Alternating Current Electrolysis for Organic Electrosynthesis: Trifluoromethylation of (Hetero)arenes
Sachini Rodrigo, Chanchamnan Um, Jason C. Mixdorf, Disni Gunasekera, Hien M. Nguyen, Long Luo
Abstract
Paired electrolysis has a limited reaction scope for organic synthesis because it is often not compatible with reactions involving short-lived intermediates. We addressed this limitation using alternating current electrolysis (ACE). Using trifluoromethylation of (hetero)arenes as a model reaction, we showed that the yield was improved from 13% using paired electrolysis to 84% using ACE. We have also developed a theory for guiding the rational design of reaction parameters for future applications of ACE.
Topics & Concepts
TrifluoromethylationElectrolysisElectrosynthesisChemistryYield (engineering)Combinatorial chemistryScope (computer science)Organic synthesisOrganic chemistryElectrochemistryCatalysisTrifluoromethylElectrolyteElectrodePhysical chemistryMetallurgyMaterials scienceComputer scienceProgramming languageAlkylFluorine in Organic ChemistryAmmonia Synthesis and Nitrogen ReductionRadical Photochemical Reactions