Palladium-Catalyzed Oxidation Reactions: Comparison of Benzoquinone and Molecular Oxygen as Stoichiometric Oxidants
Brian V. Popp ยท Shannon S. Stahl
Springer-Verlag Berlin Heidelberg 2006
DOI 10.1007/039
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.
Brian V. Popp ยท Shannon S. Stahl
Springer-Verlag Berlin Heidelberg 2006
DOI 10.1007/039
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.
Palladium-Catalyzed Oxidation Reactions - Benzoquinone vs O2.pdf