The Design,Synthesis And Fluorescence Sensing Properties Of Several Binol Derivatives

For a long time,the fluorescence analysis method has received extensive attention due to its simple operation,high sensitivity and high selectivity.In this thesis,Binol is used as the basic framework to design and synthesize several fluorescent probes.The main content includes the following parts:In the first chapter,we introduce and summarize the basic structure of fluorescent probes and several common mechanisms.Further,we summarize the fluorescent probes for detecting Cys and Diethyl chlorophosphite（DCP）,and somes coumarin derivatives as fluorescent probes in recent years.In the second chapter,we designed and synthesized the probes W₁ and W₂ using the Binol skeleton as the raw material.After introducing the benzothiazole group to Binol framework,the fluorescence property of Binol was effectively improved,and W₁ and W₂ can detect DCP with high sensitivity and selectivity.We further studied the recognition mechanism of DCP with probes W₁ and W₂ through nuclear magnetic experiments,and functional theory calculation.In the third chapter,based on the probe W₁,probe W₃ was synthesized by introducing an acryloyl group for Cys detection.The detection limit of the probe W₃ for Cys was as low as 2.54×10-5 M.The study of the reaction mechanism of probe W₃ with Cys showed that Cys removed the acryloyl group from W₃ to generate a seven-membered ring compound.We found the existence of the seven-membered ring compound in the mass spectrum and nuclear magnetic spectrum,which is consistent with the literature report.In chapter 4,we designed and synthesized three Binol and coumarin hybrid derivatives W₄,W₅ and W6.The functional theory by using gaussian software was used to study its mechanism,and demonstrated the possibility of detecting DCP.