Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography

Due to increasing demand for enantiomerically pure (enantiopure) compounds, especially those of pharmaceutical importance, the development of stereoselective separation technologies has been attracting great attention during last decades. Direct enantioseparation by chiral stationary phases (CSPs) u...

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Main Author: Wang, Yong
Other Authors: Tan Thatt Yang Timothy
Format: Theses and Dissertations
Language:English
Published: 2011
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Online Access:https://hdl.handle.net/10356/44872
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-448722023-03-03T16:04:25Z Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography Wang, Yong Tan Thatt Yang Timothy Ng Siu Choon School of Chemical and Biomedical Engineering DRNTU::Science::Chemistry::Analytical chemistry::Chromatography Due to increasing demand for enantiomerically pure (enantiopure) compounds, especially those of pharmaceutical importance, the development of stereoselective separation technologies has been attracting great attention during last decades. Direct enantioseparation by chiral stationary phases (CSPs) using chromatographic methods remains as the most important technique for chiral analysis as well as for preparative-scale chromatography. The development of novel stable and powerful CSPs is therefore important. High performance liquid chromatography (HPLC) is the most widely used separation technique and will continue to play an important role due to its maturity and easy operation. More recently, capillary electrochromatography (CEC), a new hybrid technology based on HPLC and capillary electrophoresis (CE), has been demonstrated to be a powerful alternative to chromatographic methods with several advantages over HPLC and CE. There are several interrelated objectives in this dissertation project. Firstly, a new synthetic methodology was developed for the preparation of cyclodextrin (CD) based CSPs via copper (I) catalytic 1,3-dipolar cycloaddition reaction (“click” chemistry). The second objective has been to fabricate chiral capillary columns with selected CD CSPs for CEC enantioseparation and investigate the effects of CEC parameters on the separation. Finally, the enantiorecognition abilities of the obtained CD CSPs were fully investigated for enantioseparation of a large variety of racemic compounds in reversed phase HPLC. DOCTOR OF PHILOSOPHY (SCBE) 2011-06-06T07:36:53Z 2011-06-06T07:36:53Z 2011 2011 Thesis Wang, Y. (2011). Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/44872 10.32657/10356/44872 en 168 application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Analytical chemistry::Chromatography
spellingShingle DRNTU::Science::Chemistry::Analytical chemistry::Chromatography
Wang, Yong
Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography
description Due to increasing demand for enantiomerically pure (enantiopure) compounds, especially those of pharmaceutical importance, the development of stereoselective separation technologies has been attracting great attention during last decades. Direct enantioseparation by chiral stationary phases (CSPs) using chromatographic methods remains as the most important technique for chiral analysis as well as for preparative-scale chromatography. The development of novel stable and powerful CSPs is therefore important. High performance liquid chromatography (HPLC) is the most widely used separation technique and will continue to play an important role due to its maturity and easy operation. More recently, capillary electrochromatography (CEC), a new hybrid technology based on HPLC and capillary electrophoresis (CE), has been demonstrated to be a powerful alternative to chromatographic methods with several advantages over HPLC and CE. There are several interrelated objectives in this dissertation project. Firstly, a new synthetic methodology was developed for the preparation of cyclodextrin (CD) based CSPs via copper (I) catalytic 1,3-dipolar cycloaddition reaction (“click” chemistry). The second objective has been to fabricate chiral capillary columns with selected CD CSPs for CEC enantioseparation and investigate the effects of CEC parameters on the separation. Finally, the enantiorecognition abilities of the obtained CD CSPs were fully investigated for enantioseparation of a large variety of racemic compounds in reversed phase HPLC.
author2 Tan Thatt Yang Timothy
author_facet Tan Thatt Yang Timothy
Wang, Yong
format Theses and Dissertations
author Wang, Yong
author_sort Wang, Yong
title Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography
title_short Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography
title_full Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography
title_fullStr Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography
title_full_unstemmed Development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography
title_sort development of cyclodextrin stationary phases via 'click' chemistry for chiral capillary electrochromatography and high performance liquid chromatography
publishDate 2011
url https://hdl.handle.net/10356/44872
_version_ 1759856388182376448