ArticleJournal of the American Chemical Society2014
Tuning reactivity and site selectivity of simple arenes in C-H activation: ortho-arylation of anisoles via arene-metal π-complexation.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- Flash Communication: Arene ηOrganometallics · 2026Article
- Transient π-coordination enables nucleophilic borylation of simple arenes.Chemical science · 2026Article
- Extensive Studies on the Synthesis and Characterization of π-Arene Chromium Complexes and Their Performance in SChemistry, an Asian journal · 2025Article
- Asymmetric hydrogenation of 1,1-diarylethylenes and benzophenones through a relay strategy.Nature communications · 2023Article
- Regioselective C-H alkylation of anisoles with olefins by cationic imidazolin-2-iminato scandium(iii) alkyl complexes.Chemical science · 2023Article
- S,O-Ligand Promoted meta-C-H Arylation of Anisole Derivatives via Palladium/Norbornene Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Direct Arylation of Simple Arenes with Aryl Bromides by Synergistic Silver and Palladium Catalysis.ACS catalysis · 2021Article
- Catalytic Asymmetric C-H Arylation of (ηACS catalysis · 2019Article
- C4-H indole functionalisation: precedent and prospects.Chemical science · 2018Review
- S,O-Ligand-Promoted Palladium-Catalyzed C-H Functionalization Reactions of Nondirected Arenes.ACS catalysis · 2017Article
- Palladium-Catalyzed, Site-Selective Direct Allylation of Aryl C-H Bonds by Silver-Mediated C-H Activation: A Synthetic and Mechanistic Investigation.Journal of the American Chemical Society · 2016Article
- Palladium-Catalyzed Asymmetric Allylic Alkylations with Toluene Derivatives as Pronucleophiles.Angewandte Chemie (International ed. in English) · 2016Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Current approaches to achieve site selectivity in the C-H activation of arenes involve the use of directing groups or highly electron-poor arenes. In contrast, simple arenes, such as anisole, are characterized by poor reactivity and selectivity. We report that π-complexation to a Cr(CO)3 unit enhances the reactivity of anisoles providing an unprecedented ortho-selective arylation. This mild methodology can be used for the late stage functionalization of bioactive compounds containing the anisole motif, allowing the construction of novel organic scaffolds with few synthetic steps.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.