Design And Synthesis Of Salicylaldehyde Derivatives For Anion Recognition

Research on anion recognition has been highly recognized all over the world because of its important role in a wide range of chemical and biological processes. The key for anion recognition is to design rational host molecules, which consist of a receptor/receptors and a reporter/reporters. When the anion combinds with the receptor, the microenvironment of the reporter will be changed, which might lead to spectral change in absorption spectrum or fluorescence spectrum, and realizes optical sensing.A series of hosts, salicylaldehyde derivatives, were synthesized, and the interaction between hosts and anions was investigated via UV-VIS spectrophotometry and fluorescence spectrophotometry. This thesis consists of three chapters as follows:In Chapter One, the development of anion recognition in the past few years was briefly reviewed, including the concept of molecule recognition, structure and type of the sensors, significance and present situation of research on anion recognition, structural characteristics of anion receptors and their interaction with anoins.In Chapter Two, a series of salicylaldehyde derivatives were synthesized and characterized by ¹H NMR. Their interaction with anions was studied by UV-Vis titration, fluorescence titration and NMR titration.In Chapter Three, metal complex was applied to anion recognition. Salicylaldehyde-benzoyl hydrazine (DMABHBH) has great affinity to cations due to its multiple binding sites. The interaction between DMABHBH and cations was investigated via UV-Vis titration and fluorescence titration, and and its complexation with Zn²⁺ was selected as a metal complex host for recognition of anions. Complex DMABHBH-Zn has been proved to have strong interaction with oxyanions. Their bonding mechanism is under investigation.