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Syntheses and photochemical properties of octasubstituted phthalocyaninato zinc complexes

SUZANNE E. MAREE

Chemistry Department, Rhodes University, Grahamstown, South Africa, 6140, South Africa

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and

TEBELLO NYOKONG

Chemistry Department, Rhodes University, Grahamstown, South Africa, 6140, South Africa

Corresponding author, Chemistry Department, Rhodes University, Grahamstown, South Africa 6140.

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https://doi.org/10.1002/jpp.388Cited by:138 (Source: Crossref)

Abstract

In this work a selection of octasubstituted phthalocyaninato zinc complexes were synthesized and their photochemistry studied. The substituents included cholesterol (3a), estrone (3b), naphthol (3c) and phenoxy groups substituted with CH₃ (3d), C(CH₃)₃ (at two positions, 3e), C(CH₃)₃ (3f), NO₂ (3g), NH₂ (3h), COH (3i), COOH (3j), and H (3k). In general, complexes containing electron-donating groups attached to the phenoxy ring (e.g. 3e and 3f) were found to be photochemically unstable with photobleaching quantum yields of the order of 10^-3. In the presence of electron-withdrawing groups (3g, 3i, and 3j) the photobleaching quantum yields were of the order of 10^-6 to 10^-5. Singlet oxygen quantum yields (Φ_Δ) ranged from 0.01 to 0.73. The lowest Φ_Δ was observed for the highly aggregated complex 3c. All the complexes showed aggregation at high concentrations. Electrochemical reduction using a thin-layer spectroelectrochemistry cell showed that the complexes become more monomeric following reduction.

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