Transition-metal-catalyzed cross-coupling reactions have been well-established as indispensable tools in modern organic synthesis. One of the major research goals in cross-coupling area is expanding the scope of the coupling partners. In the past decade, diazo compounds (or their precursors N-tosylhydrazones) have emerged as nucleophilic cross-coupling partners in C–C single bond or C═C double bond formations in transition-metal-catalyzed reactions. This type of coupling reaction involves the following general steps. First, the organometallic species is generated by various processes, including oxidative addition, transmetalation, cyclization, C–C bond cleavage, and C–H bond activation. Subsequently, the organometallic species reacts with the diazo substrate to generate metal carbene intermediate, which undergoes rapid migratory insertion to form a C–C bond. The new organometallic species generated from migratory insertion may undergo various transformations. This type of carbene-based coupling has proven...

Transition-Metal-Catalyzed Cross-Couplings through Carbene Migratory Insertion

Phthalocyanines for dye-sensitized solar cells

Adsorption removal of Congo red from aqueous solution by polyhedral Cu2O nanoparticles: Kinetics, isotherms, thermodynamics and mechanism analysis

https://hal-insu.archives-ouvertes.fr/insu-01315385/document

Adsorption of diclofenac onto organoclays: Effects of surfactant and environmental (pH and temperature) conditions

Adsorption of textile dyes onto iron based waterworks sludge from aqueous solution; isotherm, kinetic and thermodynamic study

The synthesis of novel, symmetrical zinc(II) phthalocyanine (ZnPc) bearing four ethynylcyclohexyloxy terminal moieties was achieved by cyclotetramerization of novel 4-(2-ethynylcyclohexyloxy) phthalonitrile in pentanol in the presence of DBU and zinc acetate without any protective/deprotective chemistry. Subsequently, this new zinc(II) phthalocyanine derivative was reacted with 6-azido-hexanoic acid under "click-chemistry" conditions to give phthalocyanine-hexanoic acid conjugates linked by 1,2,3-triazole units. The new compounds have been characterized by using elemental analyses, UV-vis, FTIR, 1H NMR and mass spectroscopic data. The aggregation properties of the compounds were investigated in different concentrations. General trends are also described for fluorescence quantum yields and lifetimes of novel zinc derivatives in tetrahydrofuran. The fluorescence of the tetrasubstituted zinc(II) phthalocyanine complexes is effectively quenched by 1,4-benzoquinone (BQ) in THF.

Synthesis and photophysical properties of a novel ethynyl zinc(II) phthalocyanine and its functionalized derivative with click chemistry

Novel metallophthalocyanines substituted with four peripheral 4-[3,4-bis(benzyloxy)benzylidene]aminophenoxy groups were prepared by Schiff base condensation of 4-aminophenoxy-substituted phthalocyanines with 3,4-bis(benzyloxy)benzaldehyde. The structures were elucidated with elemental analysis, Fourier transform infrared spectroscopy, proton nuclear magnetic resonance spectrometry, and matrix assisted laser desorption ionization-time of flight spectrometry along with Ultraviolet–Visible spectrophotometry. In the studied concentration range of 1–10 × 10−6 M, no appreciable aggregation of the new species was detected. In tetrahydrofuran, the fluorescent quantum yield ΦF value of the zinc phthalocyanine was lower than the unsubstituted ZnPc (ΦF = 0.25) due to the peripheral [3,4-bis(benzyloxy)benzylidene]aminophenoxy substituents which surely caused fluorescence quenching. The zinc phthalocyanine showed fluorescent quenching by the addition of 1,4-benzoquinone in tetrahydrofuran with obedience to Stern–Volmer kinetics.

Novel metallophthalocyanines with bulky 4-[3,4-bis(benzyloxy)benzylidene]aminophenoxy substituents

Synthesis and characterization of a novel alkoxy substituted gold(III) phthalocyanine

We prepared novel unsymmetrical A$_{3}$B-type zinc and cobalt phthalocyanines bearing monocarboxylic acid groups on peripheral positions using statistical condensation method, especially designed to anchor on the TiO$_{2}$ semiconductor surface. The novel complexes were anchored on TiO$_{2}$ semiconductor to prepare effective dye sensitized photoactive composites as heterogeneous catalysts. The results indicated that modified TiO$_{2}$ nanocrystals possessed only the anatase phase and MPc-TiO$_{2}$ photocatalysts with loading amount of dye ca. 8.27 $\mu $mol/g TiO$_{2}$ exhibit strong visible light absorption. Photocatalytic degradation of 4-chlorophenol (4-CP) under illumination with visible light ($\lambda >$ 400 nm) was tested with the composites prepared. The degradation profile indicates that MPc-modified titania nanocrystals are superior to pristine titania under visible light in terms of photocatalytic effect. Photocatalytic reusability efficiency and the stability of photocatalyst composites were also investigated. Additionally, the effect of different substituent groups (such as aromatic vs. aliphatic, alkyl chain length) on photocatalytic efficiency was revealed and also compared to our previous works.

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Synthesis and characterization of novel unsymmetrical phthalocyanine/TiO$_{2}$ composites and their evaluation as photocatalysts for degradation of 4-chlorophenol under visible light

Altuğ Mert Sevim

Papers

Synthesis and photophysical properties of a novel ethynyl zinc(II) phthalocyanine and its functionalized derivative with click chemistry

Novel metallophthalocyanines with bulky 4-[3,4-bis(benzyloxy)benzylidene]aminophenoxy substituents

Synthesis and characterization of a novel alkoxy substituted gold(III) phthalocyanine

Synthesis and characterization of novel unsymmetrical phthalocyanine/TiO$_{2}$ composites and their evaluation as photocatalysts for degradation of 4-chlorophenol under visible light

Metallophthalocyanine/polyacrylonitrile nanofibers by solution blow spinning technique for enhanced photocatalytic activity by visible light