ArticleJournal of the American Chemical Society2017
Mechanistic Investigations of the Iron(III)-Catalyzed Carbonyl-Olefin Metathesis Reaction.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.
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Who cites it
28 citing papers in PubMed.
- Carbonyl-Olefin/Alkyne Metathesis Reactions Catalyzed by Bifunctional H-USY Zeolites.Journal of the American Chemical Society · 2025Article
- Theoretical Investigations of Substrate Behavior in FeClACS omega · 2025Article
- Cyclization Strategies in Carbonyl-Olefin Metathesis: An Up-to-Date Review.Molecules (Basel, Switzerland) · 2024Review
- Controlling Catalyst Behavior in Lewis Acid-Catalyzed Carbonyl-Olefin Metathesis.Journal of the American Chemical Society · 2023Article
- ReNeGate: A Reaction Network Graph-Theoretical Tool for Automated Mechanistic Studies in Computational Homogeneous Catalysis.Journal of chemical theory and computation · 2022Article
- Enantioselective Synthesis of Quaternary Oxindoles: Desymmetrizing Staudinger-Aza-Wittig Reaction Enabled by a Bespoke HypPhos Oxide Catalyst.Journal of the American Chemical Society · 2022Article
- Iron-Catalyzed Olefin Metathesis: Recent Theoretical and Experimental Advances.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Review
- Ring-Opening Carbonyl-Olefin Metathesis of Cyclobutenes.ACS catalysis · 2022Article
- Hydrogen Bonding Networks Enable Brønsted Acid-Catalyzed Carbonyl-Olefin Metathesis.Angewandte Chemie (International ed. in English) · 2022Article
- Autonomous Reaction Network Exploration in Homogeneous and Heterogeneous Catalysis.Topics in catalysis · 2022Article
- The Deuterated "Magic Methyl" Group: A Guide to Site-Selective Trideuteromethyl Incorporation and Labeling by Using CDChemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Carbonyl-Olefin Metathesis.Chemical reviews · 2021Review
- Combined Theoretical and Experimental Investigation of Lewis Acid-Carbonyl Interactions for Metathesis.ACS catalysis · 2021Article
- Brønsted-Acid-Catalyzed Intramolecular Carbonyl-Olefin Reactions: Interrupted Metathesis vs Carbonyl-Ene Reaction.The Journal of organic chemistry · 2021Article
- Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy.Journal of visualized experiments : JoVE · 2020Article
- Catalyst Behavior in Metal-Catalyzed Carbonyl-Olefin Metathesis.Journal of the American Chemical Society · 2019Article
- Lewis acid-catalyzed carbonyl-olefin metathesis.Trends in chemistry · 2019Article
- Recent advances in the application of ring-closing metathesis for the synthesis of unsaturated nitrogen heterocycles.Synthesis · 2019Article
- Computational Approach to Molecular Catalysis by 3d Transition Metals: Challenges and Opportunities.Chemical reviews · 2019Article
- Catalytic Carbonyl-Olefin Metathesis of Aliphatic Ketones: Iron(III) Homo-Dimers as Lewis Acidic Superelectrophiles.Journal of the American Chemical Society · 2019Article
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Authors and funding
6 authors.
Funding
Abstract
Iron(III)-catalyzed carbonyl-olefin ring-closing metathesis represents a new approach toward the assembly of molecules traditionally generated by olefin-olefin metathesis or olefination. Herein, we report detailed synthetic, spectroscopic, kinetic, and computational studies to determine the mechanistic features imparted by iron(III), substrate, and temperature to the catalytic cycle. These data are consistent with an iron(III)-mediated asynchronous, concerted [2+2]-cycloaddition to form an intermediate oxetane as the turnover-limiting step. Fragmentation of the oxetane via Lewis acid-activation results in the formation of five- and six-membered unsaturated carbocycles.
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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.