学科进展系列报告

题目：Designing catalysts for high catalytic turnover and selectivity in cross coupling chemistry

报告人：Prof. Michael G. Organ

        University of Ottawa Canada

时间：10月19日(星期四)下午3:30

地点：遗传楼407会议室

主持人：麻生明    教授

欢迎全体研究生和职工参加

Title: Designing catalysts for high catalytic turnover and selectivity in cross-coupling chemistry

Dr. Michael G. Organ*

Director

Centre for Catalysis Research and Innovation and

The Department of Chemistry and Biomolecular Sciences

Ottawa, Canada

Abstract

Considerable effort for almost half a century has been devoted to understanding how ligand steric and electronic properties modulate the reactivity of a metal centre in a large number of catalytic processes. This is confounded by the fact that many of these transformations have two or more steps in their catalytic cycles, which may mean that a favourable attribute in one step may act to disfavour another step. Many groups have worked diligently to develop methods to probe, and scales to grade ligand properties such that they can be used in, ideally, a predictive fashion to guide the development of new catalysts. In this presentation our approach to rational ligand design in cross-coupling applications will be discussed and how this approach has been used to improve catalyst performance. In particular, time will be dedicated to the discussion of 1) the incorporation of secondary alkyl centres without isomerization and 2) in the introduction of primary amines without over arylation, in all cases using new, unpublished catalysts being developed in our laboratories.

Biography

Dr. Organ received his PhD in 1992 at the University of Guelph under the tutelage of Professor Gordon L. Lange. He then was an NSERC Postdoctoral Scholar in the laboratory of Professor Barry M. Trost at Stanford (1994). His independent career started at Indiana University-Purdue University at Indianapolis in 1994 after which he moved in 1997 to York University in Toronto where he rose through the ranks to full professor. Effective January 2016, he is the new Dirctor of the Centre for Catalysis Research and Innovation (CCRI) at the University of Ottawa. His group pioneered the concept of microwave-assisted, continuous flow organic synthesis as well as several unique technologies that underpin these efforts. These include new microwave applicator design, metal-film coated flow reactors to promote organic transformations, extreme temperature and pressure reactor and process design, continuous (real-time) in-line analysis, and hands-free, intelligent process optimization and monitoring using in-house created software. His group’s effort in catalysis has led to the creation of a broadening series of N-heterocyclic carbene (NHC)-based organometallic complexes that have shown unsurpassed reactivity and selectivity in a wide number of cross-coupling applications. This family of catalysts (coined PEPPSI for pyridine-enhanced pre-catalyst preparation, stabilization, and initiation) has been commercialized and is used widely including at scale in the commercial manufacturing of active pharmaceutical ingredients (API). He started and has run two spin-out companies successfully since 1998. Dr. Organ is an SFI Walton Fellow (2002), a Xerox Foundation Fellow (2007), a Merck-Frosst Canadian Academic Development Program Fellow (2007), the Naeja Pharmaceuticals Lecturer at University of Alberta (2008), a JSPS Fellow (Japan, 2010), an Agilent Laboratories Fellow (2011), was profiled in Angewandte Chemie (2013), was appointed to the Editorial Board of Chemistry, A European Journal (2013), and was awarded an NSERC Accelerator Supplement (2013). In 2016 he was awarded the Raymond U. Lemieux Award for Organic Chemistry by the Canadian Society for Chemistry. Professor Organ’s research on the structure of alkyl- and aryl organozincs as it relates to the mechanism of Negishi Reaction was called one of the most Notable Discoveries in Synthetic Chemistry in 2014 by Chemical and Engineering News.