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Chiral Recognition of Carboxylic Acids by Chiral Nitrogen Containing Calix[4]arene
Author(s) -
Zheng YanSong,
Xiao Qin
Publication year - 2005
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200591289
Subject(s) - chemistry , mandelic acid , enantiomer , yield (engineering) , nitrogen , calixarene , chiral derivatizing agent , carboxylic acid , organic chemistry , stereochemistry , combinatorial chemistry , chiral column chromatography , molecule , metallurgy , materials science
Chiral nitrogen‐containing calix[4]arene was easily synthesized by the reaction of 25,27‐di(2‐bromoethoxy)‐26,28‐dihydroxy‐5,11,17,23‐tetrakis( t ‐butyl)calix[4]arene with S ‐((−)‐1‐phenylethylamine in excellent yield, and showed good ability to recognize the enantiomers of mandelic acid and 2,3‐dibenzoyltartaric acid. This finding has potential application to assay and separation of enantiomers of the carboxylic acids.