The formation of C�C bonds is one of the most prominent synthetic challenges in the field of chemistry. The majority of catalytic C�C bond-forming reactions proceed through activation of a carbon�halogen bond; however, the development of C�C bond forming reactions that proceed through transition metal-mediated C�H bond activation and functionalization is potentially useful. In particular, the hydroarylation of olefins, in which aromatic C�H bonds are added across C=C bonds, is a valuable synthetic target due to the prevalence of aromatic moieties in natural products, compounds of biological relevance, and large scale commodity chemicals. Vinyl and alkyl arenes are used in a wide variety of applications including polymerizations to form detergents, soaps, pharmaceuticals, and fuels. The conversion of alkyl arenes to vinyl arenes can be challenging due to the endothermic nature of the dehydrogenation. Thus, it is potentially beneficial to develop a one-step oxidative conversion of aromatics and olefins to vinyl arenes. Efforts in the development of palladium(II) catalysts for the direct conversion of aromatic and olefin substrates to selectively form vinyl arenes will be discussed.

Development of palladium(II) catalysts for the oxidative hydroarylation of olefins

247th National Meeting (2014)

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