| Čoahkkáigeassu: | <p>This thesis describes work focused on the application of potently oxidising organophotocatalysts to synthetic methodologies. The main motivation for this work is to enable chemical transformation of otherwise unreactive species. There are many organophotocatalysts described in the literature, and they often exhibit from high reduction potentials. However, most of the work herein is centered around the common reagent 2,3-dichloro-5,6-dicyano- 1,4-benzoquinone (DDQ), 1.</p>
<p>An overview of the relative benefits of organophotochemistry and a discussion of DDQ photochemistry is given in Chapter 1. Also included in this chapter is an analysis of the chemistry of aryl radical cations – a key intermediate in the work that follows. Chapter 2 covers our investigations into net oxidative organophotochemistry. Chapter 3 covers the work undertaken on net redox neutral transformations. This later class was more productive on the whole, and led to a new defluorinative organophotochemical SNAr process. The conclusions of this thesis, and an outline for future work, is then provided in Chapter 4. Finally, all pertinent experimental details are provided from Chapter 5 onward.</p>
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