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Fluorous‐Phase‐Based Chiral Assay with Circular Dichroism Spectroscopy
Author(s) -
Xiao Meng,
Yu Shanshan,
Chen Liming,
Huang Zeng,
Wen Kaili,
Xu Yimang,
Zhao Feng,
Yu Xiaoqi,
Pu Lin
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601643
Subject(s) - chemistry , circular dichroism , salicylaldehyde , enantiomer , solvent , phase (matter) , chiral derivatizing agent , catalysis , chirality (physics) , spectroscopy , enantiomeric excess , derivative (finance) , amino acid , organic chemistry , chiral column chromatography , vibrational circular dichroism , combinatorial chemistry , enantioselective synthesis , stereochemistry , chiral symmetry , schiff base , nambu–jona lasinio model , physics , biochemistry , quantum mechanics , financial economics , quark , economics
A highly fluorinated molecular probe made of a salicylaldehyde derivative is designed and synthesized for the detection of chiral amines in the fluorous phase. When treated with various chiral amines in a fluorous solvent (perfluorohexyl ethanol), this probe shows intense CD signals at wavelengths greater than 400 nm, which has been used to determine the enantiomeric composition of chiral amines, amino alcohols, and amino acids. This is the first example of CD recognition of chiral compounds that is conducted in the fluorous phase. The approach could greatly reduce the undesired interference in the direct assay of asymmetric reactions and catalytic processes.