Comparison of classic and microwave-assisted synthesis of benzo-thio crown ethers, and investigation of their ion pair extractions

Basit Öğe Kaydı
dc.authoridCALISIR, Umit/0000-0001-7699-2008
dc.contributor.authorCalisir, Umit
dc.contributor.authorCicek, Baki
dc.date.accessioned2024-12-24T19:27:30Z
dc.date.available2024-12-24T19:27:30Z
dc.date.issued2017
dc.departmentSiirt Üniversitesi
dc.description.abstractMacrocyclic benzo-thio crown ethers and benzo-oxo crown ethers were prepared using an esterification ring closing method. These compounds were synthesised using 2,2'-dithiodibenzoyl chloride, and various glycols and dithiols, in the presence of pyridine base under a nitrogen atmosphere in chloroform. All reactions were performed under reflux condition with conventional heating and microwave (MW) irradiation. The synthesised macrocycles were characterised by FT-IR, H-1 NMR, C-13 NMR, LC-MS, and elemental analysis methods. Extraction studies have been performed on these original macrocycles using liquid-liquid ion-pair extraction with Li+, Na+, K+, Ni2+, Ca2+, Mg2+, Zn2+, Fe2+,Fe3+, Co3+, Pb2+, Cr3+, Ag+, and Cd2+.The KD, ext.%, AG and log KExt values were also calculated. While (U1-U7) ligands exhibits selectivity for Zn2+, Ag+, Ca2+, Pb2+, Fe3+, Cr3+, Co2+, Mg2+, Cd2+, and Ni2+ metal salts, they showed no selectivity for Li+, K+ and Na+ metal salts. Furthermore, Fe(3+)is the most selective cation for all ligands for competitive extraction. We also observed that microwave heating can have certain benefits over conventional ovens: reaction rate acceleration, milder reaction conditions, higher chemical yield, and lower energy usage. These ligands could be used as metal sensors, enzyme inhibitors, antimicrobial/antifungal agents, and in biological applications. (C) 2017 Elsevier B.V. All rights reserved.
dc.description.sponsorshipBalikesir University Scientific Research Projects Unit [BAP: 2012/69]
dc.description.sponsorshipThe authors declare no competing financial interests. This work has been supported by Balikesir University Scientific Research Projects Unit with project number BAP: 2012/69.
dc.identifier.doi10.1016/j.molstruc.2017.07.081
dc.identifier.endpage511
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85026413979
dc.identifier.scopusqualityQ1
dc.identifier.startpage505
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2017.07.081
dc.identifier.urihttps://hdl.handle.net/20.500.12604/6670
dc.identifier.volume1148
dc.identifier.wosWOS:000409150300056
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Science Bv
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_20241222
dc.subjectThio-crown ether
dc.subjectMicrowave-assisted synthesis
dc.subjectOxa-crown ether
dc.subjectSelectivity factor
dc.subjectLiquid-liquid ion pair metal extraction
dc.subjectPhysical organic chemistry
dc.titleComparison of classic and microwave-assisted synthesis of benzo-thio crown ethers, and investigation of their ion pair extractions
dc.typeArticle

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