Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10579325 | Tetrahedron: Asymmetry | 2013 | 8 Pages |
Abstract
A new enantioselective sorption approach to chiral carboxylic acid molecules such as (R)-(â)-N-(3,5-dinitrobenzoyl)phenylglycine (R)-(â)DNBPG, (S)-(+)-N-(3,5-dinitrobenzoyl)phenylglycine (S)-(+)DNBPG, (R)-(+)-N-(1-phenylethyl)phthalamic acid (R)-(+)PEPA and (S)-(â)-N-(1-phenylethyl)phthalamic acid (S)-(â)PEPA regarding their complexation with three diversely functionalized β-cyclodextrin grafted iron oxide nanoparticles in the aqueous phase, was developed. The sorption efficiencies of these carboxylic acids were carried out by high-performance liquid chromatography (HPLC) with an Ace 5 C18 column. The effects of temperatures on the sorption were also investigated. The results showed that the ether functionalized derivative of β-cyclodextrin Al-CD-MNPs has a specific affinity for (R)-(â)DNBPG at 30 °C and pH 7.0. The amine functionalized derivative of β-cyclodextrin Am-CD-MNPs has a greater affinity towards not only (S)-(â)DNBPG, but also (R)-(+)PEPA compared with their other isomers, which are the (R)-isomer of DNBPG and the (S)-isomer of PEPA at 30 °C and pH 7.0. In addition, although amide functionalized derivatives of β-cyclodextrin (Amd-CD-MNPs) have an affinity towards both isomers of some chiral carboxylic acids; no selective affinity was observed at 30 °C and pH 7.0.
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Mustafa Arslan, Serkan Sayin, Mustafa Yilmaz,