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Synthesis, characterization and electrochemical properties of copper(II) complexes with novel bidentate salicylaldimines derived from 3,5-di-t-butyl-2-hydroxybenzaldehyde

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Mononuclear copper(II) complexes of novel bidentate salicylaldimines (LxH) have been synthesized by the addition of Cu(Ac)2ยท2H2O to a mixture of 3,5-di-t-butyl-2-hydroxybenzaldehyde (3,5-DTB) and biologically active amines, 4-(3-aminopropyl)morpholine, 1-(3-aminopropyl)-2-pyrrolidinone and 1-(3-aminopropyl)-2-methylpiperidine. In this study N-[1-(3-aminopropyl)imidazole]-3,5-di-t-butylsalicylaldimine (L1H) was synthesized by reaction of 3,5-DTB and 1-(3-aminopropyl)imidazole followed by complexation with copper(II). The complexes were characterized by FTIR, UV-VIS, ESR, MS, 1H and 13C NMR spectroscopy, magnetic susceptibility measurements and thermogravimetric analysis (TGA) and also by electrochemistry. The room-temperature powder ESR spectra of these complexes are similar and exhibit axially symmetric g-tensor parameters with g > g > ge suggesting that the copper(II) atom has a ground state characteristic of square-planar or square-pyramidal stereochemistry. Thermal analysis indicated that Cu(L3)2 had the highest thermal stability of the complexes and Cu(L2)2 the lowest. Cyclic voltammetric experiments showed that all of the Cu(II) complexes underwent one-electron transfer, mainly diffusion controlled, as indicated by the dependence of the peak current on the square root of the scan rate.
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Keywords: Copper(II) complexes; Cyclic voltammetry; Electrochemical properties; Spectroscopy; Sterically hindered salicylaldimine; Thermal stability

Document Type: Research Article

Publication date: May 1, 2004

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