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A Convenient Fluorescent Method to Simultaneously Determine the Enantiomeric Composition and Concentration of Functional Chiral Amines
Authors:Zeng Huang  Dr Shanshan Yu  Xue Zhao  Kaili Wen  Yimang Xu  Prof?Dr Xiaoqi Yu  Yong Xu  Prof?Dr Lin Pu
Institution:1. Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, 610064 (P. R. China);2. Humanwell Healthcare (Group) Co., Ltd. 666 Gaoxin Road, East High‐Tech Development Zone, Wuhan, Hubei 430075 (P. R. China);3. Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904‐4319 (USA)
Abstract:A 1,1′‐bi‐2‐naphthol (BINOL)‐based chiral aldehyde in combination with ZnII shows a highly enantioselective fluorescent response toward functional chiral amines at λ>500 nm. However, the combination of salicylaldehyde and ZnII gives the same fluorescent enhancement for both enantiomers of a functional chiral amine at λ=447 nm. By using the fluorescent responses of the combination of the BINOL‐based chiral aldehyde, salicylaldehyde and ZnII at the two emission wavelengths, both the concentration and enantiomeric composition of functional chiral amines such as amino alcohols, diamines, and amino acids can be simultaneously determined by a single fluorescent measurement. This work provides a simple and convenient method for chiral assay.
Keywords:amines  binol  chirality  enantioselective fluorescent sensors  zinc
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