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N-Heterocyclic carbenes (NHCs) possess properties that are ideally suited for their use as ligands in transition-metal oxidation chemistry and catalysis. Their strong sigma-donating ability stabilizes metals in high oxidation states, and their high M—L bond dissociation energies reduce their tendency to dissociate and undergo oxidative decomposition of the free carbene. In this chapter, we summarize...
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...
Bathocuproine-coordinated palladium(0) complexes, (bc)Pd 0 (alkene) (bc=2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline) undergo facile oxygenation in the presence of molecular oxygen to produce the η 2 -peroxopalladium(II) complex, (bc)Pd II (O 2 ). The same Pd(0)-alkene complexes undergo self- and cross-exchange reactions with exogenous alkenes. Mechanistic studies...
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