Halonium and Chalconium Salt-Catalyzed Schiff Condensation: Kinetics and DFT Insights into Organocatalyst Activity Parameters

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Chalconium and halonium salts catalyze Schiff condensation. Kinetic data DFT calculations show that the catalytic activity correlates with maximum electrostatic potential on σ-holes, whereas other factors are less significant.

Язык: Английский

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A Hexavalent Tellurium-Based Chalcogen Bonding Catalysis Platform: High Catalytic Activity and Controlling of Selectivity

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Янв. 13, 2025

Herein, we describe a hexavalent tellurium-based chalcogen bonding catalysis platform capable of addressing reactivity and selectivity issues. This research demonstrates that tellurium salts can serve as class highly active catalysts for the first time. The centers in these have only one exposed interaction site, thus providing favorable condition controlling reaction selectivity. advantages were demonstrated by their remarkable catalytic activity cyanidation difluorocyclopropenes through C-F bond activation, which otherwise low reactive under strong Lewis acids or inaccessible representative divalent/tetravalent donors. catalyst was further highlighted its capability to address previously unresolved problem associated with acid approach, upon using some less silyl enol ethers nucleophiles functionalization difluorocyclopropenes. generality this versatile application different systems. differentiate two similar free OH groups glycosyl acceptors achieve excellent regio- stereoselectivity synthesis disaccharides, tetravalent gave Mechanistic investigation suggests catalyst-glycosyl donor-acceptor ternary supramolecular complex is operative.

Язык: Английский

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Influence of 2,1,3-pyrazinochalcogenadiazoles structure on their dimerization via chalcogen bonding (chalcogen = S, Se, Te)

Computational and Theoretical Chemistry, Год журнала: 2024, Номер 1242, С. 114984 - 114984

Опубликована: Ноя. 9, 2024

Язык: Английский

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<i>N</i>‐Oxide‐Catalyzed Six‐Membered Ring Bromo‐etherification of ε‐Alkenyl Alcohols

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 4, 2024

Abstract A six‐membered ring bromo‐etherification of ϵ‐alkenyl alcohols using an N ‐oxide catalyst was developed to furnish 2‐bromomethyl‐6‐substituted tetrahydropyrans with cis ‐selectivity and 3‐bromomethyl isochromans in high yields. DFT calculations indicate that the NMO enhances electrophilicity bromine atom on NBS via two hydrogen‐bonding interactions after formation NMO‐NBS complex.

Язык: Английский

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Recent advances in the electrophilic halogenation of aromatic compounds using N-halosuccinimides (NXS)

Tetrahedron Letters, Год журнала: 2024, Номер unknown, С. 155419 - 155419

Опубликована: Дек. 1, 2024

Язык: Английский

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