Weiss Robin, Aubert Emmanuel, Pale Patrick, Mamane Victor
LASYROC, UMR 7177, University of Strasbourg, 1 Rue Blaise Pascal, 67000, Strasbourg, France.
CRM2, University of Lorraine, BP 70239, Boulevard des Aiguillettes, 54506, Vandoeuvre-lès-Nancy, France.
Angew Chem Int Ed Engl. 2021 Aug 23;60(35):19281-19286. doi: 10.1002/anie.202105482. Epub 2021 Jul 20.
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 ( O, P, and Te) NMR analysis and DFT calculations.
硫属元素键合源于缺电子硫属元素原子与路易斯碱之间发生的非共价相互作用。在硫属元素中，碲是最强的路易斯酸，但基于碲的化合物很少用作有机催化剂。碲鎓阳离子首次在三个基准反应中在低负载量下展现出令人印象深刻的催化性能：茴香醚的傅克溴化反应、ω-不饱和羧酸的溴内酯化反应以及达尼谢夫斯基双烯与亚胺之间的氮杂狄尔斯-阿尔德反应。基于多核（O、P和Te）核磁共振分析和密度泛函理论计算，证明了碲鎓阳离子通过硫属元素键合与路易斯碱相互作用的能力。
