Synthesis of Novel Chalcone Substituted Metallophthalocyanines: Electrochemistry, Spectroelectrochemistry and Catalytic Oxidation of 2-mercaptoethanol

Karaca, Hüseyın

doi:10.18596/jotcsa.351559

Cited by 7 publications

(2 citation statements)

References 33 publications

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“…High stability of delocalized 18-electron π-conjugate system of phthalocyanine, especially upon formation metal complex, gives high stability to macrocycle, determines specific physical and physical-chemical properties of this compounds and causes a plurality of various usage [1][2][3][4][5][6][7][8][9]. Thus, the absorption in visible region based on π-π * transition allows to apply macrocycles as photoresistant dyes and pigments [10,11]. Metal ion complexes with opened d-electronic shell, for example Co(II), Fe(II), Mn(II), may act as catalysts in Merox-processes, while Mg(II), Si(IV), Zn(II), Cu(II), In(III), Ga(III) able to perform as photocatalysts, generating singlet oxygen [12][13][14].…”

Section: Introductionmentioning

confidence: 99%

Bulky-substituted phthalodinitriles and cobalt and copper phthalocyanines based on them: synthesis, thermal analysis and spectroscopic properties

Erzunov

Tikhomirovа

Botnar

et al. 2020

J Therm Anal Calorim

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By the nucleophilic substitution of the nitro group in 4-nitrophthalononitrile for the residues of alkoxy-substituted phenols, the synthesis of alkoxyphenoxyphthalonitriles was carried out. By template condensation of the substituted phthalonitriles obtained with copper and cobalt acetates at 200 °C, the corresponding phthalocyaninates were obtained. The conditions for the isolation and purification of the complexes synthesized were selected. The stability of substituted phthalonitriles and phthalocyaninates synthesized based on them regarding to heating in an argon-oxygen medium was evaluated (1:1 ratio). It was found the compounds obtained are thermally stable, and the destruction of phthalocyanines begins at lower temperatures compared to the corresponding phthalonitriles. For the complexes synthesized, the spectroscopic properties in organic solvents and concentrated sulfuric acid were studied. The influence of the nature of the substituent, metal complexing agent and solvent on the nature of the spectroscopic curves and the position of the main absorption band of phthalocyanine complexes has been established. It is noted passing from polar aprotic solvents to nonpolar ones, a shift of the maximum of the Q absorption band for the studied macrocycles was observed. Electronic absorption spectra in sulfuric acid show a significant bathochromic shift of the absorption band. An increase in the length of the alkyl substituent practically was found not to affect the position of the absorption maximum. Passing from complexes with Co(II) to Cu(II), a bathochromic shift of the absorption maximum was observed.

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Section: Introductionmentioning

confidence: 99%

Bulky-substituted phthalodinitriles and cobalt and copper phthalocyanines based on them: synthesis, thermal analysis and spectroscopic properties

Erzunov

Tikhomirovа

Botnar

et al. 2020

J Therm Anal Calorim

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“…Their skeleton structure and functional groups also make them well-known intermediates for the synthesis of various heterocyclic and bioactive compounds [23]. In literature showed that the introduction of chalcone groups into the peripheral/nonperipheral positions of phthalocyanines increased the electrochemical properties of phthalocyanines [24][25][26][27][28]. Also, phthalocyanines bearing chalcone groups have efficient photocatalytic, photophysical and photochemical properties [29,30].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and electrochemical properties of copper(II), manganese(III) phthalocyanines bearing chalcone groups at peripheral or nonperipheral positions

2020

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In this study, new chalcone compound 1, new phthalonitrile derivatives 2 and 3, new copper(II), manganese(III) phthalocyanines bearing chalcone groups at peripheral or nonperipheral positions were synthesized. Electrochemistry of tetra-(4-{(2E)-3-[2-fluoro-4-(trifluoromethyl)phenyl]prop-2-enoyl}phenoxy) substituted Co(II)Pc and Mn(III)Pcs were studied with cyclic voltammetry (CV) to determine the redox properties of the phthalocyanines. According to the results, while the CuPcs 2a and 3a showed two Pc based reduction reactions and one Pc based oxidation reaction, MnPcs 2b and 3b gave two metalbased reduction reactions. All the redox processes are shifted toward positive potentials as a result of the increased electron-withdrawing ability of the trifluoromethyl substituents.

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Photochemical properties of fluoro-chalcone substituted peripherally tetra Zn(II)Pc and Mg(II)Pc

Kamiloğlu

2021

J Incl Phenom Macrocycl Chem

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Synthesis of Novel Chalcone Substituted Metallophthalocyanines: Electrochemistry, Spectroelectrochemistry and Catalytic Oxidation of 2-mercaptoethanol

Cited by 7 publications

References 33 publications

Bulky-substituted phthalodinitriles and cobalt and copper phthalocyanines based on them: synthesis, thermal analysis and spectroscopic properties

Bulky-substituted phthalodinitriles and cobalt and copper phthalocyanines based on them: synthesis, thermal analysis and spectroscopic properties

Synthesis and electrochemical properties of copper(II), manganese(III) phthalocyanines bearing chalcone groups at peripheral or nonperipheral positions

Photochemical properties of fluoro-chalcone substituted peripherally tetra Zn(II)Pc and Mg(II)Pc

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