Aryl to Aryl Palladium Migration in the Heck and Suzuki Coupling of o-HalobiarylsJournal of American Chemical Society
Publication VersionPublished Version
AbstractA novel 1,4-palladium migration between the o- and o‘-positions of biaryls has been observed in organopalladium intermediates derived from o-halobiaryls. The organopalladium intermediates generated by this migration have been trapped either by a Heck reaction employing ethyl acrylate or by Suzuki cross-coupling using arylboronic acids. This palladium migration can be activated or deactivated by choosing the appropriate reaction conditions. Chemical and computational evidence supports the presence of an equilibrium that correlates with the C−H acidity of the available arene positions.
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Copyright OwnerAmerican Chemical Society
Citation InformationMarino A. Campo, Haiming Zhang, Tuanli Yao, Abdellatif Ibdah, et al.. "Aryl to Aryl Palladium Migration in the Heck and Suzuki Coupling of o-Halobiaryls" Journal of American Chemical Society Vol. 129 Iss. 19 (2007) p. 6298 - 6307
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