Anion receptors based on symmetrically tetrasubstituted calix[4]arenes

The submitted Ph.D. thesis concerns anion receptors based on symmetrically tetrasubstituted cone calixf4]arenes. These receptors are easily synthesized and display sufficient water solubility to function as receptors for tetrahedral oxoanions. The thesis starts with a brief survey of literature on calix[4larene anion receptors and sensors. The theoretical part of the thesis deals with a stereochemical investigation of calixf4]arenes from the Cambridge Structural Database (CSD) with emphasis on the influence of inter- and/or intramolecular interactions on the geometry and rigidity of the calix[4]arene scaffold. In order to describe the geometry of the calixf4]arene moiety, it was necessary to introduce new stereochemical parameters cr, B and 5. The utility of these parameters in evaluating the geometry of the calixf4]arene base frame was confirmed. The stereochemical investigation formed the basis for design of new potential anion receptors based on symmetric al ly tetrasub stituted c o n e calixl4 ] arene s. The experimental part of this work started with synthesis of symmetrically tetrasubstituted calixf4]arene derivatives containing 1-propoxy groups at the lower rim and synthesis of calixf4]arene derivatives with carboxymethoxy groups at the lower rim and enhanced water solubility. Identity and..