Document Detail


Preparation of a new doubly tethered chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid and its application.
MedLine Citation:
PMID:  16445923     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A new doubly tethered chiral stationary phase (CSP) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid was prepared by attaching the second tethering group to silica gel through a carbon atom of the first tethering group of the corresponding singly tethered CSP, which was previously developed in our laboratory. The new doubly tethered CSP was applied successfully to the resolution of various racemic alpha-amino acids, amines and amino alcohols containing a primary amino group. In most cases, the chiral recognition efficiency of the new doubly tethered CSP was superior to that of the corresponding singly tethered one in the resolution of alpha-amino acids, amines and amino alcohols. In the resolution of some racemic primary amino compounds, the new doubly tethered and the corresponding singly tethered CSPs were complementary with each other. The chiral resolution behaviors on the new doubly tethered CSP were examined with the variation of the type and content of organic and acidic modifiers in aqueous mobile phase and the column temperature. The chiral resolution behaviors on the new doubly tethered CSP were generally quite similar to those on the corresponding singly tethered CSP. The stability of the new doubly tethered CSP was greater than that of the corresponding singly tethered CSP.
Authors:
Myung Ho Hyun; Yanci Song; Yoon Jae Cho; Do Hun Kim
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2006-01-30
Journal Detail:
Title:  Journal of chromatography. A     Volume:  1108     ISSN:  0021-9673     ISO Abbreviation:  J Chromatogr A     Publication Date:  2006 Mar 
Date Detail:
Created Date:  2006-02-22     Completed Date:  2006-06-21     Revised Date:  2009-01-15    
Medline Journal Info:
Nlm Unique ID:  9318488     Medline TA:  J Chromatogr A     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  208-17     Citation Subset:  IM    
Affiliation:
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Kuemjeong-Ku, Busan 609-735, South Korea. mhhyun@pusan.ac.kr
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MeSH Terms
Descriptor/Qualifier:
Chromatography, High Pressure Liquid / instrumentation*
Crown Ethers / chemistry*
Spectrophotometry, Ultraviolet
Chemical
Reg. No./Substance:
0/Crown Ethers; 119719-58-3/18-crown-6 2,3,11,12-tetracarboxylic acid

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