ArticleJournal of the American Chemical Society2014
Direct observation of a nonheme iron(IV)-oxo complex that mediates aromatic C-F hydroxylation.
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 21 papers.
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Who cites it
21 citing papers in PubMed.
- High-Valent Late Transition Metal-Oxo Complexes: Breaking Boundaries at the Oxo Wall and Beyond.Chemical reviews · 2026Review
- Million-Fold Activation of C-H Bonds by Fluorinated Nonheme FeACS catalysis · 2025Article
- Electronic Modification of a Reduced Mononuclear Nonheme Iron Nitrosyl Complex Leads to HNO Release.Journal of the American Chemical Society · 2025Article
- A 5,000-fold increase in the HAT reactivity of a nonheme FeProceedings of the National Academy of Sciences of the United States of America · 2025Article
- Catalytic divergencies in the mechanism of L-arginine hydroxylating nonheme iron enzymes.Frontiers in chemistry · 2024Review
- Aromatic and aliphatic hydrocarbon hydroxylationDalton transactions (Cambridge, England : 2003) · 2023Article
- Unmasking Steps in Intramolecular Aromatic Hydroxylation by a Synthetic Nonheme Oxoiron(IV) Complex.Angewandte Chemie (International ed. in English) · 2021Article
- Combined Experimental and Theoretical Study of the Competitive Absorption of COACS sustainable chemistry & engineering · 2021Article
- Carbon-fluorine bond cleavage mediated by metalloenzymes.Chemical Society reviews · 2020Review
- Epoxidation Catalyzed by the Nonheme Iron(II)- and 2-Oxoglutarate-Dependent Oxygenase, AsqJ: Mechanistic Elucidation of Oxygen Atom Transfer by a Ferryl Intermediate.Journal of the American Chemical Society · 2020Article
- Biocatalytic Carbon-Hydrogen and Carbon-Fluorine Bond Cleavage through Hydroxylation Promoted by a Histidyl-Ligated Heme Enzyme.ACS catalysis · 2019Article
- Heme and Nonheme High-Valent Iron and Manganese Oxo Cores in Biological and Abiological Oxidation Reactions.ACS central science · 2019Review
- Advances in Sustainable Catalysis: A Computational Perspective.Frontiers in chemistry · 2019Review
- Selective C-H halogenation over hydroxylation by non-heme iron(iv)-oxo.Chemical science · 2018Article
- Cleavage of a carbon-fluorine bond by an engineered cysteine dioxygenase.Nature chemical biology · 2018Article
- Selectivity of C-H versus C-F Bond Oxygenation by Homo- and Heterometallic FeChemistry (Weinheim an der Bergstrasse, Germany) · 2017Article
- Intramolecular C-H and C-F Bond Oxygenation by Site-Differentiated Tetranuclear Manganese Models of the OEC.Inorganic chemistry · 2017Article
- Metal-Assisted Oxo Atom Addition to an Fe(III) Thiolate.Journal of the American Chemical Society · 2017Article
- Manganese(II) complexes with Bn-tpen as powerful catalysts of cyclohexene oxidation.Chemicke zvesti · 2017Article
- Aromatic C-F Hydroxylation by Nonheme Iron(IV)-Oxo Complexes: Structural, Spectroscopic, and Mechanistic Investigations.Journal of the American Chemical Society · 2016Article
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9 authors.
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Abstract
The synthesis of a pentadentate ligand with strategically designed fluorinated arene groups in the second coordination sphere of a nonheme iron center is reported. The oxidatively resistant fluorine substituents allow for the trapping and characterization of an Fe(IV)(O) complex at -20 °C. Upon warming of the Fe(IV)(O) complex, an unprecedented arene C-F hydroxylation reaction occurs. Computational studies support the finding that substrate orientation is a critical factor in the observed reactivity. This work not only gives rare direct evidence for the participation of an Fe(IV)(O) species in arene hydroxylation but also provides the first example of a high-valent iron-oxo complex that mediates aromatic C-F hydroxylation.
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