Metal-free, metallo-porphyrazines, monomeric bisaxial complex [FePz(py)2] and the bridged complex [FePz(pyz)]n with eight (4-thiobutyl 4-biphenylcarboxylate) groups

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dc.contributor.authorGonca, Ergun
dc.date.accessioned2025-01-27T20:22:51Z
dc.date.available2025-01-27T20:22:51Z
dc.date.issued2014
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractMetal-free and metallo-porphyrazines (M = Mg, Co, Cu, Zn, and ClFe) carrying eight hydroxybutylthio groups at peripheral positions were prepared from 2,3-bis(4-hydroxybutylthio) maleonitrile. The hydroxybutyl groups were incorporated by esterification of porphyrazine derivatives with 4-biphenylcarboxylic acid in the presence of dicyclohexylcarbodiimide and p-toluenesulfonic acid. Unlike the parent porphyrazine, the symmetrically functionalized porphyrazines with eight ester units were soluble in common organic solvents such as chloroform, dichloromethane, tetrahydrofuran, acetone, and toluene and insoluble in water and n-hexane. Chloro-octakis(4-thiobutyl 4-biphenylcarboxylate) porphyrazinato iron(III) (FePzCl) was prepared by the reaction of metal-free porphyrazine with iron(II) acetate and further treatment with HCl solution. The monomeric bisaxial complex [FePz(py)(2)] and the bridged complex [FePz(pyz)](n) were formed as stable complexes by reacting FePzCl with pyridine and pyrazine, respectively. The newly synthesized compounds were characterized by elemental analysis, FT-IR, UV-vis, mass, H-1 and C-13 NMR spectroscopy.
dc.identifier.doi10.1080/00958972.2013.867036
dc.identifier.endpage175
dc.identifier.issn0095-8972
dc.identifier.issn1029-0389
dc.identifier.issue1
dc.identifier.scopus2-s2.0-84894648691
dc.identifier.scopusqualityQ3
dc.identifier.startpage162
dc.identifier.urihttps://doi.org/10.1080/00958972.2013.867036
dc.identifier.urihttps://hdl.handle.net/20.500.12428/22049
dc.identifier.volume67
dc.identifier.wosWOS:000331692000013
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherTaylor & Francis Ltd
dc.relation.ispartofJournal of Coordination Chemistry
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subject4-Biphenylcarboxylic acid
dc.subjectPorphyrazine
dc.subjectShish kebab type oligomer
dc.subjectEsterification
dc.subjectIron
dc.titleMetal-free, metallo-porphyrazines, monomeric bisaxial complex [FePz(py)2] and the bridged complex [FePz(pyz)]n with eight (4-thiobutyl 4-biphenylcarboxylate) groups
dc.typeArticle

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