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近年来,手性识别的研究越来越具有重要意义.本文以2,7-二萘酚、氯乙酰氯和S/R-苯乙胺等为原料合成了新型的手性荧光传感器R-2和S-2,并经红外、核磁、质谱表征了它们的结构.通过荧光光谱滴定实验研究了在CH3CN与HEPES(pH=7.27)缓冲溶剂的混合溶液(V∶V=2∶1)中它们与常见手性羧酸阴离子(丙氨酸、苹果酸、酒石酸及其他常见羧酸等)的相互作用及传感性能.结果表明传感器对手性二苯甲酰酒石酸阴离子表现出良好的识别性能,随着二苯甲酰酒石酸的加入,其荧光光谱强度明显降低,Job’s plot实验显示形成了1∶1的络合物.传感器R-2和S-2对二苯甲酰酒石酸阴离子的响应程度不同说明它们对二苯甲酰酒石酸有好的对映选择性识别.
In recent years, the research on chiral recognition has become more and more important.In this paper, a novel chiral fluorescence sensor R-2 was synthesized from 2,7-dinaphthol, chloroacetyl chloride and S / R-phenylethylamine And S-2, and their structures were characterized by IR, NMR and MS spectra.Their fluorescence spectra were titrated experimentally in a mixed solution of CH3CN and HEPES (pH = 7.27) buffer solvent (V: V = 2: 1) With the common chiral carboxylic anions (alanine, malic acid, tartaric acid and other common carboxylic acids, etc.) The results show that the sensor chiral dibenzoyl tartaric anions showed good recognition performance, with With the addition of dibenzoyltartaric acid, the fluorescence intensity was significantly reduced and Job’s plot showed a 1: 1 complex. The response of sensors R-2 and S-2 to dibenzoyltartrate anions differed They have good enantioselective recognition of dibenzoyltartaric acid.