Jozef Hodyl PhD Thesis - Theses - Flinders University

first generation water soluble ionic receptor ligands are the trimethylammoniumappended (S)-tmappc12, 27 and sulfonated (S)-stmppc12, 28. 12827 28It was demonstrated that anion binding properties for the cationic receptor[Cd(27)] 6+ firstly investigated in DMSO were retained in water. Anionic, hydrophilicsulfonated [Cd(28)] 2- exhibited greater water solubility, but, predictably, its anionbinding capability was much weaker due to charge repulsion effects. 128The success gained with the first generation, four-walled receptors, as hostcompounds for inclusion of aromatic anionic species such as benzoates, phenolatesand amino acids has prefaced design and synthesis of hetero-N-substituted cyclenderivatives, for example 29, which has as one of the pendant arms an anthracenemoiety capable of signalling the entry of a guest molecule through changes in itsfluorescence. This allows the host to act as a sensor. 1292924