Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/15309
Title: Development of novel positively charged single-isomer cyclodextrins and applications in enatiomeric separation and chiral synthesis
Authors: TANG WEIHUA
Keywords: Cyclodextrins, single-isomer cyclodextrin, capillary electrophoresis, chiral selectors, enantiomeric separation, chiral synthesis
Issue Date: 28-Apr-2006
Source: TANG WEIHUA (2006-04-28). Development of novel positively charged single-isomer cyclodextrins and applications in enatiomeric separation and chiral synthesis. ScholarBank@NUS Repository.
Abstract: The key aim of this project focuses on design and development of novel positively charged single-isomer on cyclodextrins (CDs) and applications in enantiomeric separation of anionic and amphoteric compounds by capillary electrophoresis (CE) and in the chiral synthesis of alcohols by asymmetric reduction of prochiral ketones. Three series of single-isomer cationic CDs were facilely prepared. Their chiral recognition abilities were examined by employing a large pool of anionic and amphoteric compounds as model analytes. The influence of various separation parameters such as CD type, alkyl chain length of cation group, CD concentration, buffer pH, capillary length, separation temperature and organic modifiers on the enantioseparation was investigated in detail. Part of possible enantioseparation mechanism was tried to be investigated. The chiral synthesis of alcohols was realized by employing mono-6A-(1-methyl-3-imidazolium)-6A-deoxy-I?-cyclodextrin tosylate (MIMCDOTs) as chiral template with higher enantioselectivities than by using its parent I?-CD.
URI: http://scholarbank.nus.edu.sg/handle/10635/15309
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