Synthesis of ammonium substituted β-cyclodextrins for enantioseparation of anionic analytes

Muderawan, I Wayan; Ong, Teng Teng; Tang, Wei; Young, David J.; Ching, Chi Bun; Ng, Siu‐Choon

doi:10.1016/j.tetlet.2005.01.059

Cited by 47 publications

(18 citation statements)

References 12 publications

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“…Researchers at Nanyang Technological University have contributed several papers to the field of cationic CD synthesis and application [136][137][138][139][140][141][142][143]. A very brief study described Mono-6^-propylammonium-6^-deoxy-CD (PrAM-b-CD)…”

Section: Cationic Cdsmentioning

confidence: 99%

“…Novel single isomer cationic CD [143] QA-b-CD Two dianionic enantiomers Chiral recognition study utilizing NMR the synthesis of three different cationic b-CDs: imidazolium, pyridinium, and quaternary ammonium substituted b-CDs [136]. BuAM-b-CD (mono-6^-butylammonium-6^-deoxy-b-CD tosylate), a single isomer CD, was created and shown to be an effective chiral selector [137] for three types of chiral analytes: hydroxy acids, carboxylic acids, and ampholytic acids with the latter two classes, in general, shown to weakly bind with the positive CD.…”

Section: Cationic Cdsmentioning

confidence: 99%

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Review of aqueous chiral electrokinetic chromatography (EKC) with an emphasis on chiral microemulsion EKC

Kahle

Foley

2007

Electrophoresis

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Review of aqueous chiral electrokinetic chromatography (EKC) with an emphasis on chiral microemulsion EKCThe separation of enantiomers using electrokinetic chromatography (EKC) with chiral microemulsions is comprehensively reviewed through December 1, 2006. Aqueous chiral EKC separations based on other pseudostationary phases such as micelles and vesicles or on other chiral selectors such as CDs, crown ethers, glycopeptides, ligand exchange moeities are also reviewed from both mechanistic and applications perspective for the period of

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Section: Cationic Cdsmentioning

confidence: 99%

Section: Cationic Cdsmentioning

confidence: 99%

Review of aqueous chiral electrokinetic chromatography (EKC) with an emphasis on chiral microemulsion EKC

Kahle

Foley

2007

Electrophoresis

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show abstract

“…[27][28][29] The synthetic route of mono-6-OTs-b-CD is shown in Figure 1. 75.0 g (0.066 mol) of b-CD was dissolved slowly in 625 mL deionized water below 20 C to generate a turbid white suspension.…”

Section: Syntheses Of B-cyclodextrins Chiral Ionic Liquidsmentioning

confidence: 99%

Functionalized assembly of solid membranes for chiral separation using polyelectrolytes and chiral ionic liquid

Meng

Ling

et al. 2013

AIChE Journal

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in Wiley Online Library (wileyonlinelibrary.com).The successful assembly of a new solid membrane for chiral separation, assembled via the formation of complexes of a polyelectrolyte and b-cyclodextrins chiral ionic liquid (b-CD-IL) is presented. Before the assembly, the b-CD-IL, used as a chiral selector, was synthesized and characterized by 1 H NMR. To tune the chiral separation capability of the solid membrane, b-CD-IL was subsequently immobilized on to porous supporting membranes through layer-by-layer assembly of the b-CD-IL and polyelectrolytes. The resulting membrane was used in the chiral separation of D, L-tryptophan racemate enantiomer. The membrane structure and surface morphologies were systematically analyzed by FT-IR, UV-vis, SEM and AFM. The effects of layer number on the chiral separation were investigated. It was found that the more b-CD-IL was immobilized on the membranes; the higher average separation factor could be obtained. The stability of the multilayer membrane was improved by coating with crosslinked polymer layer.

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“…NaOH), the proton at C-6 is removed to make O -which is a nucleophile that can be easily substituted. Thus when a CD is reacted with a tosyl group in a basic medium, a monofunctionalised CD derivative (CDOTs) is afforded (Byun et al, 1998;Muderawan et al, 2005;Zhong et al, 1998). The CDOTs is an important precursor for all C-6 CD derivatives because the tosylate is a good leaving group and can be easily replaced by other nucleophiles (e. g. halogens, azides and acetates).…”

Section: Monofunctionalisation Of Cdsmentioning

confidence: 99%

Polymerization of Cyclodextrin-Ionic Liquid Complexes for the Removal of Organic and Inorganic Contaminants from Water

Mahlambi¹,

Malefetse²,

Mamba³

et al. 2011

Ionic Liquids: Applications and Perspectives

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Synthesis of ammonium substituted β-cyclodextrins for enantioseparation of anionic analytes

Cited by 47 publications

References 12 publications

Review of aqueous chiral electrokinetic chromatography (EKC) with an emphasis on chiral microemulsion EKC

Review of aqueous chiral electrokinetic chromatography (EKC) with an emphasis on chiral microemulsion EKC

Functionalized assembly of solid membranes for chiral separation using polyelectrolytes and chiral ionic liquid

Polymerization of Cyclodextrin-Ionic Liquid Complexes for the Removal of Organic and Inorganic Contaminants from Water

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