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4-(2,3,5-trimethylphenoxy)phthalonitrile ( 3 ) was firstly prepared via aromatic nucleophilic substitution reaction and characterized by FT-IR, mass spectrometry, 1 H and 13 C NMR techniques. The molecular structure of the compound ( 3 ) was optimized using Density Functional Theory (DFT/B3LYP) method with 6-311G(d,p) basis set in the ground state. The molecular geometric parameters which were obtained by X-ray single crystal diffraction method and the spectral results were compared with computed bond lengths and angles, vibrational frequencies and 1 H, 13 C NMR chemical shifts values of the compound ( 3 ). Also, Cu(II) and Co(II) phthalocyanines were synthesized by the treatment of dinitrile derivative with anhydrous CuCl 2 or CoCl 2 under N 2 atmosphere in dry n-pentanol at 140 o C. The new compounds have been determined by elemental analysis, FT-IR and electronic absorption. The UV-Vis spectra of the Cu(II) and Co(II) phthalocyanines were recorded with different concentration in THF and also with different solvents as DMF, DMSO, DCM, CHCl 3 , toluene.

journal of the turkish chemical society, section a: chemistry

Synthesis, characterization and investigation of the spectroscopic properties of novel peripherally 2,3,5-trimethylphenoxy substituted Cu and Co phthalocyanines, the computational and experimental studies of the 4-(2,3,5-trimethylphenoxy)phthalonitrile