Anion binding involving pi-acidic heteroaromatic rings.
Anions are essential species in biological systems and, particularly, in enzyme-substrate recognition. Therefore, the design and preparation of anion receptors is a topical field of supramolecular chemistry. Most host-guest systems successfully developed are based on noncovalent (ionic and hydrogen-bonded) interactions between anions and ammonium-type functionalities or Lewis acid groups. However, since the past 5 years, an alternative route toward the synthesis of efficient anion hosts has emerged, namely, the use of "anion-pi" interactions involving nitrogen-containing electron-deficient aromatic rings, as the result of several favorable theoretical investigations. In this Account, the state of the (new) art in this growing area of anion-binding research is presented and several selected examples from our work and that of other groups will be discussed.
Gamez
Patrick
P
Leiden Institute of Chemistry, The Netherlands.
Mooibroek
Tiddo J
TJ
Teat
Simon J
SJ
Reedijk
Jan
J
D000838:Anions / Q000737:chemistry*; D001665:Binding Sites; D004583:Electrons; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D018716:Molecular Mimicry; D009584:Nitrogen
D000838:Anions; D006571:Heterocyclic Compounds; D006841:Hydrocarbons, Aromatic; D009584:Nitrogen