Metal-free, metallo-, oligomeric, and monomeric porphyrazine complexes of (3-thiopropyl anthraquinone-2-carboxylate) units

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dc.contributor.authorGonca, Ergun
dc.date.accessioned2025-01-27T20:27:33Z
dc.date.available2025-01-27T20:27:33Z
dc.date.issued2015
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractMetal-free and metallo-porphyrazines (M = Mg, 2H, Co, Cu, Zn, or ClFe) with eight (3-thiopropyl anthraquinone-2-carboxylate) units appending on the periphery through flexible alkylthio-bridges have been synthesized through esterification of octakis(hydroxypropylthio) porphyrazinato magnesium with anthraquinone-2-carboxylic acid in the presence of dicyclohexylcarbodiimide (DCCI) and toluene-p-sulfonic acid. The synthesized compounds were characterized by FT-IR, UV-vis, (1) H and C-13 NMR, mass spectrometry, and elemental analysis. Metal-free and several metallo-porphyrazines (M = Mg, 2H, Co, Cu, or Zn) carrying eight (3-thiopropyl anthraquinone-2-carboxylate) groups at the peripheral positions were synthesized from octakis(3-hydroxypropylthio) porphyrazinato] Mg(II). Symmetrically functionalized porphyrazines with eight ester units were soluble in common organic solvents. Chloro-octakis(3-thiopropyl anthraquinone-2-carboxylate) porphyrazinato iron(III) (FePzCl) was prepared by the reaction of metal-free porphyrazine with iron(II) acetate and further treatment with hydrochloric acid solution. The oligomeric structure [FePz(pyz)](n) and the monomeric compound [FePz(py)(2)] were formed as stable complexes by reacting FePzCl with pyrazine and pyridine, respectively. The porphyrazine compounds were characterized by different spectroscopic methods.
dc.identifier.doi10.1080/00958972.2015.1018826
dc.identifier.endpage1155
dc.identifier.issn0095-8972
dc.identifier.issn1029-0389
dc.identifier.issue7
dc.identifier.scopus2-s2.0-84940005387
dc.identifier.scopusqualityQ3
dc.identifier.startpage1142
dc.identifier.urihttps://doi.org/10.1080/00958972.2015.1018826
dc.identifier.urihttps://hdl.handle.net/20.500.12428/22721
dc.identifier.volume68
dc.identifier.wosWOS:000352003200003
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherTaylor & Francis Ltd
dc.relation.ispartofJournal of Coordination Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subjectAnthraquinone-2-carboxylic acid
dc.subjectShish kebab type oligomer
dc.subjectPyrazine
dc.subjectEsterification
dc.subjectPorphyrazine
dc.titleMetal-free, metallo-, oligomeric, and monomeric porphyrazine complexes of (3-thiopropyl anthraquinone-2-carboxylate) units
dc.typeArticle

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