Abstract

Four novel phthalocyanine complexes containing carbazole moieties were synthesized and characterized by 1H &13C NMR, IR, and UV–visible spectroscopies, magnetic circular dichroism (MCD), elemental analysis, matrix-assisted laser desorption ionization mass spectrometry (MALDI), and X-ray crystallography. In all new compounds, characteristic interligand charge transfer transitions were observed in the 400–600 nm range and are indicative of interligand charge transfer transitions. The electrochemical and spectroelectrochemical methods used to probe the redox properties of 2–5 suggested phthalocyanine-centered first oxidation and reduction processes. Photophysical measurements of the prepared complexes in different solvents exhibited interesting properties due to the charge transfer effect and consequently prolonged excited state lifetime (5.00 ns) with high singlet oxygen quantum yield (ФΔ = 0.825) were acquired. Due to their remarkable solvatochromism phenomena and enhanced photo-related properties, the presented compounds have high potential in chemo-sensors and optical limiting material applications.

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