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Enantiomer separation on monolithic silica HPLC columns using chemically bonded methylated and methylated/acetylated 6‐O ‐tert ‐butyldimethyl‐ silylated β‐cyclodextrin
Author(s) -
Bayer Mathias,
Hänsel Clarissa,
Mosandl Armin
Publication year - 2006
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.200600044
Subject(s) - enantiomer , high performance liquid chromatography , chemistry , cyclodextrin , chromatography , chiral column chromatography , acetylation , derivative (finance) , organic chemistry , biochemistry , financial economics , economics , gene
A new 2,3‐methylated 3*‐monoacetylated 6‐ O ‐ tert ‐butyldimethylsilylated β‐CD derivative was synthesized and chemically bonded onto aminopropyl derivatized monolithic silica HPLC columns. In this CD derivative, only one of seven methyl groups in 3‐position was substituted by an acetyl group. Its applicability as a chiral stationary phase for HPLC was tested and compared with exclusively 2,3‐methylated 6‐ O ‐ tert ‐butyldimethylsilylated β‐CD immobilized onto aminopropyl‐modified monoliths. Thirty‐two chiral compounds from different chemical classes and different functionalities were tested under RP conditions. Fourteen compounds were resolved into their enantiomers by methylated 6‐ O ‐ tert ‐butyldimethylsilylated β‐CD. By use of methylated/acetylated 6‐ O ‐ tert ‐butyldimethylsilylated β‐CD as the chiral stationary phase 7 analytes were successfully stereodifferentiated.

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