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

RUI：在烯烃加氢胺化中实现不对称诱导的催化剂体系

• 批准号: 1566124
• 负责人: Anna Wenzel
• 金额: $ 19.31万
• 依托单位: Claremont McKenna College
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2016
• 资助国家: 美国
• 起止时间: 2016-09-01 至 2020-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1566124&HistoricalAwards=false
• 关键词: RUI; Catalyst; Systems; Effect; Asymmetric

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.

化学部的化学催化计划支持Wenzel教授的研究项目。 Wenzel教授是Claremont McKenna学院W. M. Keck科学系的教职员工。她正在开发新的分子来催化烯烃的选择性氢化。氢化反应是制备胺的有效途径，胺在药物和农业化学产品中发现了一种共同的结构。这些反应的重点是使综合可持续发展。 催化剂分子设计为容易获得并支持可靠的反应。该研究正在发现有关有关反应设计的因素的大量基本信息。该研究完全由本科生进行。 Wenzel教授的计划齐全地解决了科学领域代表性不足的群体的持续不足。 她在培训代表性不足的少数族裔学生方面拥有出色的记录，并成功鼓励他们从事化学研究生学习。 这项研究概述了手性杂音磷/硫代（p/s）和磷/胺（P/N）配体的制备，作为经典双膦的替代方法，用于在钯，ruthenium和铜的情况下配位。手性的双齿配方配备有强和弱的供体异摩鼠对（例如，P/S或P/N）利用有利的电子产品强烈影响与立体化学定义反应中间体相关的稳定性和反应性。新的催化剂以两种类型的氢化反应进行评估：一种未激活的烯烃的分子间，不对称的抗马科夫尼科夫氢化和对映选择性的，马尔科夫尼科夫二烯二烯，以产生二氢喹啉。 Wenzel教授试图提高科学以及未来科学专业人士的教育，这是通过对本科研究人员的培训的强大计划。