On the Mechanism of Palladium-Catalyzed Aromatic C–H Oxidation
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Summary
Based on the combination of kinetic data obtained during catalysis and explicit structural information of relevant intermediates, a Pd(II)(2)/Pd(III)(2) catalysis cycle for Pd (OAc)(2)-catalyzed aromatic C-H chlorination is proposed.
- Type
- article
- Published
- 2010-09-28
- Cited by
- 173
- References
- 101
- Access
- Open access
- OpenAlex
- https://openalex.org/W1980544299
- Semantic Scholar
- https://api.semanticscholar.org/CorpusID:207055947
Keywords
Chemistry, Catalysis, Bimetallic strip, Palladium, Catalytic cycle
References
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- The coordination-catalyzed ortho-halogenation of azobenzene
- Protonolysis of the PtC bond in trans-[PtH(CH2CN)(PPh3)2]
- Construction of tetrahydrofurans by PdII/PdIV-catalyzed aminooxygenation of alkenes.
- Highly selective C-H functionalization/halogenation of acetanilide.
- The homogeneous palladium-catalysed ortho-chlorination of azobenzene
- Dichloro-bis(pentafluorophenyl)(chelate) complexes of palladium(IV)
- Multiple C-H activations to construct biologically active molecules in a process completely free of organohalogen and organometallic components.
- Pd(II) catalyzed acetoxylation of arenes with iodosyl acetate
- Regiospecific Functionalization of Pharmaceuticals and Other Biologically Active Molecules through Cyclopalladated Compounds. 2-Iodination of Phentermine and L-Tryptophan Methyl Ester
- Direct formation of arylpalladium(II) complexes from aromatic hydrocarbons via CH bond activation by the palladium(II) acetate-dipropyl selenide system
- Synthesis and characterization of new cyclometallated Pd(II) complexes with bridging or terminal imidato ligands. Crystal structures of [Pd(μ-succinimide)(phpy)2] and [Pd(azb)(succinimide)(PPh3)] (phpy = 2-phenylpyridine; azb=azobenzene)
- Palladium-catalyzed decarboxylative arylation of C-H bonds by aryl acylperoxides.
- Ortho arylation of acetanilides via Pd(II)-catalyzed C-H functionalization.
- Oxidative diamination of alkenes with ureas as nitrogen sources: mechanistic pathways in the presence of a high oxidation state palladium catalyst.
- Palladium- and Copper-Catalyzed Arylation of Carbon-Hydrogen Bonds
- Cyclopalladated Complexes in Organic Synthesis
Cited by
- Gold-catalyzed oxidative acyloxylation of arenes.
- Palladium-catalyzed trifluoromethylation of aromatic C-H bond directed by an acetamino group.
- Purinyl N1-Directed Aromatic C–H Oxidation in 6-Arylpurines and 6-Arylpurine Nucleosides
- The Origins of Dramatic Differences in Five-Membered vs Six-Membered Chelation of Pd(II) on Efficiency of C(sp3)-H Bond Activation.
- Templating metastable Pd2 carboxylate aggregates
- Palladium catalyzed ortho-C–H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates
- Palladium(II)-catalyzed switchable mono-/diselenylation of arenes controlled by solvent effects
- Mechanism of Pd-catalyzed C(sp3)–H activation of aliphatic amines: an insight from DFT calculations
- Combining Pd(π-allyl)Cp and PPh3 as a unique catalyst for efficient synthesis of alkyliodo indoles via C(sp3)–I reductive elimination
- Crystal structure of (piperidine-1-carbodithioato-κ2 S,S)[2-(pyridin-2-yl)phenyl-κ2 C 1,N]palladium(II)
- Benzoato and Thiobenzoato Ligands in the Synthesis of Dinuclear Palladium(III) and ‐(II) Compounds: Stability and Catalytic Applications
- A DFT study on the difference of C–H bond activation by Pd(II) and Pd(IV) complex
- ‘Ligand-free’ palladium-catalyzed direct C–H bond oxidative acyloxylation of 2-arylpyridines with aromatic carboxylic acids
- Two Metals Are Better Than One in the Gold Catalyzed Oxidative Heteroarylation of Alkenes
- Palladium-catalyzed C-H bond functionalization of C6-arylpurines.
- Synthesis of 2-aminophenols and heterocycles by Ru-catalyzed C-H mono- and dihydroxylation.
- Dinuclear cyclometallated platinum(III) complexes. Relationship between molecular structure and crystal packing
- CH-activation of methane – Synthesis of an intermediate?
- Relieving steric strain at octahedral platinum(IV) : isomerization and reductive coupling of alkyl and aryl chlorides
- Sodium Halides as Halogenating Reagents: Rhodium(III)-Catalyzed Versatile and Practical Halogenation of Aryl Compounds
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