Study On Synthesis And Recognition Properties Of Chiral Molecules Containing Fluorene Motif

The synthesis and identification of chiral compounds plays a crucial role in medicinal chemistry,food engineering,biomedical,diagnostics and materials science.Therefore,it is of great significance to establish a simple,fast and accurate chiral recognition method.In this paper,a class of chemical sensors based on chiral oxazoline pendant ruthenium-containing functional groups were synthesized,and their recognition properties and mechanisms for anions,metal ions and chiral enantiomers were studied.Then,a novel grafted chiral polymer was prepared and characterized by polymerization.The recognition behavior of different metal ions and chiral enantiomers was investigated as a fluorescent chemical sensor.An optically active poly 9,9-dipropynylfluorene electrochemical sensor was also constructed in this paper.Its ability to recognize various chiral enantiomers was investigated,and its recognition with tartaric acid enantiomers was studied effect.details as follows:Three kinds of chemical sensors 1a,1b and 1c based on chiral oxazoline side group yttrium-containing functional groups were designed and synthesized.The study found that compound 1a has a good UV-selective recognition of I^-ions;Compound 1a has obvious fluorescence recognition ability for Ni²⁺and Cu²⁺,and Ni²⁺significantly enhances the fluorescence intensity of compound 1a,but Cu²⁺causes fluorescence quenching;Moreover,the synergistic effect of compound 1a in Cu²⁺showed a good discrimination effect on the pair of enantiomers of phenylglycine,and the ef value was as high as 3.6.It was found that compound 1b selectively recognizes the chiral enantiomers of phenylglycine and prolinol,and the fluorescence of the compound is significantly enhanced after the addition of these chiral enantiomers.The study found that compound 1c has obvious fluorescence recognition ability for Li⁺and Cu²⁺,and Li⁺significantly enhances the fluorescence intensity of compound 1c,but Cu²⁺causes fluorescence quenching;Moreover,the synergistic effect of compound 1c on Cu²⁺showed a good selective recognition effect on the enantiomer of camphorsulfonic acid,and the ef value was as high as 78.Using?S?-PDMPD-CuCl as a chiral catalyst to catalyze the coupling of achiral monomer DODH to obtain Poly-?S?-DODH,followed by DBU as initiator in the case of containing terminal hydroxyl groups.ploy-?S?-DODH grafted polylactic acid chain to obtain polymer optically Poly-?S?-DODH-LLA with high optical activity,characterized by ¹H NMR,Infrared Spectroscopy?IR?and circular dichroism?CD?The structure and chiral nature of the polymer.It exhibits good fluorescence recognition for Cu²⁺and pyroglutamic acid enantiomers.Catalytic coupling of?S?-2-?9H-indol-2-yl?-4-tert-butyl-4,5-dihydrooxazoline??S?-DTDH?with TMED-CuCl as catalyst The chiral helical polymer Poly[?S?-DTDH]with high stereoregularity was obtained by polymerization,and a novel chiral electrode Poly[?S?-DTDH]/GCE was constructed on the modified glassy carbon electrode,which passed CV and DPV.The difference in current response was found to have good chiral recognition ability for D-/L-tartaric acid,and various experimental influencing factors were deeply studied,and the best test parameters and conditions were obtained.