Abstract
Palladium-catalyzed oxidation reactions are among the most diverse methods available for the selective oxidation of organic molecules, and benzoquinone is one of the most widely used terminal oxidants for these reactions. Over the past decade, however, numerous reactions have been reported that utilize molecular oxygen as the sole oxidant. This chapter outlines the fundamental reactivity of benzoquinone and molecular oxygen with palladium(0) and their catalyst reoxidation mechanisms. The chemical similarities between benzoquinone and dioxygen are reinforced by catalytic reactions that undergo successful catalytic turnover with either or both of these oxidants. The results highlight substantial opportunities for the development of new aerobic oxidation reactions.
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