Novel C2-symmetric macrocycles bearing diamide-diester groups: Synthesis and enantiomeric recognition for primary alkyl ammonium salts

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dc.authorid0000-0002-8513-7860en_US
dc.authorid0000-0001-5860-2133en_US
dc.contributor.authorSünkür, Murat
dc.contributor.authorBarış Cebe, Deniz
dc.contributor.authorHoşgören, Halil
dc.contributor.authorToğrul, Mahmut
dc.date.accessioned2021-04-07T11:16:15Z
dc.date.available2021-04-07T11:16:15Z
dc.date.issued2008-03-12en_US
dc.departmentBatman Üniversitesi Fen - Edebiyat Fakültesi Kimya Bölümüen_US
dc.description.abstractWe synthesized a series of novel macrocycles with diamide−diester groups (S,S)-1, (S,S)-2, (S,S)-3, and (R,R)-1, derived from dimethyloxalate and amino alcohols by high dilution technique, and evaluated enantiomeric recognition properties of these macrocycles toward primary alkyl ammonium salts by 1H NMR titration. Taking into account the host employed, important differences were observed in the Ka values of (R)-Am and (S)-Am for (S,S)-1 and (R,R)-1 hosts, KS/KR = 5.55 and KR/KS = 3.65, ΔΔGo = 0.43 and −0.32 kJ mol-1, respectively. There seems a general tendency for the host to include the guests with the same absolute configuration.en_US
dc.identifier.citationSünkür, M., Barış Cebe, D., Hoşgören, H., Toğrul, M. (2008). Novel C2-symmetric macrocycles bearing diamide-diester groups: Synthesis and enantiomeric recognition for primary alkyl ammonium salts. Journal of Organic Chemistry, 73 (7), pp. 2570–2575. https://doi.org/10.1021/jo702210cen_US
dc.identifier.endpage2575en_US
dc.identifier.issn0022-3263
dc.identifier.issn1520-6904
dc.identifier.issue7en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage2570en_US
dc.identifier.urihttps://doi.org/10.1021/jo702210c
dc.identifier.urihttps://hdl.handle.net/20.500.12402/2816
dc.identifier.volume73en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.isversionof10.1021/jo702210cen_US
dc.relation.journalJournal of Organic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/embargoedAccess*
dc.rightsAttribution-NonCommercial-ShareAlike 3.0 United States*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/3.0/us/*
dc.titleNovel C2-symmetric macrocycles bearing diamide-diester groups: Synthesis and enantiomeric recognition for primary alkyl ammonium saltsen_US
dc.typeArticleen_US

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