Scalable Electrochemical Decarboxylative Olefination Driven by Alternating Polarity**
Alberto F. Garrido‐Castro, Yu̅ta Hioki, Yoshifumi Kusumoto, Kyohei Hayashi, Jeremy Griffin, Kaid C. Harper, Yu Kawamata, Phil S. Baran
Abstract
A mild, scalable (kg) metal-free electrochemical decarboxylation of alkyl carboxylic acids to olefins is disclosed. Numerous applications are presented wherein this transformation can simplify alkene synthesis and provide alternative synthetic access to valuable olefins from simple carboxylic acid feedstocks. This robust method relies on alternating polarity to maintain the quality of the electrode surface and local pH, providing a deeper understanding of the Hofer-Moest process with unprecedented chemoselectivity.
Topics & Concepts
DecarboxylationChemoselectivityPolarity (international relations)AlkeneScalabilityElectrochemistryCarboxylic acidCombinatorial chemistryAlkylChemistryComputer scienceMaterials scienceOrganic chemistryElectrodeCatalysisDatabasePhysical chemistryBiochemistryCellRadical Photochemical ReactionsCO2 Reduction Techniques and CatalystsCatalytic C–H Functionalization Methods