Synthesis, electrochemistry of metal-free, copper, titanium phthalocyanines and investigation of catalytic activity of cobalt, iron phthalocyanines on benzyl alcohol oxidation bearing 4-{2-[3-trifluoromethyl)phenoxy]ethoxy} groups

Aktaş, Ayşe; Acar, İrfan; Bıyıklıoğlu, Zekeriya; Saka, Ece Tuğba; Kanteki̇n, Hali̇t

doi:10.1016/j.synthmet.2014.10.022

Cited by 25 publications

(4 citation statements)

References 45 publications

(47 reference statements)

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“…Metallophthalocyanines display typical electronic spectra with two strong absorption regions, one in the UV region at about 300–350 nm (B band) and the other in the visible region at 600–700 nm (Q band) . The electronic absorption spectra of the cobalt and iron phthalocyanines 4 and 5 , in chloroform at room temperature, are shown in Fig.…”

Section: Resultsmentioning

confidence: 99%

Co(II) and Fe(II) phthalocyanines: synthesis, investigation of their catalytic activity towards phenolic compounds and electrochemical behaviour

Saka

Bıyıklıoğlu

2015

Applied Organom Chemis

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-[(1-Benzylpiperidin-4-yl)oxy]-substituted cobalt(II) and iron(II) phthalocyanine complexes were synthesized and their catalytic activity towards various phenolic compounds was investigated. Converting from environmentally harmful phenolic compounds into less harmful oxidation products using phthalocyanines makes this study attractive. This catalysis is feasible and timesaving in terms of procedure and the best oxidation conditions determined. Electrochemical studies were also carried out using cyclic voltammetry and square wave voltammetry techniques. Voltammetric analyses of the synthesized phthalocyanine complexes supported their proposed structures.

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Section: Resultsmentioning

confidence: 99%

Co(II) and Fe(II) phthalocyanines: synthesis, investigation of their catalytic activity towards phenolic compounds and electrochemical behaviour

Saka

Bıyıklıoğlu

2015

Applied Organom Chemis

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“…Lately performed study with iron(II) phthalocyanine, 29, 30, and the cyclic tetramer consisting of iron(III) phthalocyanine linked to 3,4,9,10-perylenetetracarboxylate, tentatively named FePPOP 31 (Figure 9) indicate the possibility to use these compounds toward catalytic oxidation reaction of benzyl alcohol. In the case of tetramer, it was found that 31 exhibited high stability and also exhibited the large turnover number of the reaction reaching the value of 960 [67][68][69]. However, in the initial phase of the experiment, the catalyst 31 acted much slower in comparison with the other compounds [69].…”

Section: Catalytic Activity and Electrochemical Properties Of Iron Pomentioning

confidence: 99%

Physicochemical Properties and Catalytic Applications of Iron Porphyrazines and Phthalocyanines

Koczorowski¹,

Szczołko²,

Gośliński³

2017

Recent Progress in Organometallic Chemistry

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Porphyrazines and phthalocyanines belong to porphyrinoids, which are macrocyclic compounds consisting of four pyrrole or indole rings, respectively. The aromatic rings of porphyrazines and phthalocyanines are fused together by azamethine bridges (meso nitrogen atoms) in place of methine bridges present in porphyrins. The physicochemical properties of these macrocycles can be modified in two ways. The first is by substitution of metal cation in the core, whereas the second relies on peripheral modification with various substituents. Porphyrazines and phthalocyanines can be modified inside the macrocyclic core with various transition metal cations, including iron(II/III), which impacts their electrochemical properties and influences potential applications in redox reactions. Due to their unique optical and electrochemical properties, porphyrazines and phthalocyanines found many potential and practical applications in medicine and technology. They were mainly researched as photosensitizers in photodynamic therapy, as sensors in biomedical and analytical applications or as building blocks for materials chemistry. This chapter presents physicochemical properties and catalytic applications of iron porphyrazines and phthalocyanines. The first part summarizes the influence of peripheral and axial substituents of iron(II/III) porphyrazines and phthalocyanines on their spectral properties, whereas the second focuses on the electrochemical properties of these molecules. The third part covers the activity of selected iron(II/III) porphyrazines and phthalocyanines of potential value for diverse applications including catalytic reactions.

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“…Hence, the fluorine containing Pcs can become proper alternatives for development of the Pcs performance in the different applications. Therefore, study of their synthesis and characterization sounds useful …”

Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical and Biological Properties of New Phthalocyanines Bearing Peripherally 4‐(Trifluoromethoxy)phenoxy Groups

et al. 2019

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In this study, a novel phthalonitrile derivative namely 4-(4-(trifluoromethoxy)phenoxy) phthalonitrile (2) was introduced and characterized. A number of peripherally tetra-substituted phthalocyanines (H 2 Pc, CuPc and PdPc) were obtained by cyclotetramerization of 2 in suitable high-boiling solvents. Characterization of the resulting phthalocyanines has been performed by diverse techniques such as NMR, FTIR and UV/Vis spectroscopy. Organic solvents like acetone, N,N-Dimethylformamide (DMF) and dichloromethane (DCM) were utilized to investigate the influence of solvent nature on aggregation behavior of CuPc. In addition, the aggregation properties of the CuPc were studied in tetrahydrofuran (THF) and DCM at different concentrations ranging from 4 × 10 À 6 to 14 × 10 À 6 m. Fluorescence quantum yields of H 2 Pc and PdPc were determined in DMF. Fluorescence lifetime for H 2 Pc was calculated 2.07 ns, as well. The fluorescence quenching feature of H 2 Pc was explored by adding different concentrations of benzoquinone in DMF. The values of K sv and k q for H 2 Pc were obtained 59.01 m À 1 and 28.51 m À 1 ns À 1 , respectively. Moreover, tyrosinase inhibition and antioxidant activities of the phthalocyanines were studied by using TLC dot -blot technique and spectrophotometric assay. CuPc exhibited the highest inhibitory activity on tyrosinase enzyme. All tested molecules showed moderate antioxidant activity.

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Synthesis, electrochemistry of metal-free, copper, titanium phthalocyanines and investigation of catalytic activity of cobalt, iron phthalocyanines on benzyl alcohol oxidation bearing 4-{2-[3-trifluoromethyl)phenoxy]ethoxy} groups

Cited by 25 publications

References 45 publications

Co(II) and Fe(II) phthalocyanines: synthesis, investigation of their catalytic activity towards phenolic compounds and electrochemical behaviour

Co(II) and Fe(II) phthalocyanines: synthesis, investigation of their catalytic activity towards phenolic compounds and electrochemical behaviour

Physicochemical Properties and Catalytic Applications of Iron Porphyrazines and Phthalocyanines

Synthesis, Photophysical and Biological Properties of New Phthalocyanines Bearing Peripherally 4‐(Trifluoromethoxy)phenoxy Groups

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