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Photocatalytic Oxidative Cleavage of Alkenes by Molecular Oxygen: Reaction Scope, Mechanistic Insights, and Flow Application

Yi‐Lun Shih, Yen‐Ku Wu, Mamoru Hyodo, Ilhyong Ryu

2022The Journal of Organic Chemistry18 citationsDOI

Abstract

The oxidative cleavage of C═C bonds with molecular oxygen was promoted effectively by a catalytic amount of a decatungstate photocatalyst using black light irradiation (365 nm). Not only aromatic ketones but also aliphatic ketones were obtained by the photocatalytic protocol. The continuous flow reaction of α-methylstyrene using a high-power ultraviolet light-emitting diode (365 nm) dramatically decreased the reaction time.

Topics & Concepts

ChemistryPhotocatalysisPhotochemistryCatalysisMolecular oxygenOxidative phosphorylationBond cleavageOxygenIrradiationCleavage (geology)Oxidative cleavagePhotoredox catalysisOrganic chemistryEngineeringFracture (geology)BiochemistryNuclear physicsPhysicsGeotechnical engineeringOxidative Organic Chemistry ReactionsInnovative Microfluidic and Catalytic Techniques InnovationRadical Photochemical Reactions
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