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A Convenient Fluorescent Method to Simultaneously Determine the Enantiomeric Composition and Concentration of Functional Chiral Amines
Author(s) -
Huang Zeng,
Yu Shanshan,
Zhao Xue,
Wen Kaili,
Xu Yimang,
Yu Xiaoqi,
Xu Yong,
Pu Lin
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405143
Subject(s) - salicylaldehyde , enantiomer , fluorescence , enantioselective synthesis , aldehyde , amine gas treating , chemistry , amino acid , combinatorial chemistry , organic chemistry , stereochemistry , catalysis , schiff base , biochemistry , physics , quantum mechanics
A 1,1′‐bi‐2‐naphthol (BINOL)‐based chiral aldehyde in combination with Zn II shows a highly enantioselective fluorescent response toward functional chiral amines at λ >500 nm. However, the combination of salicylaldehyde and Zn II 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 Zn II 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.