光学活性1,1'-联-2-萘酚类合成受体的应用研究新进展  

Recent Progress in the Application of Optically Active 1,1′-Bi-2-naphthol Synthetic Receptors

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作  者:郭志龙[1] 汤立军[1] 魏恭繁[1] 

机构地区:[1]渤海大学化学化工学院辽宁省功能化合物的合成与应用重点实验室,辽宁锦州121013

出  处:《化学与粘合》2011年第2期56-60,共5页Chemistry and Adhesion

基  金:辽宁省教育厅资助项目(编号:2008T002)

摘  要:具有光学活性的1,1'-联-2-萘酚及其衍生物由于其本身具有C2对称轴而具有独特的化学性质和手性诱导功能,且在适合结构基团修饰下能产生很强的荧光,在不对称催化和手性客体的荧光识别等方面得到了广泛的应用。在与手性胺、手性醇、糖类、手性阴离子、手性氨基醇和手性氨基酸等手性化合物作用时,该类受体在不同位点接受客体分子,通过光诱导电子转移(PET)及电子交换能量转移(EET)等引起分子内能级变化,使得所有这些相互作用十分灵敏的在其发光强度和能量上反映出来,用光谱仪可监测到这些变化。综述了近年来光学活性1,1'-联-2-萘酚衍生物在手性客体的识别以及作为人工模拟酶对手性α-氨基酸的构型转换两方面的最新应用研究进展。Optically active BINOL and its derivatives have unique chemical properties and chiral inductive function because of the C2 symmetric axis. When they are introduced into a suitable functional group, they can produce strong fluorescence, so they are widely applied in asynunetric catalytic reactions and fluorescence recognition of chiral object. This kind of compounds can be used as excellent fluorescent chemosensors because of the alteration can be sensitively reflected by their fluorescence intensity. When interacting with different kinds of chiral compounds such as chiral amines, alcohols, saccharides, chiral anions, amino alcohols and amino acids, an intramolecular energy level changes can be produced by photo-in- duced electron transfer (PET) and electronic energy transfer (EET) mechanisms, which can be monitored by fluorescence intensity changes. The recent advances of optically active 1,1′-bi-naphthol derivatives as fluorescent chemosensors for chiral object recognition as well as the application of some 1,1′-bi-naphthol derivatives as artificial enzyme for chiral inversion of α-amino acids are summarized.

关 键 词:1 1′-联-2-萘酚 荧光化学传感器 手性识别 构型转换 

分 类 号:TQ243.13[化学工程—有机化工]

 

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