Synthetic and Mechanistic Investigations into Photoredox Catalysis.

摘要

One of the main areas of research in the Yoon group is the development of new methods using on visible light photoredox catalysis. Moreover, we are interested in studying the mechanisms of these transformations in order to understand how to optimize conditions and design new reactivity. The research herein includes the development of two synthetically useful photoredox catalyzed methodologies and the investigation of chain processes in photoredox reactions. Chapter 2 discusses the development of an intramolecular hetero-Diels--Alder reaction of bis(enones). In Chapter 3, the reductive cyclization of nitroarenes to form hydroxamic acids is described. Finally, Chapter 4 details the investigation of chain propagation in three prototypical photoredox reactions, each with a different reactive intermediate (radical cation, radical anion, neutral radical). Evidence for chain processes are given through the measurement of quantum yields and calculation of chain lengths.