Carbocation Mechanism Revelation of Molecular Iodine-Mediated Dehydrogenative Aromatization of Substituted Cyclic Ketones to Phenols
Jin Y, Petrovic P, Huang S, Banerjee S, Nandy A, Anastas P, Lam J. Carbocation Mechanism Revelation of Molecular Iodine-Mediated Dehydrogenative Aromatization of Substituted Cyclic Ketones to Phenols. The Journal Of Organic Chemistry 2024, 89: 3226-3237. PMID: 38361498, DOI: 10.1021/acs.joc.3c02691.Peer-Reviewed Original ResearchDehydrogenative aromatizationCyclic ketonesDesorption electrospray ionization-mass spectrometryC-H bond activationElectrospray ionization-mass spectrometrySubstrate scope studyUnsaturated cyclic ketonesIonization-mass spectrometryHigh energy barrierProton nuclear magnetic resonanceMass spectrometric analysisBond activationSubstrate scopeDFT calculationsNuclear magnetic resonanceProduct selectivityPhenol etherReaction mechanismCarbocationProduct distributionSpectrometric analysisKetonesWater boiling temperatureAmbient conditionsAromatic precursors