Recent development of cyclodextrin chiral stationary phases and their applications in chromatography

Xiao, Yin; Ng, Siu‐Choon; Tan, Timothy Thatt Yang; Wang, Yong

doi:10.1016/j.chroma.2012.08.049

Cited by 215 publications

(106 citation statements)

References 91 publications

Supporting

Mentioning

104

Contrasting

Unclassified

Order By: Relevance

“…Analogue (7) containing a propyl group instead of the methyl group at the chiral center of fendiline was also prepared to see the effect of the methyl group on the chiral resolution. Analogues (8)(9)(10)(11)(12) containing ortho-substituted phenyl or 1-naphthyl group and analogues (13)(14)(15)(16)(17) containing para-substituted phenyl or 2-naphthyl group instead of the simple phenyl group were prepared for the purpose of elucidating the role of the phenyl group at the chiral center of fendiline in the chiral recognition. For the resolution of secondary amino compounds on CSP 1, mobile phase composition has been known to be very important.…”

Section: Resultsmentioning

confidence: 99%

“…To find out the most widely applicable mobile phase condition for the resolution of fendiline and its analogues, we selected five analytes including fendiline and its analogues 8, 12, 13 and 17. Analytes 8 and 12 were selected to represent analogues (8)(9)(10)(11)(12) containing ortho-substituted phenyl or 1-naphthyl group and analytes 13 and 17 were selected to represent analogues (13)(14)(15)(16)(17) containing para-substituted phenyl or 2-naphthyl group instead of the simple phenyl group at the chiral center of fendiline. The selected five analytes were resolved on CSP 1 with the variation of the mobile phase composition.…”

Section: Resultsmentioning

confidence: 99%

“…Various liquid chromatographic CSPs have been applied to the determination of enantiomeric composition of chiral compounds [5,6]. For example, CSPs based on polysaccharide derivatives [7], cyclodextrines [8], macrocyclic antibiotics [9,10], cyclofrutanes [11], chiral crown ethers [11][12][13][14] and other small molecules [15] were quite successful for the resolution of racemic compounds. However, liquid chromatographic enantioseparation of fendiline on CSPs is quite rare.…”

Section: Introductionmentioning

confidence: 99%

“…Fendiline also contains a secondary amino group and, in this instance, it is expected to be resolved on CSP 1. In this study, we wish to report the resolution of fendiline and its analogues (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17) shown in Figure 2 on CSP 1.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Liquid Chromatographic Resolution of Fendiline and Its Analogues on a Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid

Lee

Hyun

2014

Molecules

View full text Add to dashboard Cite

Abstract:Fendiline, an effective anti-anginal drug for the treatment of coronary heart diseases, and its sixteen analogues were resolved on a CSP based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Fendiline was resolved quite well with the separation factor (α) of 1.25 and resolution (RS) of 1.55 when a mobile phase consisting of methanolacetonitrile-trifluoroacetic acid-triethylamine at a ratio of 80/20/0.1/0.5 (v/v/v/v) was used. The comparison of the chromatographic behaviors for the resolution of fendiline and its analogues indicated that the 3,3-diphenylpropyl group bonded to the secondary amino group of fendiline is important in the chiral recognition and the difference in the steric bulkiness between the phenyl group and the methyl group at the chiral center of fendiline is also important in the chiral recognition.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Liquid Chromatographic Resolution of Fendiline and Its Analogues on a Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid

Lee

Hyun

2014

Molecules

View full text Add to dashboard Cite

show abstract

“…Cyclodextrins have also been successfully used as powerful resolving agents for racemic mixtures [6], as well as separating agents in gas chromatographic chiral resolution of enantiomers [7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Cyclodextrins in Asymmetric and Stereospecific Synthesis

Macaev

Boldescu

2015

Symmetry

View full text Add to dashboard Cite

Abstract:Since their discovery, cyclodextrins have widely been used as green and easily available alternatives to promoters or catalysts of different chemical reactions in water. This review covers the research and application of cyclodextrins and their derivatives in asymmetric and stereospecific syntheses, with their division into three main groups: (1) cyclodextrins promoting asymmetric and stereospecific catalysis in water; (2) cyclodextrins' complexes with transition metals as asymmetric and stereospecific catalysts; and (3) cyclodextrins' non-metallic derivatives as asymmetric and stereospecific catalysts. The scope of this review is to systematize existing information on the contribution of cyclodextrins to asymmetric and stereospecific synthesis and, thus, to facilitate further development in this direction.

show abstract

Adsorption, Liquid Separation

Bergh

Smolders

Vos

2021

Kirk-Othmer Encyclopedia of Chemical Technology

View full text Add to dashboard Cite

In industry, recovery and purification of the desired end product is a crucial step in the production of many chemicals, arguably as important as the synthesis itself. The cost of separation and purification often contributes a large part of the total production cost. Selection of the appropriate separation technique and optimization of the purification process are hence of critical importance. Adsorption has been used since history for the purification and separation of both gaseous and liquid streams. Sand filtration is known since ancient times and is one of the first examples of human water treatment. Even though the exact nature and mechanism of adsorption processes have long not been well understood, adsorption has been used for a huge variety of applications through all of human history. The separation of dyes, contaminant removal from water, decolorization of sugars, and recovery of fermented products are only a few examples. Nearly every modern‐day industrial chemical‐manufacturing process requires some form of separation in general and adsorption in specific. For instance, every catalytic reaction on a solid catalyst is characterized by an adsorption step, potentially rate determining. In this article, the basic fundamentals of adsorption, the different adsorbent types and process modes, and a selection of the most relevant industrial adsorptive separations are discussed.

show abstract

Recent development of cyclodextrin chiral stationary phases and their applications in chromatography

Cited by 215 publications

References 91 publications

Liquid Chromatographic Resolution of Fendiline and Its Analogues on a Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid

Liquid Chromatographic Resolution of Fendiline and Its Analogues on a Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid

Cyclodextrins in Asymmetric and Stereospecific Synthesis

Adsorption, Liquid Separation

Contact Info

Product

Resources

About