Gonca, Ergun2025-01-272025-01-2720150095-89721029-0389https://doi.org/10.1080/00958972.2015.1018826https://hdl.handle.net/20.500.12428/22721Metal-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.eninfo:eu-repo/semantics/closedAccessAnthraquinone-2-carboxylic acidShish kebab type oligomerPyrazineEsterificationPorphyrazineArticle6871142115510.1080/00958972.2015.1018826Q3WOS:0003520032000032-s2.0-84940005387Q3