Quinoxalines are heterocyclic aromatic compounds (also known as benzopyrazines) and represent an important structural motif; quinoxaline derivatives are used as components of commercial dyes and are found in an array of pharmaceutical compounds. They are also of keen interest to our group due to their potential for acting as mono-, di-, and even tridentate ligands in transition metal complexes. In order to explore the physical and chemical properties of these ligands, we have synthesized a series of substituted quinoxalines using a newly-developed protocol that is significantly greener than literature precedents. Details of the methods will be presented, including the use of microwave heating which drastically reduces the reaction times, gives good-to-excellent yields, and high product purity. After synthesizing and fully characterizing 2,3-diphenyl-, 2,3-difuranyl-, and 2,3-dipyridylquinoxalines, we broadened the scope of the reaction to include a diverse array of substituents, focusing on fluorinated and trifluoromethylated analogues. With a family of ligands in hand, we have begun synthesizing and characterizing novel hetero- and homoleptic metal complexes (also employing greener methods); preliminary results of these studies will be presented.

Greener protocols for synthesizing substituted quinoxalines for use as cyclometallating ligands in transition metal complexes

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.