eFluorination Using Cheap and Readily Available Tetrafluoroborate Salts
Matthew C. Leech, Dmitrii Nagornîi, Jamie M. Walsh, Cyrille Kiaku, Darren L. Poole, J. S. Mason, Iain C. A. Goodall, Perry Devo, Kevin Lam
Abstract
A practical electrochemical method for the rapid, safer, and mild synthesis of tertiary hindered alkyl fluorides from carboxylic acids has been developed without the need for hydrofluoric acid salts or non-glass reactors. In this anodic fluorination, collidinium tetrafluoroborate acts as both the supporting electrolyte and fluoride donor. A wide range of functional groups has been shown to be compatible, and the possibility of scale-up using flow electrochemistry has also been demonstrated.
Topics & Concepts
TetrafluoroborateChemistryHydrofluoric acidElectrochemistryAlkylFluorideElectrolyteAnodeSupporting electrolyteOrganic chemistryInorganic chemistryIonic liquidCatalysisElectrodePhysical chemistryFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsRadical Photochemical Reactions