Electrochemical hydrogen isotope exchange of amines controlled by alternating current frequency
Nibedita Behera, Disni Gunasekera, Jyoti P. Mahajan, Joseph Frimpong, Zhen–Fei Liu, Long Luo
Abstract
, under direct current (DC) electrolysis conditions) and pyrrolidines at 0.5 Hz. Analysis of the product distribution and D isotope incorporation at different frequencies reveals that the HIE of tetrahydroisoquinolines is limited by its slow HAT, whereas the HIE of pyrrolidines is limited by the overoxidation of its α-amino radical intermediates. The AC-frequency-dependent HIE of amines can be potentially used to achieve selective labeling of α-amine sites in one drug molecule, which will significantly impact the pharmaceutical industry.
Topics & Concepts
ChemistryDeuteriumAmine gas treatingKinetic isotope effectElectrochemistryElectrolysisKineticsProtonMoleculeHydrogenPyrrolidineCombinatorial chemistryMedicinal chemistryOrganic chemistryPhysical chemistryElectrodeElectrolytePhysicsQuantum mechanicsChemical Reactions and IsotopesAmmonia Synthesis and Nitrogen ReductionChemical Synthesis and Characterization