Synthesis, characterization, structural study and antibacterial activity of the Schiff bases derived from sulfanilamides and related copper(II) complexes

A new series of Schiff base ligands derived from sulfonamide were prepared and investigated. These ligands were characterized by FT-IR, 1H NMR, UV–vis spectroscopy and elemental analysis. The crystal structures of ligands were determined by single-crystal X-ray diffraction. Also, the copper(II) meta...

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Bibliographic Details
Published in:Inorganica Chimica Acta 2016-11, Vol.453, p.238-246
Main Authors: Salehi, Mehdi, Ghasemi, Fateme, Kubicki, Maciej, Asadi, Asadollah, Behzad, Mahdi, Ghasemi, Mohammad Hadi, Gholizadeh, Ahmad
Format: Article
Language:English
Subjects:
Acetylacetone
Antibacterial activity
Benzamide
Chemical synthesis
Coordination compounds
Copper
Copper compounds
Crystal structure
Crystal structures
Fourier transforms
Imines
Infrared spectroscopy
Ligands
Molecular chains
Pharmaceuticals
Rietveld analysis
Schiff base
Structural analysis
Sulfonamides
X-ray diffraction
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Summary:A new series of Schiff base ligands derived from sulfonamide were prepared and investigated. These ligands were characterized by FT-IR, 1H NMR, UV–vis spectroscopy and elemental analysis. The crystal structures of ligands were determined by single-crystal X-ray diffraction. Also, the copper(II) metal complexes of these ligands were synthesized and characterized by FT-IR, UV–vis spectroscopy and powder X-ray diffraction. The copper(II) chelates have been screened for their antimicrobial activities using the disc diffusion method against the selected bacteria compared with free Schiff base ligands. [Display omitted] •A series of new sulfonamides and the related copper(II) complexes were synthesized and characterized.•The molecular structures of ligands were determined by X-ray diffraction method and complexes by XRD.•Their antibacterial activities against some microorganism were reported. In the present work, a series of new Schiff base ligands from acetylacetone and salicylaldehyde with sulfonamides derivatives were synthesized and characterized by spectral and analytical techniques. The molecular structures of ligands, N-({4-[(E)-(2-hydroxybenzylidene)amino]phenyl}sulfonyle)acetamide (HL1), N-({4-[(E)-(2-hydroxybenxiliden)amino]phenyl}sulfonyle)benzamide (HL2) and 4-((4-oxopentan-2ylidene)amino)benzenesulfonamide (HL3) were also determined by the method of X-ray diffraction. Also, new copper(II) complexes [CuLx](x=1 for 1, x=2 for 2, x=3 for 3) constructed from HLx were synthesized and characterized by FT-IR, UV–vis spectroscopy and XRD. The copper(II) complexes were screened for their antimicrobial activities against the selected bacteria and compared to the free ligands, using the disc diffusion method.
ISSN:0020-1693
1873-3255
DOI:10.1016/j.ica.2016.07.028