CONDENSATION OF THIOLS WITH AMINO ESTERS AND SYNTHESIS OF PYRIDYL GUANIDINIUM RECEPTORS AS SELF-ASSEMBLING SYSTEMS FOR THE INVESTIGATION OF AMINO ACIDS INTERACTIONS IN BIOLOGICAL SYSTEMS

Abstract

A major part of this thesis comprises synthesis of pyridyl guanidinium carboxylate receptors and investigation of their self-assembling properties. It also describes synthesis of sulfenamides derived from amino esters. Chapter I provides an introduction to supramolecular chemistry, its underlying principles, types of receptors, self-assembling systems, application of supramolecular systems and also brief introduction to organosulfur compounds. Chapter II describes synthesis of pyridyl guanidinium based receptors. Chapter III includes experimental work and spectroscopic data obtained for pyridyl guanidinium based receptors and intermediates involved in their synthesis. Chapter IV describes dimerisation studies of synthesised receptors. Synthesised systems were found to be highly stable dimers in DMSO with dimerisation constants up to 8.1 × 105 M-1 and in 60% H2O/DMSO with a dimerisation constant 24.5 M-1. Chapter V includes synthesis of sulfenyl chlorides and their use in the synthesis of sulfenamides. Spectroscopic data obtained for these compounds is also a part of this chapter. Chapter VI describes general conclusions and future perspectives of the work.