Experimental and theoretical characterization of N,N′-bis(2,4-dihydroxybenzylidene)-1,2-diaminobenzene schiff base and its Cu(II) complex

• Published in: Journal of structural chemistry Vol. 54; no. 6; pp. 1055 - 1062
• Main Authors: Beyramabadi, S. A., Eshtiagh-Hosseini, H., Housaindokht, M. R., Shirzadi, S., Morsali, A., Naseri, M. A.
• Format: Journal Article
• Language: English
• Published: Boston Springer US 01.11.2013
• Subjects: Atomic; Atomic/Molecular Structure and Spectra; Chemistry; Chemistry and Materials Science; Inorganic Chemistry; Molecular; Optical and Plasma Physics; Physical Chemistry; Solid State Physics; Schiff base; IR assignment; copper; resorcinol; NMR; DFT
• ISSN: 0022-4766; 1573-8779
• DOI: 10.1134/S0022476613060085

A new Schiff base ligand N,N′-bis(2,4-dihydroxybenzylidene)-1,2-diaminobenzene [=H 2 L] and its Cu(II) complex [Cu(L)] are synthesized and characterized by IR, UV-Vis, NMR, mass spectrometry and elemental analysis. Also, the computational prediction of optimized geometries, IR spectra and NMR chemical shifts is performed using the density functional theory (DFT) method. The DFT optimized geometry of the ligand is not planar, so the three benzene rings are located in separate planes. The phenolic protons are engaged in the intramolecular hydrogen-bonding interactions. In the optimized geometry of the square comlex, dianionic L 2− acts as a tetradentate ligand, which occupies four coordination positions in the N, N, O − , O − manner. The consistency between the calculated and experimental results confirms the validity of the optimized structures for the H 2 L ligand and its Cu complex.