ArticleAngewandte Chemie (International ed. in English)2016
DNA-Accelerated Catalysis of Carbene-Transfer Reactions by a DNA/Cationic Iron Porphyrin Hybrid.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Recent Synthetic Advances on the Use of Diazo Compounds Catalyzed by Metalloporphyrins.Molecules (Basel, Switzerland) · 2023Review
- New Benchmark in DNA-Based Asymmetric Catalysis: Prevalence of Modified DNA/RNA Hybrid Systems.JACS Au · 2022Article
- Organometallic catalysis in aqueous and biological environments: harnessing the power of metal carbenes.Chemical science · 2022Review
- Controllable stereoinversion in DNA-catalyzed olefin cyclopropanationChemical science · 2021Article
- Recent Advances in Asymmetric Iron Catalysis.Molecules (Basel, Switzerland) · 2020Review
- Covalently Functionalized DNA Duplexes and Quadruplexes as Hybrid Catalysts in an Enantioselective Friedel-Crafts Reaction.Molecules (Basel, Switzerland) · 2020Article
- Heteroleptic Coordination Environments in Metal-Mediated DNA G-Quadruplexes.Frontiers in chemistry · 2020Article
- DNA G-Quadruplexes Activate Heme for Robust Catalysis of Carbene Transfer Reactions.ACS omega · 2019Article
- Bioorthogonal Metalloporphyrin-Catalyzed Selective Methionine Alkylation in the Lanthipeptide Nisin.Chembiochem : a European journal of chemical biology · 2019Article
- Myoglobin-Catalyzed C-H Functionalization of Unprotected Indoles.Angewandte Chemie (International ed. in English) · 2018Article
- Chemoselective Cyclopropanation over Carbene Y-H Insertion Catalyzed by an Engineered Carbene Transferase.The Journal of organic chemistry · 2018Article
- Carbene Transfer Reactions Catalysed by Dyes of the Metalloporphyrin Group.Molecules (Basel, Switzerland) · 2018Review
- Metal Substitution Modulates the Reactivity and Extends the Reaction Scope of Myoglobin Carbene Transfer Catalysts.Advanced synthesis & catalysis · 2017Article
- Highly Diastereo- and Enantioselective Synthesis of Trifluoromethyl-Substituted Cyclopropanes via Myoglobin-Catalyzed Transfer of Trifluoromethylcarbene.Journal of the American Chemical Society · 2017Article
- Stereoselective olefin cyclopropanation under aerobic conditions with an artificial enzyme incorporating an iron-chlorin e6 cofactor.ACS catalysis · 2017Article
- DNA-Accelerated Catalysis of Carbene-Transfer Reactions by a DNA/Cationic Iron Porphyrin Hybrid.Angewandte Chemie (International ed. in English) · 2016Article
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4 authors.
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Abstract
A novel DNA-based hybrid catalyst comprised of salmon testes DNA and an iron(III) complex of a cationic meso-tetrakis(N-alkylpyridyl)porphyrin was developed. When the N-methyl substituents were placed at the ortho position with respect to the porphyrin ring, high reactivity in catalytic carbene-transfer reactions was observed under mild conditions, as demonstrated in the catalytic enantioselective cyclopropanation of styrene derivatives with ethyl diazoacetate (EDA) as the carbene precursor. A remarkable feature of this catalytic system is the large DNA-induced rate acceleration observed in this reaction and the related dimerization of EDA. It is proposed that high effective molarity of all components of the reaction in or near the DNA is one of the key contributors to this unique reactivity. This study demonstrates that the concept of DNA-based asymmetric catalysis can be expanded into the realm of organometallic chemistry.
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