The Design,Synthesis And Properties Of Fluorescent Probes For Metal Ion Based On BINOL Derivatives

Fluorescent probes are widely used as powerful tools to spy on molecular recognition events owing to their high sensitivity, selectivity, versatility and relatively simple handling. The design of an efficient fluorescent probe for specific analyte has received a growing attention. In this dissertation, we present the design, synthesis and characterization of five new metal ion fluorescent probes L1-L5 based on BINOL scaffold. The full dissertation is composed of three chapters:In chapter one, we simply introduce the background of this work, such as the structure of fluorescent probe, various fluorescent sensing mechanisms and research of fluorescent probe based on BINOLIn chapter two, we design and synthesize a simply and highly selective "turn-on" type fluorescent probe L1 for Hg2+ based on chiral BINOL-Schiff's base ligand. About a 37.1-fold increase in fluorescence emission intensity is observed upon binding Hg2+ in CH3CN. The high emission selectivity of L1 to Hg2+ is simply driven by the selective formation of 1:2 complex.In chapter three, a series of novel fluorescent probes L2-L5 based on BINOL-amino acid were designed and synthesized. All probes exhibit high selectivity and sensitivity for recognizing Al3+ ion in methanol. Moreover, we find that the fluorescence behaviour of L5 toward Al3+ was found to be strongly dependent on the nature of the employed medium. In CH3OH, L5 showed a single-channel fluorescent sensor for Al3+ and instead an efficient dual-channel fluorescence-enhanced probe in aqueous solution, which was due to the cooperative recognition assisted by H2O.