Calixarene based chiral solvating agents for ?-hydroxy carboxylic acids

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dc.contributor.authorBozkurt, Selahattin
dc.date.accessioned2024-02-23T14:13:17Z
dc.date.available2024-02-23T14:13:17Z
dc.date.issued2013
dc.departmentNEÜen_US
dc.description.abstractNovel chiral calix[4]arene derivatives functionalized at the lower rim have been prepared from the reactionof p-tert-butylcalix[4]arene diamine derivative with N-Phthaloyl-L-phenylalanine or (2S)-2-((benzyloxy)carbonyl)amino)-3-hydroxypropanoic acid or (2S,3R)-2-((benzyloxy)carbonyl)amino-3-hydroxybutanoic acid in 63-81% yield. The structures of these receptors were characterized by FTIR, H-1, C-13 and 2D COSY NMR spectroscopy. The enantioselective recognition of these receptors towards the enantiomers of racemic carboxylic acids was studied by H-1 NMR spectroscopy. The molar ratios of the chiral compounds with each of the enantiomers of guests were determined by using Job plots. The Job plots indicate that the hosts form 1:2 instantaneous complexes with all guests. The receptors exhibited different chiral recognition abilities toward the enantiomers of racemic guests. NMR studies demonstrated that the receptors function as highly effective chiral shift reagents for determining the enantiomeric purity of a series of carboxylic acids. (c) 2013 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipNecmettin Erbakan Universityen_US
dc.description.sponsorshipWe thank Necmettin Erbakan University for support of this work.en_US
dc.identifier.doi10.1016/j.molstruc.2013.05.032
dc.identifier.endpage120en_US
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-84879064401en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage113en_US
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2013.05.032
dc.identifier.urihttps://hdl.handle.net/20.500.12452/12363
dc.identifier.volume1048en_US
dc.identifier.wosWOS:000323468500017en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.relation.ispartofJournal Of Molecular Structureen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectChiral Calixareneen_US
dc.subjectEnantiomeric Recognitionen_US
dc.subjectNmr Spectroscopyen_US
dc.subjectCarboxylic Acidsen_US
dc.titleCalixarene based chiral solvating agents for ?-hydroxy carboxylic acidsen_US
dc.typeArticleen_US

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