2024
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
2022
Development of a Ni-promoted, selective electrochemical reductive cleavage of the C–O bond in lignin model compound benzyl phenyl ether
Lin F, TSE H, Erythropel H, Petrović P, Garedew M, Chen J, Lam J, Anastas P. Development of a Ni-promoted, selective electrochemical reductive cleavage of the C–O bond in lignin model compound benzyl phenyl ether. Green Chemistry 2022, 24: 6295-6305. DOI: 10.1039/d2gc01510b.Peer-Reviewed Original ResearchBenzyl phenyl etherO bondBenzylic CPhenyl etherElectrochemical protocolElectrochemical reductive cleavageNoble metal catalystsDivalent metal saltsO bond cleavageSubstrate scope studyMetal catalystsCarbon paperUndivided cellBond cleavageMetal saltsRoom temperatureModel compoundsBenzylic ethersNi foamCatalytic hydrogenolysisAmbient pressureReductive cleavageSelective cleavageNi saltsLignin valorization
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