Synthesis of peripheral and non-peripheral substituted metallophthalocyanines containing (E)-3-(5-bromo-2-hydroxphenyl)-1-o-tolyprop-2-en-1-one: Investigation of the photophysical and photochemical properties

Spectrochim Acta A Mol Biomol Spectrosc. 2021 May 5:252:119474. doi: 10.1016/j.saa.2021.119474. Epub 2021 Jan 15.

Abstract

In this study, the novel peripherally (5-7) and non-peripherally (9-11) metallo (zinc, magnesium and lead) phthalocyanine derivatives were synthesized from their (E)-4-(4-bromo-2-(3-oxo-3-o-tolyprop-1-enyl)phenoxy) substituted phthalonitrile precursors (4 and 8). These novel phthalocyanine derivatives including chalcone groups were characterized by spectroscopic techniques such as FT-IR, UV-vis, 1H NMR, 13C NMR and MALDI-TOF mass spectra. In the next stage, the photophysical and photochemical properties of synthesized compounds were searched in DMSO which is not cause toxic effects at a certain concentration in biological applications. As a result of investigations, it was determined that phthalocyanine complexes did not demonstrate aggregation in DMSO solutions.

Keywords: Chalcone; Fluorescence; Photodegradation; Photodynamic therapy; Phthalocyanine; Singlet oxygen.