Chiral Guest Molecules Induce Chiral Electrochemiluminescence Sensor Of Benzouri

The synthesis and application of novel macrocyclic compounds has always been a research hotspot in the supramolecular field.In this work,the novel macrocyclic compounds benzo[3]uril（BU[3],methyl substitution）can be obtained through a simple synthesis step,and the single crystal X-ray diffraction pattern of BU[3]has been successfully obtained for the first time,and the structure is different from that of our pioneer work.The change of the bridge position of the monomer shows that it is a bowl structure with large upper opening.In addition,nuclear magnetic（NMR）and high resolution mass spectrometry（HRMS）were used to determine the proposed structures,and the optical properties of BU[3]were briefly investigated by fluorescence and ultraviolet spectra.The cavity environment of BU[3]was investigated by calculating the charge distribution,and further properties were discussed.Based on the concept of supramolecules,a new strategy of chiral amplification caused by the interaction of host and guest is used to try to form a new chiral microenvironment through the encapsulation of chiral small molecules by a novel non-chiral macrocyclic compound BU[3].Firstly,some guest amino acids were screened by fluorescence spectrum analysis of the interaction intensity of host and guest,among which L-cysteamine hydrochloride（L-Cys·H）could be used as a suitable guest molecule.The interaction mode and interaction ratio of host and guest amino acids were discussed by means of ultraviolet spectrum,nuclear magnetic hydrogen spectrum,infrared spectrum and high resolution mass spectrometry.Then the formation of chiral microenvironment was verified by circular dichroism spectra,and the chiral supramolecular assembly which can be used as sensor materials was obtained.Later,we modified the new chiral composite material on the electrode to explore the relevant electrochemical properties,and the results showed excellent electrochemical ability,providing a new possibility for supramolecular strategy.An attempt was made to apply the above chiral composites to the electrochemical luminescence system,and it was found that with the formation of supramolecular complexes of BU[3]and L-Cys·H,the electrochemical luminescence characteristics of BU[3]were enhanced.Therefore,a super-sensitive chiral electrochemical luminescence sensor was constructed based on this complex chiral material,and it was attempted to identify penicillamine（PA）enantiomers.The results show that the sensor has high selectivity and sensitivity to L-PA in penicillamine enantiomer through selective competition of chiral objects,the detection limit can be as low as 1×10^-12mol·L^-1,and has a wide linear range of 1×10^-5-1×10^-10 mol·L^-1,and shows no obvious electrochemical luminescence response to D-PA.The sensor has high stability,good reproducibility,strong anti-interference ability,acceptable recovery rate,and has great potential for quantitative detection of L-PA in water environment.