Chiral mono and diamide derivatives of calix[4]arene for enantiomeric recognition of chiral amines

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dc.contributor.authorKocabaş, Erdal
dc.contributor.authorDurmaz, Mustafa
dc.contributor.authorAlpaydın, Sabri
dc.contributor.authorSirit, Abdulkadir
dc.contributor.authorYılmaz, Mustafa
dc.date.accessioned2020-03-26T17:26:30Z
dc.date.available2020-03-26T17:26:30Z
dc.date.issued2008
dc.departmentSelçuk Üniversitesien_US
dc.description.abstractNovel chiral mono and diamide derivatives of calix[4]arene have been prepared from the aminolysis reaction of 5,11,17,23-tetra-tert-butyl-25,27-dietboxycarbonyl-methoxy-26,28-dihydroxycalix[4]arene 1 and 25,27-diethoxycarbonyl-methoxy-26,28-dihydroxycalix[4]arene 2 with chiral (S)-(-)-1-phenylethylamine (PEA) and (1S,2S)-(+)-2-amino-1-(4-nitrophenyl)-1,3-propanediol, respectively. Spectrophotometric titrations have been performed in CHCl3 at 20-30 degrees C in order to obtain the binding constants (K) and the thermodynamic quantities (Delta H and Delta S) for the stoichiometric 1:1 inclusion complexation of various chiral amines with these new host compounds. Preliminary experiments were undertaken to confirm the complexation properties of receptors 9 and 13 with PEA by H-1 NMR in CDCl3 at room temperature. The molecular recognition abilities and enantioselectivities for guests (R and S)-(x-PEA and (R and S)-cyclohexylethylamine (CHEA) are discussed from a thermodynamic point of view.en_US
dc.identifier.doi10.1002/chir.20483en_US
dc.identifier.endpage34en_US
dc.identifier.issn0899-0042en_US
dc.identifier.issn1520-636Xen_US
dc.identifier.issue1en_US
dc.identifier.pmid17924427en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage26en_US
dc.identifier.urihttps://dx.doi.org/10.1002/chir.20483
dc.identifier.urihttps://hdl.handle.net/20.500.12395/22251
dc.identifier.volume20en_US
dc.identifier.wosWOS:000252130200005en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWILEY-BLACKWELLen_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 calix[4]areneen_US
dc.subjectmonoamideen_US
dc.subjectdiamideen_US
dc.subjectmolecular recognitionen_US
dc.subjectUV-vis titrationen_US
dc.titleChiral mono and diamide derivatives of calix[4]arene for enantiomeric recognition of chiral aminesen_US
dc.typeArticleen_US

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