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A Neophyl Palladacycle as an Air- and Thermally Stable Precursor to Oxidative Addition Complexes

Ryan P. King, Shane W. Krska, Stephen L. Buchwald

2021Organic Letters22 citationsDOIOpen Access PDF

Abstract

The utilization of isolated Palladium Oxidative Addition Complexes (OACs) has had a significant impact on Pd-catalyzed and Pd-mediated cross-coupling reactions. Despite their importance, widespread utility of OACs has been limited by the instability of their precursor complexes. Herein, we report the use of Cámpora's palladacycle as a new, more stable precursor to Pd OACs. Using this palladacycle, a series of biarylphosphine ligated OACs, including those with pharmaceutical-derived aryl halides and relevance to bioconjugation, were prepared.

Topics & Concepts

ChemistryBioconjugationPalladiumOxidative phosphorylationArylOxidative additionCombinatorial chemistryCatalysisHalideGermanium compoundsOrganic chemistryGermaniumBiochemistryAlkylSiliconCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions
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