Metallo and metal free phthalocyanines bearing (4-(1(4-phenoxyphenyl)-1-phenylethyl)phenol substituents: Synthesis, characterization, aggregation behavior, electronic, antioxidant and antibacterial properties

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Küçük Resim

Tarih

2014

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

ELSEVIER SCIENCE SA

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

As starting material the phthalonitrile derivative bearing (4-(1(4-phenoxyphenyl)-1-phenylethyl)phenol substituents at peripheral position was prepared by a nucleophilic displacement reaction. Cyclotetramerization of 4-(4-(1-(4-hydroxyyphenyl)-1-phenylethyl)phenoxy)phthalonitrile derivative in the presence of corresponding metal salts gave the new metallophthalocyanines. Metal free phthalocyanine was obtained from the reaction of 4-(4-(1-(4-hydroxyyphenyl)-1-phenylethyl)phenoxy)phthalonitrile units. The novel compounds have been characterized by using various spectroscopic data. The aggregation investigations carried out in different concentrations indicate that 4-(4-(1-(4-hydroxyyphenyl)-1-phenylethyl)phenoxy)phthalocyanine compounds do not have any aggregation behavior for the concentration range of 10(-4)-10(-5) M in tetrahydrofuran. The antioxidant activities of novel compounds were analyzed through radical scavenging ability of 1,1-dipheny1-2-picrylhydrazyl, chelating ability to ferrous ions and reducing power. In addition to these, the antibacterial activities of compounds were investigated. Moreover, the ground-state geometries of the complexes were optimized using B3LYP/6-31G(d,p) level of density functional theory in order to predict the three-dimensional geometries and electronic structure. (C) 2014 Elsevier B.V. All rights reserved.

Açıklama

Anahtar Kelimeler

Synthesis, Phthalocyanines, Aggregation, Antioxidant, Antibacterial, Electronic structure

Kaynak

SYNTHETIC METALS

WoS Q Değeri

Q2

Scopus Q Değeri

Q1

Cilt

195

Sayı

Künye

Ağırtaş, M. S., Güven, M. E., Gümüş, S., Özdemir, S., & Dündar, A. (2014). Metallo and metal free phthalocyanines bearing (4-(1(4-phenoxyphenyl)-1-phenylethyl)phenol substituents: Synthesis, characterization, aggregation behavior, electronic, antioxidant and antibacterial properties. Synthetic Metals, 195, 177–184. https://doi.org/10.1016/j.synthmet.2014.06.004