Discovery of new catalytic reactions through mechanistically guided screening

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Nature of the research***Research in the Newman group focuses on the application of modern technologies to the advancement of fundamental and applied chemistry. In particular, we are exploring the use of high throughput experimentation (HTE) and flow chemistry platforms for the synthesis of valuable molecules. This proposal focuses on the application of HTE to the discovery of homogeneously catalyzed reactions of readily available building blocks. Being a young research group, our goal is to take on high impact projects with the intention of establishing a unique, world-class research program. This will occur through three phases: 1) Reaction discovery, optimization, and mechanism elucidation; 2) Application to the synthesis of pharmaceuticals and biomass-derived bulk chemicals; and 3) Use of our increased understanding of catalysis for further reaction development. This research proposal describes a 5 year plan for phase 1, discovery of new chemical reactions, including a new C-C cross-coupling reaction, an atom economical olefin-aldehyde coupling, and an N2O-alkyne `click' reaction for the synthesis of diazo species.***Significance, expected outcomes, and benefits to Canadians***Synthetic chemistry has a great role to play in the most important needs for society. Our health relies on the development of lifesaving pharmaceuticals, the majority of which are small organic molecules. New synthetic methods allow medicinal chemists to produce larger, more diverse libraries, increasing the chances of finding the next life-saving therapeutics. Sustainability is another critical focus - it is important to decrease human impact on the environment and reduce dependency on non-renewable chemicals. New chemistries are needed that make use of abundant resources in an environmentally benign manner. The proposed research works towards these needs by focusing on catalytic, low-waste coupling of simple molecules to prepare complex structures that may find use in pharmaceutical and bulk chemical synthesis. The knowledge gained in these studies can also have a direct impact on Canada's large oil, bulk chemical, and biomass industries, who are facing increasing competition and demand for decreased pollution. Our group seeks direct, sustainable methods for creating value-added chemicals from readily available feedstocks, leading to new technologies to strengthen the chemical industry. Most importantly, the program provides an enriching environment for training forward-thinking scientists in organic synthesis, catalysis, and green chemistry; areas that will play a key role in the well-being of our society for many generations. Our particular focus on fundamental understanding of chemical reactions combined with the use of new technologies to streamline the discovery processes is a unique approach that will train students in the skills necessary for competitive jobs in industry and academia.**