Developing Novel Catalytic Coupling of Phenols for Efficient Lignin Biomass Utilizations

讲座标题:Developing Novel Catalytic Coupling of Phenols for Efficient Lignin Biomass Utilizations

主讲人: Chaojun Li

讲座时间:2018-05-11 14:00:00





Arylamines are ubiquitous building blocks for various dyes, fine chemicals, electronic materials,and among the most prevalent structural motifs in pharmaceutical agents. Consequently, continuing efforts have been made to develop new and effective approaches for the formation of aryl amines throughout the history of organic chemistry. Among the various methods, the most prominent reactions are the transition-metal catalyzed coupling of aryl halides with amines. However, the need of pre-synthesizing the aryl halides and the generation of unwanted halide waste in the end are the drawbacks of aryl halide based strategies.

On the other hand, phenols (mostly in its polymeric forms in lignin and coal) are the second most prevalent naturally occurring structural units of renewable biomass on the planet, and have the same oxidation state as haloarenes. Thus, the direct coupling of phenols readily available from naturally abundant lignins, instead of the haloarenes, has long been a synthetic aspiration and great scientific challenge. However, previous methods requires the transformation of phenol hydroxyl groups first to a better leaving group, and then couple with amine through transition-metal catalysis, which increases number of steps and waste. In this talk, we will present our recent development of novel catalytic direct coupling of phenols with various amines and anilines. A variety of substituted phenols were compatible with this method.


Dr. Chao-Jun Li received his B.Sc. at Zhengzhou University (1983), MS at the Chinese Academy of Sciences in Beijing (1988) and Ph.D. (with honors) at McGill University (1992) under the direction of T. H. Chan and D. N. Harpp.He spent 1992-94 as a NSERC Postdoctoral Fellow with Barry M. Trost at Stanford University (US), and was an Assistant Professor (1994), Associate Professor (1998) and Full Professor (2000) at Tulane University(US). Since 2003, he has been a Canada Research Chair (Tier I) in Green Chemistry and a Professor (E. B. EddyChair Professor since 2009) of Organic Chemistry at McGill University in Montreal, Canada. Currently, he serves as the Co-Chair of the Canadian Green Chemistry and Engineering Network, the Director of the CFI Facility for Green Chemistry and Green Chemicals, the Director of NSERC CREATE (Center) for Green Chemistry, and the Co-Director of the FQRNT Center for Green Chemistry and Catalysis (Quebec). He also serves as the Associate Editor for the Americas for the journal of Green Chemistry (Royal Society of Chemistry, UK), and a consulting editor for McGraw-Hill’s Encyclopedia of Sciences and Technologies and McGraw-Hill’s Year Book of Sciences and Technologies, and others. Dr. Li received a number of prestigious awards/honors worldwide. These include the US National Science Foundation’s CAREER Award (1997), the Outstanding Young Scientist Oversea (B) of National Science Foundation of China (2000), a United States Presidential Green Chemistry Challenge Award (2001), the Canadian Green Chemistry and Engineering Award (2010), the Award of Merit by the Federation of Chinese Canadian Professionals (2011), the R. U. Lemieux Award (2015) and the Alfred Bader Award (2018) of the Canadian Chemical Society, the Killam Fellow Award (2018) of the Canadian Council of Arts, and a Japan Society for the Promotion of Science (Senior) Fellow (2002). He was elected a Fellow of the Royal Society of Chemistry (FRSC) (UK, 2007), Fellow of the American Association for the Advancement of Science (AAAS) (2012), Fellow of the Chemical Institute of Canada (CIC) (2013), Fellow of the American Chemical Society (ACS) (2015),Fellow of the Royal Society of Canada (2012, 加拿大皇家科学院院士) and Fellow of the World Academy of Sciences (TWAS, 发展中国家科学院外籍院士) (2016). His current research efforts are to develop Green Chemistry for organic synthesis based upon innovative and fundamentally new chemical reactions that will defy conventional reactivities and possess high “atom-efficiency”. Well-known research developed by Dr. Li include the development of a wide range of Grignard-type reactions in water, transition-metal catalysis in air and water, alkyne-aldehyde-amine coupling (A3-coupling), and the Cross-Dehydrogenative-Coupling (CDC) reactions, biomass conversions and non-oxidative catalytic conversion of methane to hydrogen and benzene among others. He has published >400 peer-reviewed articles, 6 books, and has given ca 400 plenary/keynote/invited lectures. His research has been cited widely in the literature (> 35,000 times, h-index=94) and was featured as one of the top 20 Canadian Chemistry Discoveries in the past century by Canadian Chemical News in 2007. He was on the list of the “World’s Most Influential Scientific Minds” by Thomson Reuters (2014, 2015, 2016, 2017).