Novel peripheral tetra-substituted phthalocyanines containing methoxylated chalcone group: Synthesis, spectral, electrochemical and spectroelectrochemical properties

Abstract

This paper reports the synthesis, electrochemical and spectroelectrochemical properties of peripheral tetra substituted phthalocyanines that include (E)-1-(2,5-dimethoxyphenyl)-3-(4 hydroxyphenyl)prop2-en-l-one. Precursor phthalonitrile compound (3) for the formation of phthalocyanines was synthesized at first, then related phthalocyanine compounds Co-II (Pc-4), Cu-II (Pc-5), Zn-II (Pc-6), (MnCl)-Cl-III (Pc-7) and metal-free (Pc-8) were synthesized. The spectral properties of all compounds were accomplished by using prevalent spectroscopic techniques. Electrochemistry of metallophthalocyanines (MPcs) were studied with cyclic voltammetry (CV) and square wave voltammetry (SWV) to determine the redox mechanism of the complexes. In situ spectroelectrochemical characterizations were also performed to support the redox mechanism and to determine opto-electronic responses of the electrogenerated MPc species. (C) 2020 Elsevier B.V. All rights reserved.