Pyrrole-Strapped Calix[4]pyrroles Bearing Pyrene Moiety: Synthesis and Anion Binding Property

摘要

The design and synthesis of neutral anion receptors with high affinity and selectivity for a variety of analyte anions have been a big challenge in supramolecular chemistry. The use of hydrogen bonding interactions as recognition motifs for specific anions has been studied extensively because of the key role of anions in biology as well as in environmental concern. Application of anion receptors in various fileds including ion selective electrodes, fluorescent chemosensors and electrochemical signaling devices, has been received particular interest in recent years. Although hydrogen bonding is weak, non-covalent interactions that are strongly affected by both pH and solvent, they are commonly used as the driving force in anion recognition. However, the effective design of anion receptors is still challenging compared with those of cation receptors. Among the various neutral anion receptors, calix[4]pyrroles have proved as versatile hosts for anions especially for halide anions. We have reported strapped calix[4]pyrroles as new homologues for anion-binding and ion-pair recognition motifs. The calix[4]-pyrroles bearing diametrically crossing strap showed enhanced affinity and selectivity compred with those of unstrapped compounds.