Investigation of photocatalytic properties of cobalt phthalocyanines on benzyl alcohol photoxidation

Yalazan, Halise; Akkol, Cagla; Saka, Ece Tuğba; Kanteki̇n, Hali̇t

doi:10.1002/aoc.6975

Cited by 7 publications

(3 citation statements)

References 90 publications

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“…To explore the electrochemical characteristics of the OSW system with respect to BA concentration, we conducted comparative experiments using a conventional SL system using BA-containing KOH electrolyte as the liquid phase. Dimethyl sulfoxide (DMSO) is used as a typical polar solvent to enhance BA solubility ( 36 , 37 ). In the absence of BA, SL and OSW systems exhibited similar nickel oxidation potentials (fig.…”

Section: Resultsmentioning

confidence: 99%

Electrochemical oxidation of concentrated benzyl alcohol to high-purity benzaldehyde via superwetting organic-solid-water interfaces

Shi,

Zhang,

et al. 2024

Sci. Adv.

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Organic electrosynthesis in aqueous media is presently hampered by the poor solubility of many organic reactants and thus low purity of liquid products in electrolytes. Using the electrooxidation of benzyl alcohol (BA) as a model reaction, we present a “sandwich-type” organic-solid-water (OSW) system, consisting of BA organic phase, KOH aqueous electrolyte, and porous anodes with Janus-like superwettability. The system allows independent diffusion of BA molecules from the organic phase to electrocatalytic active sites, enabling efficient electrooxidation of high-concentration BA to benzaldehyde (97% Faradaic efficiency at ~180 mA cm −2 ) with substantially reduced ohmic loss compared to conventional solid-liquid systems. The confined organic-water boundary within the electrode channels suppresses the interdiffusion of molecules and ions into the counterphase, thus preventing the hydration and overoxidation of benzaldehyde during long-term electrocatalysis. As a result, the direct production of high-purity benzaldehyde (91.7%) is achieved in a flow cell, showcasing the effectiveness of electrocatalysis over OSW interfaces for the one-step synthesis of high-purity organic compounds.

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Section: Resultsmentioning

confidence: 99%

Electrochemical oxidation of concentrated benzyl alcohol to high-purity benzaldehyde via superwetting organic-solid-water interfaces

Shi,

Zhang,

et al. 2024

Sci. Adv.

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“…Phthalocyanine complexes (Pcs) are used in many application areas because of their many unique properties 5 . These are solar cells, 6 electrochemistry, 7 photodynamic therapy (PDT), 8,9 antimicrobial agents, 10 electrocatalytic, 11 photocatalytic, 12–14 anti‐cancer, 15 and antioxidant 16 . The chemical properties of the side groups in substituted phthalocyanines significantly influence the properties of Pcs, such as electronic absorption, solubility, aggregation, and usability in application areas 17 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and in vitro acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes activity of aldehyde and Schiff base substituted cobalt (II), copper (II), and zinc (II) phthalocyanines

Yalazan,

Kamiloglu,

Tekin

et al. 2024

Applied Organom Chemis

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In this work, a series of aldehyde‐substituted phthalocyanine compounds (1, 3, and 5) were prepared by the cyclotetramerization of the 4‐(5‐(diethylamino)‐2‐formylphenoxy) phthalonitrile (a) and the corresponding metal salts. Schiff base‐substituted phthalocyanines (2, 4, and 6) were derived from an aldehyde‐substituted phthalocyanine (1, 3, and 5) via the reaction of aldehyde‐substituted phthalocyanines with an amine reagent. The compounds that were obtained were characterized using FT‐IR, 1H {13C} NMR, UV–Vis, and MS spectra (a and 1–6). The inhibitory qualities of synthesized aldehyde and Schiff base‐substituted complexes against the enzymes butyrylcholinesterase (BChE) and acetylcholinesterase (AChE) were assessed. The majority of phthalocyanines exhibited strong enzyme‐inhibiting properties. Out of the six produced phthalocyanines, 3 and 4 displayed the most intriguing profiles as submicromolar selective AChE inhibitors (IC50 = 0.060 μM), whereas 1 demonstrated the most potent BChE inhibitor (IC50 = 0.024 μM). The aggregation studies of CoPcs, CuPcs, and ZnPcs (1–6) were also carried out in this work.

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“…In the context of photooxidation, various studies have delved into the photocatalytic transformation of benzyl alcohol into benzaldehyde, employing a range of organic solvents such as DMSO, benzotrifluoride, and acetonitrile [40][41][42]. While water has also been employed as a solvent by different researchers, it is important to note that these endeavors have often resulted in limited conversion of benzyl alcohol or modest yields of benzaldehyde [43,44].…”

Section: Introductionmentioning

confidence: 99%

A Comparative Study on the Choice of the Support in the Elaboration of Photocatalysts for the Photooxidation of Benzyl Alcohol under Mild Conditions

Hervé,

Heyte,

Marinova

et al. 2024

Solids

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In the quest to combat global warming, traditional thermal chemistry processes are giving way to selective photocatalysis, an eco-friendly approach that operates under milder conditions, using benign solvents like water. Benzaldehyde, a versatile compound with applications spanning agroindustry, pharmaceuticals, and cosmetics, serves as a fundamental building block for various fine chemicals. This study aims at enhancing benzaldehyde production sustainability by utilizing photooxidation of benzyl alcohol. Gold nanoparticle-based catalysts are renowned for their exceptional efficiency in oxidizing bio-based molecules. In this research, Au nanoparticles were anchored onto three distinct supports: TiO2, ZrO2, and graphitic carbon nitride (g-C3N4). The objective was to investigate the influence of the support material on the selective photocatalysis of benzyl alcohol. In the preparation of g-C3N4, three different precursors—melamine, urea, and a 50:50 mixture of both—were chosen to analyze their impact on catalyst performance. After 4 h of irradiation at 365 nm, operating under acidic conditions (pH = 2), the Au photocatalyst on graphitic carbon nitride support synthesized using urea precursor (Au@g-C3N4(urea)) displayed the optimal balance between conversion (75%) and selectivity (85%). This formulation outperformed the benchmark Au@TiO2, which achieved a similar conversion rate (80%) but exhibited lower selectivity (55%).

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Investigation of photocatalytic properties of cobalt phthalocyanines on benzyl alcohol photoxidation

Cited by 7 publications

References 90 publications

Electrochemical oxidation of concentrated benzyl alcohol to high-purity benzaldehyde via superwetting organic-solid-water interfaces

Electrochemical oxidation of concentrated benzyl alcohol to high-purity benzaldehyde via superwetting organic-solid-water interfaces

Synthesis and in vitro acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes activity of aldehyde and Schiff base substituted cobalt (II), copper (II), and zinc (II) phthalocyanines

A Comparative Study on the Choice of the Support in the Elaboration of Photocatalysts for the Photooxidation of Benzyl Alcohol under Mild Conditions

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