Metal-meditated cross coupling reactions are among the most powerful methods for the synthesis of carbon-carbon bonds. Increased emphasis on the sustainability of catalytic reactions in the pharmaceutical industry has motivated the discovery of catalysts for cross coupling based on earth abudant metals such as iron and cobalt rather than precious metals such as palladium. While many contributions have been made in this area, well-defined organometallic compounds and insights to the mechanisms of the transformations are lacking. Our group has engaged in a program whereby ligand design is used to impart precious metal character to first row metals to favor two electron chemistry that are key features of oxidative addition and reductive elimination, key fundamental steps in catalytic cross coupling. Our group has also engaged in studies to understand transmetallation of relatively mild boron nucleophiles with first row metals. The mechanisms of these reactions, the role of electronic structure and insights on catalyst design will be discussed.

Insights into iron- and cobalt-catalyzed cross coupling

256th National Meeting (2018)

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