Transition metal catalyzed cross-coupling and related reactions allow for the efficient construction of agrochemicals, pharmaceuticals, materials, and catalyst ligands. However, these reactions are frequently limited by the use of activated nucleophiles such as boronic acids, which can be unstable, difficult to synthesize, and give stoichiometric byproducts. Decarboxylative functionalization reactions offer an alternative approach by replacing activated nucleophiles with inexpensive and readily available (hetero)aryl carboxylic acids. Currently, decarboxylation reactions are frequently problematic because of i) the narrow substrate scope of viable (hetero) aryl carboxylic acids, ii) the high temperatures required iii) the use of multiple metals and additives and iv) mechanistic ambiguity. I have developed two palladium only decarboxylative functionalization reactions: an intramolecular base free allylation of allylic carbonates and a decarboxylative cross-coupling of aryl chlorides. I am now exploring the mechanism and expanding this work to other metals including gold.

Palladium and gold catalyzed aryl decarboxylative functionalization reactions

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.