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Semiheterogeneous Intrinsic CoS <sub>2</sub> -Photoredox/Cp <sub>2</sub> Fe Dual-Catalyzed Synthesis of Selenylated Phenanthrene

Peng Mei, Jun Jiang, Yaohui Wang, Ting Li, Zi Yang, Hai‐Tao Zhu, Wei‐Min He

2025The Journal of Organic Chemistry10 citationsDOI

Abstract

Herein, we report a practical semiheterogeneous strategy for the photosynthesis of diverse selanyl phenanthrenes, employing CoS 2 as a heterogeneous photocatalyst in combination with ferrocene (Cp 2 Fe) as a homogeneous redox catalyst. This synergistic system combines photogenerated electron-mediated reduction of selenyl cations into diselenide with photogenerated hole oxidation of Cp 2 Fe to its oxidized form, which not only oxidizes diselenide into selenyl radicals but also mediates oxidative dehydroaromatization, leading to high-yielding transformations with broad functional group compatibility. Notably, this method eliminates the need for stoichiometric oxidants or reductants and avoids sacrificial electron donors or acceptors.

Topics & Concepts

ChemistryDiselenidePhotochemistryRedoxHomogeneousRadicalStoichiometryFerroceneFunctional groupOxidative phosphorylationDiphenyl diselenideCatalysisElectron donorElectron paramagnetic resonanceCyclic voltammetryElectron transferOxidation reductionPhenanthreneManganeseHomogeneous catalysisElectrochemistrySolar energy conversionElectron acceptorTungsten diselenidePhotocatalysisInorganic chemistryComproportionationTransition metalArtificial photosynthesisPolymer chemistryReaction mechanismDegradation (telecommunications)Organoselenium and organotellurium chemistryRadical Photochemical ReactionsMetalloenzymes and iron-sulfur proteins