ArticleAngewandte Chemie (International ed. in English)2014
Iron porphyrin carbenes as catalytic intermediates: structures, Mössbauer and NMR spectroscopic properties, and bonding.
Article in Angewandte Chemie (International ed. in English), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed, 70 citations in OpenAlex.
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- Stereodivergent Synthesis of Pyridyl Cyclopropanes via Enzymatic Activation of Pyridotriazoles.Journal of the American Chemical Society · 2024Article
- Mechanistic manifold in a hemoprotein-catalyzed cyclopropanation reaction with diazoketone.Nature communications · 2023Article
- Role of mutations in a chemoenzymatic enantiodivergent C(spChemical science · 2023Article
- Carbene Radicals in Transition-Metal-Catalyzed Reactions.ACS catalysis · 2023Review
- High Magnetic Anisotropy of a Square-Planar Iron-Carbene Complex.Inorganic chemistry · 2021Article
- Origin and Control of Chemoselectivity in CytochromeJournal of the American Chemical Society · 2021Article
- Insight into the preferential N-bindingDalton transactions (Cambridge, England : 2003) · 2021Article
- An In-Depth Computational Study of Alkene Cyclopropanation Catalyzed by Fe(porphyrin)(OCHInorganic chemistry · 2020Article
- Stable group 8 metal porphyrin mono- and bis(dialkylcarbene) complexes: synthesis, characterization, and catalytic activity.Chemical science · 2020Article
- A Chiral Macrocyclic Tetra-N-Heterocyclic Carbene Yields an "All Carbene" Iron Alkylidene Complex.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- A Continuing Career in Biocatalysis: Frances H. Arnold.ACS catalysis · 2019Article
- Article
- [FeFe]-Hydrogenase Mimic Employing κEuropean journal of inorganic chemistry · 2019Article
- Engineered CytochromeSynlett : accounts and rapid communications in synthetic organic chemistry · 2019Article
- Origin of high stereocontrol in olefin cyclopropanation catalyzed by an engineered carbene transferase.ACS catalysis · 2019Article
- Catalytic iron-carbene intermediate revealed in a cytochromeProceedings of the National Academy of Sciences of the United States of America · 2018Article
- Cyclopropanations via Heme Carbenes: Basic Mechanism and Effects of Carbene Substituent, Protein Axial Ligand, and Porphyrin Substitution.Journal of the American Chemical Society · 2018Article
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Authors and funding
6 authors at 3 institutions in 1 country.
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Abstract
Iron porphyrin carbenes (IPCs) are thought to be intermediates involved in the metabolism of various xenobiotics by cytochrome P450, as well as in chemical reactions catalyzed by metalloporphyrins and engineered P450s. While early work proposed IPCs to contain Fe(II), more recent work invokes a double-bond description of the iron-carbon bond, similar to that found in Fe(IV) porphyrin oxenes. Reported herein is the first quantum chemical investigation of IPC Mössbauer and NMR spectroscopic properties, as well as their electronic structures, together with comparisons to ferrous heme proteins and an Fe(IV) oxene model. The results provide the first accurate predictions of the experimental spectroscopic observables as well as the first theoretical explanation of their electrophilic nature, as deduced from experiment. The preferred resonance structure is Fe(II)←{:C(X)Y}(0) and not Fe(IV)={C(X)Y}(2-), a result that will facilitate research on IPC reactivities in various chemical and biochemical systems.
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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.