[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.5012/bkcs.2005.26.8.1153

Development and Application of Crown Ether-based HPLC Chiral Stationary Phases

Hyun, Myung-Ho (Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University)

Publication Information

Bulletin of the Korean Chemical Society / v.26, no.8, 2005 , pp. 1153-1163 More about this Journal

Abstract

Crown ether-based HPLC chiral stationary phases (CSPs) have been successfully utilized in the resolution of various racemic compounds containing a primary amino group. Especially, CSPs based on chiral crown ethers incorporating chiral binaphthyl unit or tartaric acid unit and based on phenolic pseudo chiral crown ethers have shown high chiral recognition efficiency. In this account paper, a review on the development of crown etherbased HPLC CSPs, their structural characteristics and applications to the resolution of racemic compounds including chiral drugs containing a primary or secondary amino group with the variation of the type and the content of mobile phase components and with the variation of the column temperature is presented.

Keywords

Chiral crown ether; Chiral stationary phase; Enantiomer separation; Liquid chromatography;

Citations & Related Records

Times Cited By KSCI : 4 (Citation Analysis)
Times Cited By Web Of Science : 49 (Related Records In Web of Science)
Times Cited By SCOPUS : 46

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Reference
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8	(2007) Bulletin of the Korean Chemical Society An NMR Chiral Solvating Agent for the Chiral Recognition of the Two Enantiomers of N-(3,5-Dinitrobenzoyl)-α-amino Acids / 28 (8) , 1419
1	Hee Jung Choi. (2005) Journal of chromatography A Liquid chromatographic resolution of secondary amino alcohols on a chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid : Dependence of temperature effect on analyte struct / 1164 (1) , 235
16	(2008) Journal of liquid chromatography & related technologies Preparation and Application of a New Ion-Pairing Chiral Stationary Phase for the Liquid Chromatographic Resolution of <I>N</I>-(3,5-Dinitrobenzoyl)-α-amino Acids / 31 (16) , 2363
5	(2005) Bulletin of the Korean Chemical Society Enantiomeric Recognition in Host-Guest Complexation Using Chiral Bis-pyridino-18-crown-6 Ethers, by Electrospray Ionization Mass Spectrometry (ESI-MS) Enantiomer-Labelled (EL) Guest Method / 29 (5) , 1069
6	Szilvia Lakatos. (2005) Tetrahedron Preparation of a new chiral acridino-18-crown-6 ether-based stationary phase for enantioseparation of racemic protonated primary aralkyl amines / 64 (6) , 1012
8	(2005) Bulletin of the Korean Chemical Society Effect of the Modification of the Free Carboxylic Acid Groups of an HPLC Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid on the Chiral Recognition / 30 (8) , 1903
3	(2010) Bulletin of the Korean Chemical Society Liquid Chromatographic Resolution of Tocainide and Its Analogues on a Doubly Tethered Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid / 31 (3) , 678
6	Hee-Jin Kim. (2005) Bulletin of the Korean Chemical Society Enantiomeric Resolution of α-Amino Acid Derivatives on Two Diastereomeric Chiral Stationary Phases Based on Chiral Crown Ethers Incorporating Two Different Chiral Units / 31 (6) , 1551
8	Hee-Jung Choi. (2005) Bulletin of the Korean Chemical Society Liquid Chromatographic Resolution of Vigabatrin and Its Analogue γ-Amino Acids on Chiral Stationary Phases Based on (3,3'-Diphenyl-1,1'-binaphthyl)-20-crown-6 / 32 (8) , 3017
2	Alberto Cavazzini. (2005) Analytica chimica acta : an international journal devoted to all branches of analytical chemistry Recent applications in chiral high performance liquid chromatography: A review / 706 (2) , 205
4	Man-Jeong Paik. (2005) KSBB Journal 광학분리를 위한 키랄 크라운 에테르를 이용한 키랄공학의 개발과 응용 / 27 (4) , 199
10	Eun-Jung Bang. (2005) Bulletin of the Korean Chemical Society Comparative Studies on Enantiomer Resolution of α-Amino Acids and Their Esters Using (18-Crown-6)-tetracarboxylic acid as a Chiral Crown Ether Selector by NMR Spectroscopy and High-Performance L / 33 (10) , 3481
10	Soo-Hyun Park. (2005) Bulletin of the Korean Chemical Society Enantiomeric Separation of 1-(Benzofuran-2-yl)alkylamines on Chiral Stationary Phases Based on Chiral Crown Ethers / 33 (10) , 3497
5	Christian Merten. (2005) Chirality : the pharmacological, biological, and chemical consequences of molecular asymmetry Absolute Configuration and Predominant Conformations of a Chiral Crown Ether‐Based Colorimetric Sensor: A Vibrational Circular Dichroism Spectroscopy and DFT Study of Chiral Recognition / 25 (5) , 294
10	(2005) Bulletin of the Korean Chemical Society Resolution of Tocainide and Its Analogues on a Doubly Tethered N-CH<SUB>3</SUB> Amide Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid / 34 (10) , 2978
8	Daisuke Kumano. (2005) Chirality : the pharmacological, biological, and chemical consequences of molecular asymmetry Enantioseparation on Riboflavin Derivatives Chemically Bonded to Silica Gel as Chiral Stationary Phases for HPLC / 27 (8) , 507
None	Nóra Grecsó. (2005) Journal of chromatography A Combinatorial effects of the configuration of the cationic and the anionic chiral subunits of four zwitterionic chiral stationary phases leading to reversal of elution order of cyclic β / 1467 (None) , 178
14	(2005) Electrophoresis Chiral separation of cathinone derivatives using β‐cyclodextrin‐assisted capillary electrophoresis–Comparison of four different β‐cyclodextrin derivatives used as chi / 40 (14) , 1787
1	(2005) Journal of Taibah University for Science Estimating chiral selector potential of micelle-based mobile phases through the analysis of some enantiomeric mixtures / 15 (1) , 145

1	/ Journal of Chromatography A
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3	/ Bulletin of the Korean Chemical Society
4	/ Journal of Separation Science
5	/ Bulletin of the Korean Chemical Society
6	/ Journal of Separation Science
7	/ Journal of Chromatography A
8	/ Supramolecular Chemistry
9	/ Journal of Biochemical and Biophysical Methods
10	/ Bulletin of the Korean Chemical Society
11	/ Bulletin of the Korean Chemical Society
12	/ Tetrahedron
13	/ Journal of Chromatography A
14	/ Journal of Chromatography A
15	/ Chirality
16	/ Journal of Liquid Chromatography and Related Technologies
17	/ Bulletin of the Korean Chemical Society
18	/ Journal of Chromatography A
19	/ Journal of Separation Science
20	/ Bulletin of the Korean Chemical Society
21	/ Bulletin of the Korean Chemical Society
22	/ Bulletin of the Korean Chemical Society
23	/ Chirality
24	/ Journal of Inclusion Phenomena
25	/ Journal of Chromatography A
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27	/ Analytica Chimica Acta
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30	/ Chromatographia
31	/ Bulletin of the Korean Chemical Society
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33	/
34	/ Journal of Chromatography A
35	/ Analytical Chemistry
36	/ Journal of Separation Science
37	/ Chirality
38	/ Chemical Reviews
39	/ Journal of Chromatography A
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41	/ Bulletin of the Korean Chemical Society
42	/ Analytical Chemistry
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