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Evidence for Photocatalyst Involvement in Oxidative Additions of Nickel-Catalyzed Carboxylate <i>O</i> -Arylations

Jamal A. Malik, Amiera Madani, Bartholomäus Pieber, Peter H. Seeberger

2020Journal of the American Chemical Society67 citationsDOIOpen Access PDF

Abstract

supports a turnover-limiting reductive elimination. Graphitic carbon nitride gave higher selectivity, even at high photocatalyst-to-nickel ratios. The heterogeneous reaction also showed a rate dependence on aryl halide, indicating that oxidative addition plays a role in rate determination. The results argue against the current mechanistic hypothesis, which states that the photocatalyst is only involved to trigger reductive elimination.

Topics & Concepts

ChemistryPhotocatalysisCatalysisNickelCatalytic cycleGraphitic carbon nitrideCarboxylateRate-determining stepPhotochemistryKineticsTurnover numberCarbon nitrideOxidative additionInorganic chemistryOrganic chemistryPhysicsQuantum mechanicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesAdvanced Photocatalysis Techniques
Evidence for Photocatalyst Involvement in Oxidative Additions of Nickel-Catalyzed Carboxylate <i>O</i> -Arylations | Litcius