ArticleNature chemistry2018
Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides.
Article in Nature chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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Who cites it
32 citing papers in PubMed.
- P-Directed and Lewis Acid-Assisted Pd-Catalyzed Si─Me Bond Activation Enabling Alkyl Exchange at Silicon.Angewandte Chemie (International ed. in English) · 2026Article
- Nickel-Catalyzed Reductive Cross-Coupling of Xanthate Esters With Aryl and Alkenyl Iodides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- N-O Dual Functional Group Transposition via Energy Transfer Photocatalysis.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Achieving Diverse Functionalizations of Electron-Deficient Aryl Halides via Carbonate-Mediated Electron-Donor-Acceptor Complexes.European journal of organic chemistry · 2026Article
- Direct metathesis of carbon-carbonChemical science · 2026Article
- Nickel-Catalyzed Aryl Group Interconversion: A Non-Equilibrium Strategy for Aryl Nitrile Synthesis.JACS Au · 2026Article
- Functional Group Transposition Enabled by Palladium and Photo Dual Catalysis.Journal of the American Chemical Society · 2025Article
- Heteroaromatic swapping in aromatic ketones.Nature communications · 2025Article
- Ligand Design Enables the Palladium-Catalyzed Intermolecular Carbochlorocarbonylation of Alkynes and Cyclopentenone Formation.Journal of the American Chemical Society · 2025Article
- The Divergent Reactivity of Acid Chlorides Under Transition Metal Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Review
- Article
- Shuttle HAT for mild alkene transfer hydrofunctionalization.Nature communications · 2024Article
- Intermolecular C-C/C-N σ-bond metathesis enabled by visible light.Chemical science · 2024Article
- Divergent Transformations of Aromatic Esters: Decarbonylative Coupling, Ester Dance, Aryl Exchange, and Deoxygenative Coupling.Accounts of chemical research · 2024Article
- A metal-catalysed functional group metathesis approach to the carbon isotope labelling of carboxylic acids.Nature chemistry · 2024Article
- Carbon isotope exchange for pharmaceutical radiolabelling through metal-catalysed functional group metathesis.Nature chemistry · 2024Article
- Ligand Relay for Nickel-Catalyzed Decarbonylative Alkylation of Aroyl Chlorides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Late-Stage Molecular Editing Enabled by Ketone Chain-Walking Isomerization.Journal of the American Chemical Society · 2023Article
- Palladium-catalyzed regiodivergent hydrochlorocarbonylation of alkenes for formation of acid chlorides.Nature communications · 2023Article
- Sterically controlled isodesmic late-stage C-H iodination of arenes.Chemical science · 2023Article
Corrections and comments
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Authors and funding
2 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Current methods for functional group interconversion have, for the most part, relied on relatively strong driving forces which often require highly reactive reagents to generate irreversibly a desired product in high yield and selectivity. These approaches generally prevent the use of the same catalytic strategy to perform the reverse reaction. Here we describe a catalytic functional group metathesis approach to interconvert, under CO-free conditions, two synthetically important classes of electrophiles that are often employed in the preparation of pharmaceuticals and agrochemicals-aroyl chlorides (ArCOCl) and aryl iodides (ArI). Our reaction design relies on the implementation of a key reversible ligand C-P bond cleavage event, which enables a non-innocent, metathesis-active phosphine ligand to mediate a rapid aryl group transfer between the two different electrophiles. Beyond enabling a practical and safer approach to the interconversion of ArCOCl and ArI, this type of ligand non-innocence provides a blueprint for the development of a broad range of functional group metathesis reactions employing synthetically relevant aryl electrophiles.
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30082881What OpenQuestion holds
Registered trials
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