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Capillary GC using pyridyl β‐cyclodextrin stationary phase
Author(s) -
Shen Gangyi,
Cui Jian,
Yang Xinling,
Ling Yun
Publication year - 2009
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200800477
Subject(s) - stereocenter , chemistry , cyclodextrin , derivative (finance) , structural isomer , enantiomer , beta (programming language) , chromatography , hydrogen bond , phase (matter) , stereochemistry , organic chemistry , enantioselective synthesis , molecule , catalysis , computer science , financial economics , economics , programming language
Abstract A new β‐CD derivative, heptakis [2,6‐di‐ O ‐pentyl‐3‐ O ‐(4′‐chloro‐5′‐pyridylmethyl)]‐β‐CD, was synthesized by the selective introduction of a pyridyl group on the 3‐positions of β‐CD. The chromatographic properties of the pyridyl β‐CD derivative were studied by using it as the stationary phase in capillary GC. The polarity of the prepared stationary phase was moderate, and the separation results demonstrated that the prepared stationary phase possessed excellent separation ability and chiral recognition for a wide range of analytes. Not only the aromatic positional isomers, such as o ‐, m ‐, p ‐xylene and α‐, β‐naphthol isomers, but also some compounds with multi‐stereogenic centers, such as n ‐(1‐methylpropyl)‐3‐(2,2‐dichloroethenyl)‐2,2‐dimethylcyclopropanecarboxamide and n ‐(1‐methylpropyl)‐3‐(2‐chloro‐3,3,3‐trifluoropropenyl)‐2,2‐dimethylcyclopropanecarboxamide with three stereogenic centers including eight configurational isomers, were successfully separated. The results also indicated that the polarity of the β‐CD derivative, and the hydrogen bonding between the β‐CD derivative, and the analytes had a very important effect on separation.