Application of L-Proline Derivatives as Chiral Shift Reagents for Enantiomeric Recognition of Carboxylic Acids

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dc.contributor.authorNaziroglu, Hayriye Nevin
dc.contributor.authorDurmaz, Mustafa
dc.contributor.authorBozkurt, Selahattin
dc.contributor.authorSirit, Abdulkadir
dc.date.accessioned2020-03-26T18:13:48Z
dc.date.available2020-03-26T18:13:48Z
dc.date.issued2011
dc.departmentSelçuk Üniversitesien_US
dc.description.abstractFour proline-derived chiral receptors 5-8 were readily synthesized starting from L-proline. The enantiomeric recognition ability of chiral receptors was examined with a series of carboxylic acids by H-1 NMR spectroscopy. The molar ratio and the association constants of the chiral compounds with each of the enantiomers of guest molecules were determined by using Job plots and a nonlinear least-squares fitting method, respectively. The Job plots indicate that the hosts form 1:1 instantaneous complexes with all guests. The receptors exhibited different chiral recognition abilities toward the enantiomers of racemic guests. Among the chiral receptors used in this study, prolinamide 6 was found to be the best chiral shift reagent and is effective for the determination of the enantiomeric excess of chiral carboxylic acids. Chirality 23:463-471, 2011. (C) 2011 Wiley-Liss, Inc.en_US
dc.description.sponsorshipScientific and Technical Research Council of Turkey (TUBITAK)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK); Research Foundation of Selcuk University (BAP)Selcuk University; TUBITAK-BIDEBTurkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [109T167, 09201134]en_US
dc.description.sponsorshipContract grant sponsors: Scientific and Technical Research Council of Turkey (TUBITAK), Research Foundation of Selcuk University (BAP), TUBITAK-BIDEB; Contract grant numbers: 109T167, 09201134.en_US
dc.identifier.doi10.1002/chir.20948en_US
dc.identifier.endpage471en_US
dc.identifier.issn0899-0042en_US
dc.identifier.issn1520-636Xen_US
dc.identifier.issue6en_US
dc.identifier.pmid21472784en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage463en_US
dc.identifier.urihttps://dx.doi.org/10.1002/chir.20948
dc.identifier.urihttps://hdl.handle.net/20.500.12395/26160
dc.identifier.volume23en_US
dc.identifier.wosWOS:000292038800004en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWILEYen_US
dc.relation.ispartofCHIRALITYen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.selcuk20240510_oaigen_US
dc.subjectchiral recognitionen_US
dc.subjectL-prolineen_US
dc.subjectcarboxylic aciden_US
dc.subjectNMR titrationen_US
dc.subjectenantiomeric excessen_US
dc.titleApplication of L-Proline Derivatives as Chiral Shift Reagents for Enantiomeric Recognition of Carboxylic Acidsen_US
dc.typeArticleen_US

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