Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study

Autor: María Mercedes Hincapié Otero, Andrey Joaqui Joaqui, Dorian Polo Cerón
Jazyk: English<br />Spanish; Castilian
Rok vydání: 2021
Předmět:
Zdroj: Universitas Scientiarum, Vol 26, Iss 2, Pp 193-215 (2021)
Druh dokumentu: article
ISSN: 0122-7483
2027-1352
DOI: 10.11144/Javeriana.SC26-2.saco
Popis: N-acylhydrazones 2-(4-chlorophenyl)-N0 -(2-hydroxybenzylidene)acetohydrazide, N0 -(2-hydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide, 2-(4-chlorophenyl)-N0 -(2,4-dihydroxybenzylidene)-acetohydrazide, and N0 -(2,4-dihydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide were successfully synthesized by a multistep procedure. The obtained organic molecules were characterized by spectroscopic techniques (FT-IR, 1D and 2D NMR, UV-Vis) and mass spectrometry. The structure of 2-(4-chlorophenyl)-N0 -(2-hydroxybenzylidene)acetohydrazide was also confirmed by X-ray diffraction. Ab initio computational simulations of the ligand spectra were in good agreement with experimental data and validated the hypothesis about the existence of a conformational mixture of each ligand in solution. Finally, the complexation potential of the synthesized ligands to Cu2+ was assessed by continuous variation experiments and FT-IR spectroscopy.
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