NDLI: Anion capture and sensing with cationic boranes : on the synergy of Coulombic effects and onium ion-centred Lewis acidity

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Leamer, Lauren A. Zhao, Haiyan Gabbaï, François P.
Description	Author Affiliation: Zhao H ( Department of Chemistry, Texas A&M University, College Station, Texas 77843, USA.)
Abstract	Stimulated by the growing importance and recognized toxicity of anions such as fluoride, cyanide and azides , we have, in the past few years, developed a family of Lewis acidic triarylboranes that can be used for the complexation of these anions in organic and protic solvents , including water . A central aspect of our approach lies in the decoration of the boranes with peripheral ammonium, phosphonium, sulfonium stibonium or telluronium groups. The presence of these cationic groups provides a Coulombic drive for the capture of the anion, leading to boranes that can be used in aqueous solutions where anion hydration and/or protonation are usually competitive. The anion affinity of these boranes can be markedly enhanced by narrowing the separation between the anion binding site (i.e. the boron atom) and the onium ion. In such systems, the latent Lewis acidity of the onium ion also plays a role as manifested by the formation of B–X→E (E = P, S, Sb, or Te; X = F, CN or $N_{3})$ chelate motifs that provide additional stability to the resulting complexes. These effects, which are maximum in stibonium and telluronium boranes , show that the Lewis acidity of heavy onium ions can be exploited for anion coordination and capture. The significance of these advances is illustrated by the development of applications in anion sensing, fluorination chemistry and $^{18}F$ radiolabeling for positron emission tomography.
ISSN	14779226
Issue Number	23
Volume Number	42
e-ISSN	13645447
Journal	Dalton Trans.
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2013-06-21
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Boranes Chemistry Lewis Acids Models, Chemical Onium Compounds Anions Binding Sites Cations Journal Article Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S.
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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