A bidentate Lewis acid with a telluronium ion as an anion-binding site

作者:Zhao Haiyan*; Gabbai Francois P
来源:Nature Chemistry, 2010, 2(11): 984-990.
DOI:10.1038/NCHEM.838

摘要

The search for receptors that can selectively capture small and potentially toxic anions in protic media has sparked a renewed interest in the synthesis and anion-binding properties of polydentate Lewis acids. Seeking new paradigms to enhance the anion affinities of such systems, we synthesized a bidentate Lewis acid that contains a boryl and a telluronium moiety as Lewis acidic sites. Anion-complexation studies indicate that this telluronium borane displays a high affinity for fluoride in methanol. Structural and computational studies show that the unusual fluoride affinity of this bidentate telluronium borane can be correlated with the formation of a B-F -> Te chelate motif supported by a strong lone-pair(F) -> sigma*(Te-C) donor-acceptor interaction. These results, which illustrate the viability of heavier chalcogenium centres as anion-binding sites, allow us to introduce a novel strategy for the design of polydentate Lewis acids with enhanced anion affinities.

  • 出版日期2010-11