New chalcone-substituted metallophthalocyanines: Synthesis, characterization, and investigation of their properties

Abstract

The synthesis of novel metallophthalocyanines (M = Zn, Mg, and Co) derived from ( E)-3-(3-bromophenyl)-1-(3-hydroxyphenyl)prop-2-en-1-one and ( E)-3-(3-fluorophenyl)-1-(3-hydroxyphenyl)prop-2-en-1-one is achieved. These complexes and the synthesized novel phthalonitrile derivatives are characterized by FTIR, 1H NMR, 13C NMR, UV-Vis, mass spectrometry, and elemental analysis. The aggregation properties of the metallophthalocyanines ZnPc, MgPc, and CoPc are investigated in different solvents and at different concentrations in dimethyl formamide. The electrochemical behavior is also investigated. The cyclic voltammograms give one oxidation reaction for all the bromo-derived metallophthalocyanines and one reduction reaction for all the fluoro-derived metallophthalocyanines. Fe3+, Cd2+, Hg2+, Cu2+, Ni2+, and Co2+ ions are titrated fluorometrically with the phthalocyanines. The bromo- and fluoro-substituted phthalocyanine compounds show different effects on the metal ion titrations.

Farklı Kalkon, Ftalonitril ve Periferal Tetra Çinko Ftalosiyanin Türevlerinin In Vitro Layşmanyasidal Aktivitesi

“…Since phthalocyanines are rich in π electrons, they give characteristic absorption bands corresponding to n-π* or π-π* electronic transitions in the ultraviolet and visible region [25].…”

“…The aggregation depends on the type of solvent, metal ions in the core, pH of the solution, concentration, temperature and the structures of the substituents [25]. In this study, the aggregation behavior of ZnPc (8b) was investigated in different solvents in the UV-Vis spectroscopy (Figure 7) (Table 1).…”

“…Phthalocyanines (Pcs), which have planar macrocyclic molecules and contain nitrogen atoms in the inner loop, contain a class of highly robust and versatile chemical compounds [21]. Phthalocyanines, which are still of great technological importance for the production of green and blue pigments, have applications such as such as DNA-binding and enzyme inhibition [22], catalysts [23,24], metal sensors [25], electrochemistry [26,27], solar cells [28], Langmuir-Blodgett films [29], fluorometric properties [25], liquid crystals [30], photodynamic therapy (PDT) [31], electrophotography [32], antimicrobial agent [33], optical disks [34], electrochromic displays [35], antioxidant [36] and modified supports in recent years. The leismania activity studies of phthalocyanines, which have been studied in many application…”