Abstract
The enantiomeric differentiation ability of chiral sugar-based crown ethers can be utilized for the determination of the enantiomeric composition of chiral amino compounds and for the separation of racemic amino compounds. Chiral crown ethers incorporating various carbohydrate units in the macrocyclic structure showing enantiomeric recognition towards chiral primary amines, amino acids and amino acid esters are reviewed here. The chiral recognition of organic ammonium salts by crown ethers may be tested with various methods. In this review, practical applications are also summarized, where the enantiomers of racemic amino compounds and their derivatives are separated by carbohydrate-based crown ethers immobilized on a stationary phase.
Keywords: Chiral crown ethers, carbohydrate-based crown ethers, enantiomeric recognition, enantiomer separation
Current Organic Chemistry
Title: The Enantiomeric Differentiation Ability of Chiral Crown Ethers Based on Carbohydrates
Volume: 16 Issue: 3
Author(s): Peter Bako, Gyorgy Keglevich, Zsolt Rapi and Laszlo Toke
Affiliation:
Keywords: Chiral crown ethers, carbohydrate-based crown ethers, enantiomeric recognition, enantiomer separation
Abstract: The enantiomeric differentiation ability of chiral sugar-based crown ethers can be utilized for the determination of the enantiomeric composition of chiral amino compounds and for the separation of racemic amino compounds. Chiral crown ethers incorporating various carbohydrate units in the macrocyclic structure showing enantiomeric recognition towards chiral primary amines, amino acids and amino acid esters are reviewed here. The chiral recognition of organic ammonium salts by crown ethers may be tested with various methods. In this review, practical applications are also summarized, where the enantiomers of racemic amino compounds and their derivatives are separated by carbohydrate-based crown ethers immobilized on a stationary phase.
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Cite this article as:
Bako Peter, Keglevich Gyorgy, Rapi Zsolt and Toke Laszlo, The Enantiomeric Differentiation Ability of Chiral Crown Ethers Based on Carbohydrates, Current Organic Chemistry 2012; 16 (3) . https://dx.doi.org/10.2174/138527212799499877
DOI https://dx.doi.org/10.2174/138527212799499877 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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