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Article Dans Une Revue Angewandte Chemie International Edition Année : 2021

Chalcogen Bonding Catalysis with Telluronium Cations

Résumé

Chalcogen bonding results from non-covalent interactions occurring between electrodeficient chalcogen atoms and Lewis bases. Among the chalcogens, tellurium is the strongest Lewis acid, but Te-based compounds are scarcely used as organocatalysts. For the first time, telluronium cations demonstrated impressive catalytic properties at low loadings in three benchmark reactions: the Friedel–Crafts bromination of anisole, the bromolactonization of ω-unsaturated carboxylic acids and the aza-Diels–Alder between Danishefsky's diene and imines. The ability of telluronium cations to interact with a Lewis base through chalcogen bonding was demonstrated on the basis of multi-nuclear (17O, 31P, and 125Te) NMR analysis and DFT calculations.
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Dates et versions

hal-03331297 , version 1 (01-09-2021)

Identifiants

Citer

Robin Weiss, Emmanuel Aubert, Patrick Pale, Victor Mamane. Chalcogen Bonding Catalysis with Telluronium Cations. Angewandte Chemie International Edition, 2021, 60 (35), pp.19281-19286. ⟨10.1002/anie.202105482⟩. ⟨hal-03331297⟩
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