Ece Tuğba Saka

Fluoro functional groups substituted cobalt(II), iron(II) phthalocyanines and their catalytic properties on benzyl alcohol oxidation

In this study, phthalocyanine complexes (Co and Fe) bearing (2-{2-[3-(trifluoromethyl)phenoxy]ethoxy}ethoxy) groups at peripheral position were synthesized using the phthalonitrile derivative and characterized by IR, 1H-NMR, UV–Vis and mass spectrometry. Catalytic activity of Co(II) and Fe(II) phthalocyanines were investigated in the oxidation of benzyl alcohol with different oxygen sources. Determination of the optimal conditions for oxidation of benzyl alcohol, the catalytic reactions were carried out change the reaction temperature, oxidant/cat ratio, types of oxidants and subst./catalyst ratio.

Facile synthesis of highly active Co(II) and Fe(II) phthalocyanine catalysts for aerobic oxidation of phenolic compounds

In this work, 2,3-dichlorophenoxy substituted cobalt and iron phthalocyanines have been synthesized and used as efficient catalysts for aerobic oxidation of nitrophenols. Co(II) and Fe(II) phthalocyanines have been characterized by IR, 1H NMR, 13C NMR, UV–vis, and mass spectroscopies. tert-butyl hydroperoxide (TBHP), m-chloroperoxybenzoic acid, hydrogen peroxide, and air oxygen have been used as oxygen source. These catalysts offered the highest activity on 4-nitrophenol oxidation in 3 h. In order to achieve the best reaction conditions, oxidant ratio, temperature, and oxidant type have been investigated with different nitrophenols in 3 h.

New Co(II) and Cu(II) Phthalocyanine Catalysts Reinforced by Long Alkyl Chains for the Degradation of Organic Pollutants

The need to develop sustainable, low-cost, earth abundant catalyst is becoming paramount for overcoming environmental problems. Toward this goal, new cobalt(II) and copper(II) phthalocyanine complexes used as catalyst for degradation of organic pollutants (such as 2,3-dichlorophenol, 4-methoxyphenol, 4-nitrophenol, 2,3,6-trimethylphenol) with different oxygen source. This catalytic system with these complexes showed high conversion rates for degradation of organic pollutants and could easily be recovered by recycling reactions.Graphical Abstract

An efficient method for the oxidation of phenolic compounds using new Co(II) and Fe(II) phthalocyanines

In this study novel Co(II) and Fe(II) phthalocyanines have been successfully prepared and their structural characterization have been done using with different spectroscopic methods (IR, 1H-NMR, UV–Vis, mass spectroscopies and elemental analysis). Substituted phenolic compounds as substrate, different kinds of oxidants and novel Co(II) and Fe(II) phthalocyanines as catalyst have been used in all oxidation reactions. Temperature, different oxidants, ox./cat. ratio effects on the catalysis have been determined. Interestingly, Co(II) phthalocyanine exhibits superior catalytic activity and durability in the catalysis over oxidation of p-nitrophenol (4-NP). The present method is simple, environmentally benign and amenable scale up process.

Synthesis and electrochemistry of new octa-substituted metal-free and metallophthalocyanines

The synthesis and characterization of metal-free (H2-Pc) and metal-containing (Zn, Co, and Cu) derivatives of a symmetrically octa-substituted phthalocyanine derived from 4,5-bis[2-(phenylthio)ethoxy]phthalonitrile were carried out by microwave irradiation. The electrochemical properties of the metal-free phthalocyanine 4 and metallophthalocyanine complexes 5 and 6 were investigated by cyclic voltammetry and differential pulse voltammetry. We have previously investigated the electrochemical properties of the tetra substituted 2-(phenylthio)ethoxy phthalocyanines. The reduction potential of the octa-substituted metal-free phthalocyanine shifted to more negative potential as a result of the electron donating of the 2-(phenylthio)ethoxy groups on the periphery compared to those of tetra substituted. The H2Pc and ZnPc demonstrated ligand-based electron transfer processes, while CoPc complex has a metal-based reduction process. Similar aggregation behavior was observed for octa-substituted phthalocyanines. The compounds were characterized using IR, 1H NMR, 13C NMR, elemental analysis, and MS spectral data. Graphical Abstract

Preparation, characterization of new Co(II) and Cu(II) phthalocyanines and their catalytic performances in aerobic oxidation of substituted phenols

Substituted phenol pollutants are produced as by products of many industrial processes. Aerobic oxidations for their degradation in the context of effluent treatment or environmental remediation often lack selectivity. In this work Co(II) and Cu(II) phthalocyanines-catalyzed approach is described that converts substituted phenols into less harmfull products. New cobalt(II) and copper(II) phthalocyanine complexes are used as catalyst for degradation of substituted phenols with different oxidants. The oxidation process exhibits remarkable selectivity and conversion owing to the fact that Co(II) and Cu(II) phthalocyanines work with high performance.

New peripherally tetra-[trans-3,7-dimethyl-2,6-octadien-1-ol] substituted metallophthalocyanines: synthesis, characterization and catalytic activity studies on the oxidation of phenolic compounds

Abstract In this paper, we elucidated the synthesis, characterization, and investigation of catalytic activity studies of new metallophthalocyanines 4 and 5 as the catalyst for phenolic compounds oxidation by trying different types of oxygen sources. The structural characterization of the products was made by a combination of elemental analysis, FT-IR, LC-MS/MS (for phthalonitrile derivative 3), MALDI-TOF mass spectral data (for metallophthalocyanines 4–7), UV–vis spectroscopy (for metallophthalocyanines 4–7), 1H NMR and 13C NMR spectroscopies (for compounds 3 and 6). The synthetic routes for the (trans-3,7-dimethyl-2,6-octadien-1-ol) substituted phthalonitrile derivative 3 and corresponding metallophthalocyanines 4–7 are outlined in Scheme 1. The MPc complexes 4–7 were synthesized via cyclotetramerization of compound 3 in the presence of the corresponding anhydrous metal salts (CoCl2 for 4, CuCl2 for 5, Zn(CH3COO)2 for 6 and MnCl2 for 7) in dry n-pentanol as solvent and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as strong base at reflux temperature under nitrogen gas. Phthalocyanines and their metal complexes, in general, display poor solubility in most of the organic solvents, however, the synthesized metallophthalocyanine complexes 4–7 were highly soluble in common organic solvents because of the introduction of the methyl groups on alkyl chains of peripheral arms. The catalytic activity of compounds 4 and 5 was evaluated for the oxidation of phenolic compounds such as 4-nitrophenol, o-chlorophenol, 2,3-dichlorophenol, and p-methoxyphenol. CoPc 4 displayed good catalytic performance with a full oxidation of 4-nitrophenol into the corresponding benzoquinone and hydroquinone with the highest TON and TOF values within 3 h.