmetric Induction in the Hydroamination of Olefins

化学学部的化学催化项目支持Wenzel教授的研究项目。温泽尔教授是克莱蒙特麦肯纳学院w·m·凯克科学系的教员。她正在开发新的分子来催化烯烃的选择性氢胺化反应。氢胺化反应是制备胺的有效途径，胺是药物和农产品中常见的结构。反应的重点是使合成可持续。催化剂分子被设计为易于获得和支持强劲的反应。这项研究揭示了有关控制反应设计因素的大量基本信息。这项研究完全由本科生进行。温泽尔教授的项目很好地解决了科学界代表性不足群体的持续不足。她在培养未被充分代表的少数族裔学生方面有着出色的记录，并成功地鼓励他们攻读化学研究生课程。本研究概述了手性异给体磷/硫醚（P/S）和磷/胺（P/N）配体的制备，作为传统双膦与钯、钌和铜配位的替代品。手性双齿配体具有强弱的供体-杂原子对（如P/S或P/N），以利用有利的电子来强烈影响与立体化学定义的反应中间体相关的稳定性和反应活性。对两种类型的氢胺化反应进行了评价：非活化烯烃的分子间不对称反Markovnikov氢胺化反应和二烯的对映选择性Markovnikov氢胺化反应生成二氢喹啉。温泽尔教授试图通过一个强有力的本科研究人员培训计划来推进科学发展，并培养未来的科学专业人员。

The Chemical Catalysis Program of the Chemistry Division supports the research project by Professor Wenzel. Professor Wenzel is a faculty member at the W. M. Keck Science Department at Claremont McKenna College. She is developing new molecules to catalyze selective hydroamination of alkenes. Hydroamination reactions are an efficient route for the preparation of amines, a common structure found in pharmaceutical and agrichemical products. The reactions are focused on making the synthesis sustainable. The catalyst molecules are designed to be readily available and to support robust reactions. The study is uncovering a wealth of fundamental information regarding the factors governing reaction design. The research is conducted entirely by undergraduate students. Professor Wenzel's program is well-poised to address the ongoing deficiency of underrepresented groups in science. She has an excellent record in training underrepresented minority students and successfully encouraging them to pursue graduate studies in chemistry. This research outlines the preparation of chiral heterodonor phosphorous/thioether (P/S) and phosphorous/amine (P/N) ligands as alternatives to classically-used bisphosphines for coordination onto palladium, ruthenium, and copper. The chiral, bidentate ligands are equipped with strong and weak donor-heteroatom pairs (e.g., P/S or P/N) to utilize favorable electronics to strongly influence the stability and reactivity associated with stereochemistry-defining reaction intermediates. The new catalysts are evaluated in two types of hydroamination reactions: an intermolecular, asymmetric anti-Markovnikov hydroamination of unactivated olefins and the enantioselective, Markovnikov hydroamination of dienes to produce dihydroquinolines. It is through a robust program in the training of undergraduate researchers that Professor Wenzel tries to advance of science as well as the education of future science professionals.