Benzoyl Fluorides as Fluorination Reagents: Reconstruction of Acyl Fluorides via Reversible Acyl C–F Bond Cleavage/Formation in Palladium Catalysis
Yohei Ogiwara, Shintaro Hosaka, Norio Sakai
Abstract
This report describes the formation of value-added acyl fluorides by means of palladium-catalyzed acyl-exchange reactions between acyl fluorides and acid anhydrides. This method allows using a simple and commercially available acyl fluoride, benzoyl fluoride, as the fluoride source for the easy and efficient preparation of a variety of more complex acyl fluorides. The results of this study suggest that this reaction proceeds via a reversible acyl C–F bond cleavage/formation at the palladium center.
Topics & Concepts
ChemistryPalladiumFluorideCatalysisReagentBond cleavageAcyl groupAcylationCleavage (geology)Organic chemistryPolymer chemistryInorganic chemistryGroup (periodic table)Fracture (geology)Geotechnical engineeringEngineeringFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques