Synthesis of novel C2-symmetric chiral crown ethers and investigation of their enantiomeric recognition properties

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dc.contributor.authorTurgut, Yilmaz
dc.contributor.authorAral, Tarik
dc.contributor.authorHosgoren, Halil
dc.date.accessioned2024-04-24T16:18:27Z
dc.date.available2024-04-24T16:18:27Z
dc.date.issued2009
dc.departmentDicle Üniversitesien_US
dc.description.abstractA series of new C-2-symmetric chiral aza crown ether macrocycles 1-4 have been synthesized from (S)-3-aryloxy-1,2-propanediol and (S)-1,2-propanediol for the enantiomeric recognition of amino acid ester derivatives. These new macrocycles have been shown to be strong complexing agents for primary organic ammonium salts (with K up to 176.93 M-1 and Delta G degrees up to 12.81 kJ mol(-1)) by H-1 NMR titration. These macrocyclic host exhibited enantioselective bonding toward the D-enantiomer of phenylalanine methyl ester hydrochloride with K-D/K-L up to 6.87 in CDCl3 with 0.25% CD3OD. (C) 2009 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipThe Scientific and Technological Research Council of Turkey [107 T 079]en_US
dc.description.sponsorshipWe thank The Scientific and Technological Research Council of Turkey for their financial support (Project No. 107 T 079). We also thank Dr. Murat Kizil for various assistances.en_US
dc.identifier.doi10.1016/j.tetasy.2009.09.010
dc.identifier.endpage2298en_US
dc.identifier.issn0957-4166
dc.identifier.issue19en_US
dc.identifier.scopus2-s2.0-72049126121
dc.identifier.scopusqualityN/A
dc.identifier.startpage2293en_US
dc.identifier.urihttps://doi.org/10.1016/j.tetasy.2009.09.010
dc.identifier.urihttps://hdl.handle.net/11468/16104
dc.identifier.volume20en_US
dc.identifier.wosWOS:000272133800018
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedron-Asymmetry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject[No Keyword]en_US
dc.titleSynthesis of novel C2-symmetric chiral crown ethers and investigation of their enantiomeric recognition propertiesen_US
dc.titleSynthesis of novel C2-symmetric chiral crown ethers and investigation of their enantiomeric recognition properties
dc.typeArticleen_US

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