ArticleScience advances2022
Cu(II) carboxylate arene C─H functionalization: Tuning for nonradical pathways.
Article in Science advances, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed, 21 citations in OpenAlex.
- Evidence for a Cu(II)-Catalysed CuAAC Reaction: A Combined Experimental and Computational Study.Angewandte Chemie (International ed. in English) · 2026Article
- Harnessing Toluene Solvent as a Reactant: Regioselective Benzyl Radical Addition to Multi-π 1,5-Enynes in a Copper-Catalyzed Cascade to Indenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Rhodium-Catalyzed Arene Alkenylation Using Benzoquinone Derivatives as Oxidants.Organometallics · 2026Article
- Copper-catalyzed direct regioselective C5-H alkylation reactions of functionalized indoles with α-diazomalonates.Chemical science · 2025Article
- Mechanistic Studies of Alkyl Chloride Acetoxylation by Pt-Sb Complexes.Organometallics · 2025Article
- Rhodium-Catalyzed Arene Alkenylation: Selectivity and Reaction Mechanism as a Function of In Situ Oxidant Identity.Organometallics · 2024Article
- Synthesis of Quinoline-Based Pt-Sb Complexes with L- or Z-Type Interaction: Ligand-Controlled Redox via Anion Transfer.Organometallics · 2024Article
- Hexa-Fe(III) Carboxylate Complexes Facilitate Aerobic Hydrocarbon Oxidative Functionalization: Rh Catalyzed Oxidative Coupling of Benzene and Ethylene to Form Styrene.ACS catalysis · 2024Article
- Highly Anti-Markovnikov Selective Oxidative Arene Alkenylation Using Ir(I) Catalyst Precursors and Cu(II) Carboxylates.Organometallics · 2024Article
Corrections and comments
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Authors and funding
10 authors at 3 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
We report carbon-hydrogen acetoxylation of nondirected arenes benzene and toluene, as well as related functionalization with pivalate and 2-ethylhexanoate ester groups, using simple copper(II) [Cu(II)] salts with over 80% yield. By changing the ratio of benzene and Cu(II) salts, 2.4% conversion of benzene can be reached. Combined experimental and computational studies results indicate that the arene carbon-hydrogen functionalization likely occurs by a nonradical Cu(II)-mediated organometallic pathway. The Cu(II) salts used in the reaction can be isolated, recycled, and reused with little change in reactivity. In addition, the Cu(II) salts can be regenerated in situ using oxygen and, after the removal of the generated water, the arene carbon-hydrogen acetoxylation and related esterification reactions can be continued, which leads to a process that enables recycling of Cu(II).
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Registered trials
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