Synthesis of new chiral calix[4]azacrowns for enantiomeric recognition of carboxylic acids

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dc.contributor.authorDemirtaş, Havva Nur
dc.contributor.authorBozkurt, Selahattin
dc.contributor.authorDurmaz, Mustafa
dc.contributor.authorYılmaz, Mustafa
dc.contributor.authorSirit, Abdülkadir
dc.date.accessioned2020-03-26T17:27:55Z
dc.date.available2020-03-26T17:27:55Z
dc.date.issued2008
dc.departmentSelçuk Üniversitesien_US
dc.description.abstractTwo novel chiral calix[4]azacrown ethers 4 and 5 bearing a furfuryl group on the nitrogen atom were developed by the reaction of dibromo- or ditosyl derivatives of p-tert-butylcalix[4]arenes 2 and 3 with a chiral diol, 1. The enantioselective recognition of these receptors towards the enantiomers of racemic carboxylic acids has been studied by H-1 NMR spectroscopy. The molar ratio and the association constants of the chiral compounds 4 and 5 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 both of the hosts form 1:1 instantaneous complexes with (R)- OF (S)-mandelic acid and (L)- or (D)-dibenzoyl-tartaric acid. The receptors exhibited different chiral recognition abilities towards the enantiomers of racemic guests. (C) 2008 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipScientific and Technical Research Council of TurkeyTurkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [TUBITAK-106T091]; Research Foundation of Selcuk UniversitySelcuk University [BAP-06401067]en_US
dc.description.sponsorshipThis work was supported by the Scientific and Technical Research Council of Turkey (TUBITAK-106T091) and Research Foundation of Selcuk University (BAP-06401067). The provision of studentships (to H.D. and M.D.) by TUBITAK is gratefully acknowledged.en_US
dc.identifier.doi10.1016/j.tetasy.2008.08.015en_US
dc.identifier.endpage2025en_US
dc.identifier.issn0957-4166en_US
dc.identifier.issue17en_US
dc.identifier.scopusqualityN/Aen_US
dc.identifier.startpage2020en_US
dc.identifier.urihttps://dx.doi.org/10.1016/j.tetasy.2008.08.015
dc.identifier.urihttps://hdl.handle.net/20.500.12395/22675
dc.identifier.volume19en_US
dc.identifier.wosWOS:000260081900005en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherPERGAMON-ELSEVIER SCIENCE LTDen_US
dc.relation.ispartofTETRAHEDRON-ASYMMETRYen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.selcuk20240510_oaigen_US
dc.titleSynthesis of new chiral calix[4]azacrowns for enantiomeric recognition of carboxylic acidsen_US
dc.typeArticleen_US

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