Organotin-based receptors for anions and ion pairs

Chem Commun (Camb). 2017 Jul 18;53(58):8122-8135. doi: 10.1039/c7cc02667f.

Abstract

The field of anion recognition has developed into an area of tremendous significance over the recent decades due to the role of anions in biological and environmental systems, contributing significantly to the more general domain of supramolecular chemistry. So far, a number of receptors have been designed for anion recognition, synthesized and evaluated, most involving hydrogen bonding donors (urea, amide, pyrrole, imidazolium and hydroxyl groups), π-acidic aryl rings, Lewis acidic metals (boron, tin, aluminium, mercury and uranium) and positively charged polyammonium moieties. With the rapid progress in this field, the role of counterions in modulating the binding strength and selectivity of a specific ion has been recognized, leading to the design and discovery of more robust ion pair receptors. Among various recognition strategies that are presently available for anions and ion pairs, the development of Lewis acidic element-based receptors offers an attractive alternative to the hydrogen bond donor-based receptors, by which both anion and Lewis base recognition can be achieved. Consequently, researchers have focused a great deal of attention on such receptors and this sub-branch of recognition chemistry is expanding rapidly. In recent years, the desired selectivity and binding strength have been achieved for various anions by tuning the Lewis acidity through variation of substituents about the metal center. The easy access, rich molecular diversity and strong Lewis acidity of organotin compounds led to the development of organotin-based molecular receptors for anions and ion pairs. This feature article highlights the advances in the design, synthesis and applications of organotin-based receptors, mainly focusing on our group's contributions.