With metal or not? a computationally predicted rule for a dirhodium catalyst in [3+3] cycloadditions of triazole with thiirane
Shijun Li, Xue Li, Hui‐Lin Mo, Lingbo Qu, Donghui Wei, Yu Lan
Abstract
A mixture of pathways including the use of catalyst was proposed for a dirhodium-mediated triazole activation-cycloaddition. This proposal was supported by the results of density functional theory (DFT) calculations, and was indicated to involve a non-catalyzed cleavage of the triazole N-N bond followed by a dirhodium-assisted denitrogenation. Electron-deficient carboxylates were found to be favourable for the rate-determining denitrogenation step.
Topics & Concepts
ThiiraneCatalysisTriazoleChemistryMetalCombinatorial chemistryMedicinal chemistryOrganic chemistryRing (chemistry)Cyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions