ArticleAngewandte Chemie (International ed. in English)2020
meta-Selective C-H Arylation of Fluoroarenes and Simple Arenes.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Late-Stage Phenylation From [Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- From Mono-Accounts of chemical research · 2025Review
- C(spJournal of the American Chemical Society · 2023Article
- Mechanistic studies of the palladium-catalyzed S,O-ligand promoted C-H olefination of aromatic compounds.Chemical science · 2023Article
- Dual ligand approach increases functional group tolerance in the Pd-catalysed C-H arylation ofChemical science · 2023Article
- Silver-Free C-H Activation: Strategic Approaches towards Realizing the Full Potential of C-H Activation in Sustainable Organic Synthesis.Angewandte Chemie (International ed. in English) · 2022Review
- Site-Selective C-H Arylation of Diverse Arenes Ortho to Small Alkyl Groups.Angewandte Chemie (International ed. in English) · 2022Article
- S,O-Ligand Promoted meta-C-H Arylation of Anisole Derivatives via Palladium/Norbornene Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Access to Diarylmethanols by Wittig Rearrangement ofThe Journal of organic chemistry · 2022Article
- Redox-Neutral Vicinal Difunctionalization of Five-Membered Heteroarenes with Dual Electrophiles.Angewandte Chemie (International ed. in English) · 2021Article
- Palladium-Catalyzed Nondirected Late-Stage C-H Deuteration of Arenes.Journal of the American Chemical Society · 2021Article
- Mechanism of the Arene-Limited Nondirected C-H Activation of Arenes with Palladium*.Angewandte Chemie (International ed. in English) · 2021Article
- The ortho effect in directed C-H activation.Chemical science · 2021Article
- Hexafluoroisopropanol: the magical solvent for Pd-catalyzed C-H activation.Chemical science · 2021Review
- Direct Arylation of Simple Arenes with Aryl Bromides by Synergistic Silver and Palladium Catalysis.ACS catalysis · 2021Article
- The site-selectivity and mechanism of Pd-catalyzed C(spChemical science · 2020Article
- Structurally Modified Norbornenes: A Key Factor to Modulate Reaction Selectivity in the Palladium/Norbornene Cooperative Catalysis.Journal of the American Chemical Society · 2020Review
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5 authors.
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Abstract
Fluorine is known to promote ortho-C-H metalation. Based upon this reactivity, we employed an activated norbornene that traps the ortho-palladation intermediate and is then relayed to the meta position, leading to meta-selective C-H arylation of fluoroarenes. Deuterium experiment suggests that this meta-arylation is initiated by ortho C-H activation and the catalytic cycle is terminated by C-2 protonation. A dual-ligand system is crucial for the observed high reactivity and site selectivity. Applying this approach to simple benzene or other arenes also affords arylation products with good yield and site selectivity.
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