Metallo-porphyrazines with eight [5-thiopentyl 3,4,5-tris(benzyloxy)benzoate] groups: Synthesis, characterization, aggregation, and solubility behavior

Autor: Ergün Gonca
Rok vydání: 2017
Předmět:
Zdroj: Journal of Molecular Structure. 1130:10-18
ISSN: 0022-2860
DOI: 10.1016/j.molstruc.2016.09.073
Popis: Metal-free and metallo-porphyrazines having eight 5-hydroxypentylthio units at the peripheral positions have been prepared from 2,3-bis(5-hydroxypentylthio)maleonitrile. By the esterification reaction of magnesium hydroxy-porphyrazine with 3,4,5-tris(benzyloxy)benzoic acid in dicyclohexylcarbodiimide and toluene-p-sulfonic acid, the reactivity of the hydroxypentyl units was indicated. On the other hand, iron porphyrazine derivatives with eight [5-thiopentyl 3,4,5-tris(benzyloxy)benzoate] groups attached to the periphery positions were synthesized. By the reaction of metal-free porphyrazine with iron (II) acetate and further processing with HCl solution, FePzCl was obtained. Finally, by reacting FePzCl with pyridine or pyrazine, [FePz(py)2] and [FePz(pyz)]n complexes were prepared, respectively. The characterizations of target complexes were carried out by utilizing different spectroscopic methods such as FT-IR, UV–vis, mass, 1H NMR, and 13C NMR together with elemental analysis.
Databáze: OpenAIRE