1,2,3-Triazole-strapped calix[4]pyrrole: a new membrane transporter for chloride

摘要

A new triazole-strapped calix[4]pyrrole synthesised via 'click' chemistry shows high affinity for chloride and lipid bilayer chloride transport properties.rnCalix[4]pyrroles such as meso-octamethylcalix[4]pyrrole 1 have been extensively studied as anion and ion-pair receptors over recent years. Subsequently 'strapped' calix[4]pyrroles, pioneered by Lee and Sessler, have been synthesised that contain a single linker between distal meso-positions. These compounds have increased affinity for anions relative to the parent macrocycle. Recently there has been increased interest in CH hydrogen bond donors and in particular in the use of 1,2,3-triazoles formed via 'click' chemistry as hydrogen bond donor groups for anion complexation. We decided to use 'click' chemistry to introduce a triazole strap into a calix[4]pyrrole and measure the anion binding and transport properties of the resulting hybrid pyrrole-triazole anion receptor 2.