Migratory Insertion of CO into a Au–C Bond
Jamie A. Cadge, Paul J. Gates, John F. Bower, Christopher A. Russell
Abstract
A MeDalPhos-ligated gold(III) metallafluorene complex, generated via C-C oxidative addition of biphenylene, reacts with CO to produce 9-fluorenone. Experimental and computational studies show that this proceeds via a hitherto unknown migratory insertion of CO into a Au(III)-C bond. This process is more energetically challenging compared to other M-C bonds, but once achieved, the product is comparatively stable with respect to retro-carbonylation. Exploiting migratory insertion of CO into Au-C bonds may extend the range of products that are accessible using gold chemistry.
Topics & Concepts
ChemistryBiphenyleneMigratory insertionFluorenoneOxidative additionCarbonylationCrystallographyStereochemistryCatalysisOrganic chemistryCarbon monoxideFluorenePolymerPhenyleneCatalytic Processes in Materials ScienceElectrocatalysts for Energy ConversionMolecular Junctions and Nanostructures