ArticleThe Journal of organic chemistry2021
Catalysis by Bidentate Iodine(III)-Based Halogen Donors: Surpassing the Activity of Strong Lewis Acids.
Article in The Journal of organic chemistry, 2021. 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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16 citing papers in PubMed, 72 citations in OpenAlex.
- Polarity‑controlled Lewis acid catalysis in the Diels-Alder reaction of cyclopentadiene and acrolein: a DFT and global electron density transfer (GEDT) analysis of BFJournal of molecular modeling · 2026Article
- Mechanism and Origin of Regioselectivity in the Phosphine-Catalyzed Heine Reaction.The Journal of organic chemistry · 2025Article
- Transition-state aromaticity and its relationship with reactivity in pericyclic reactions.Beilstein journal of organic chemistry · 2025Article
- Origin of the Felkin-Anh(-Eisenstein) model: a quantitative rationalization of a seminal concept.Chemical science · 2024Article
- Mechanistic Insights into the DABCO-Catalyzed Cloke-Wilson Rearrangement: A DFT Perspective.The Journal of organic chemistry · 2023Article
- Unraveling the Bürgi-Dunitz Angle with Precision: The Power of a Two-Dimensional Energy Decomposition Analysis.Journal of chemical theory and computation · 2023Article
- Lewis Acid-Catalyzed Carbonyl-Ene Reaction: Interplay between Aromaticity, Synchronicity, and Pauli Repulsion.The Journal of organic chemistry · 2023Article
- Cyclic Homo- and Heterohalogen Di-λJournal of the American Chemical Society · 2023Article
- Unravelling the Mechanism and Governing Factors in Lewis Acid and Non-Covalent Diels-Alder Catalysis: Different Perspectives.International journal of molecular sciences · 2023Article
- ηChemistry, an Asian journal · 2023Article
- Recent Progress in Cyclic Aryliodonium Chemistry: Syntheses and Applications.Chemical reviews · 2023Review
- Computational Study on the Co-Mediated Intramolecular Pauson-Khand Reaction of Fluorinated and ChiralOrganometallics · 2022Article
- Origin of Catalysis and Selectivity in Lewis Acid-Promoted Diels-Alder Reactions Involving Vinylazaarenes as Dienophiles.The Journal of organic chemistry · 2022Article
- How Ionization Catalyzes Diels-Alder Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Origin of asynchronicity in Diels-Alder reactions.Physical chemistry chemical physics : PCCP · 2021Article
- Chemical reactivity from an activation strain perspective.Chemical communications (Cambridge, England) · 2021Review
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The poorly understood mode of activation and catalysis of bidentate iodine(III)-based halogen donors have been quantitatively explored in detail by means of state-of-the-art computational methods. To this end, the uncatalyzed Diels-Alder cycloaddition reaction between cyclohexadiene and methyl vinyl ketone is compared to the analogous process mediated by a bidentate iodine(III)-organocatalyst and by related, highly active iodine(I) species. It is found that the bidentate iodine(III)-catalyst accelerates the cycloaddition by lowering the reaction barrier up to 10 kcal mol
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