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

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 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.

Language: Английский

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Unexpected Inhibition of the Knoevenagel Condensation in Methanol by Iodonium Salt Served as Electrophilic Activator

Journal of Physical Organic Chemistry, Journal Year: 2025, Volume and Issue: 38(3)

Published: Feb. 14, 2025

ABSTRACT Halogen bond donors are recognized as electrophilic catalysts in reactions involving carbonyl compounds. This study describes an unexpected inhibition of the Knoevenagel condensation by catalyst. To elucidate intricacies mechanism, overall reaction order and rate constants were determined using 1 H NMR spectroscopy, further experiments with different nucleophiles conducted. The findings revealed that primary is attributed to a substantial acceleration side aldehyde methanolysis, which hinders formation final alkene product.

Language: Английский

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Re-Evaluating Chalcogen Bonding Trends: Catalytic Performance of Chaclonium(IV) Salts in the Povarov [4+2] Cycloaddition Reaction

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(11), P. 2910 - 2914

Published: Nov. 1, 2024

Language: Английский

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Comparative Study of the Catalytic Activity of Hypervalent Halogen(III) and Chalcogen(IV) Salts in the Imine–Isocyanide Coupling

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(10), P. 2632 - 2637

Published: Oct. 1, 2024

Language: Английский

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