Dicationic oligotelluroxane or mononuclear telluronium cation? Elucidation of the true catalytic species and activation mechanism of the benzylic carbon-halogen bond
Koji Takagi, Nao Sakakibara, Shoko Kikkawa, Seiji Tsuzuki
Abstract
The application of diaryltelluronium cations as chalcogen bonding organocatalysts was investigated for the Ritter-like reaction using time-course NMR analysis. The resistance to water of dicationic oligotelluroxanes differed depending on the oligomer chain length and counter anions. The activation mechanism of the substrate was discussed based on DFT calculations.
Topics & Concepts
ChemistryCatalysisOligomerSubstrate (aquarium)Mechanism (biology)ChalcogenHalogenCarbon fibersCounterionReaction mechanismMedicinal chemistryPolymer chemistryComputational chemistryIonOrganic chemistryMaterials scienceAlkylPhilosophyComposite numberEpistemologyGeologyOceanographyComposite materialCrystallography and molecular interactionsOrganometallic Compounds Synthesis and CharacterizationCrystal structures of chemical compounds