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Palladium-Catalyzed Regiospecific <i>peri-</i> and <i>ortho-</i>C–H Oxygenations of Polyaromatic Rings Mediated by Tunable Directing Groups

Jing Jiang, Dandan Yuan, Congzhe Ma, Wanbin Song, Yaoyu Lin, Lihong Hu, Yinan Zhang

2020Organic Letters25 citationsDOI

Abstract

oxygenation to readily access a wide array of polyaromatic phenols without pre- and postmanipulation of directing groups. The systematic mechanistic investigation, including deuterium-labeling experiments, palladacycle trapping, and DFT calculations, reveals that the tunable ligand-assisted C-H bond cleavage played a crucial role during the reaction process.

Topics & Concepts

ChemistryPalladiumCatalysisCleavage (geology)Ligand (biochemistry)Combinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryReceptorFracture (geology)BiochemistryGeotechnical engineeringEngineeringCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis
Palladium-Catalyzed Regiospecific <i>peri-</i> and <i>ortho-</i>C–H Oxygenations of Polyaromatic Rings Mediated by Tunable Directing Groups | Litcius