Synthesis, characterization and electrocatalytic behavior of cobalt and iron phthalocyanines bearing chromone or coumarin substituents

Chohan, Sumayya; Booysen, Irvin Noel; Mambanda, Allen; Akerman, Matthew P.

doi:10.1080/00958972.2015.1023196

Cited by 13 publications

(3 citation statements)

References 62 publications

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“…■ RESULTS AND DISCUSSION Synthesis, Nanofabrication, and Characterization. As per a previously reported method in our research group by 38 The structural elucidation of CoPc-fur was confirmed through mass spectrometry (Figure S1), and the obtained data were consistent with the previously published results.…”

Section: ■ Introductionsupporting

confidence: 91%

Electrospun Nanofiber Composite Utilized as an Electrocatalyst for the Detection of Acetaminophen in Multifarious Water Samples

Shoba,

Mambanda,

Booysen

2024

ACS Omega

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Herein, the nanofabrication and characterization of new conductive materials, PANI-CoPc-fur (1) ((PANI = polyaniline and CoPc-fur = tetra-4-(furan-2-methylthiophthalocyaninato)-Co(II)) and PANI-CoPc-fur-f-MWCNTs (2) ( f-MWCNTs = carboxylic acid-functionalized multiwalled carbon nanotubes), are reported. Subsequently, an electrospun nanofiber (ENF) composite of 2, encapsulated with a poly(vinyl acetate) shell, was fabricated. The resultant core−shell nanoconjugated fibers, ENFs-2, were adsorbed on a glassy carbon electrode (GCE), followed by the immobilization of a permeable adhesion top layer of Nafion (Nf) to render the chemically modified electrode, GCE|ENFs-2-Nf. The electron-mediating properties of the components within the film of GCE|ENFs-2-Nf synergistically aided in promoting its electrocatalytic activities. Consequently, the CME showed greater cyclic voltammetry (CV) peak currents compared to the bare GCE and other modified electrodes, indicating its higher sensitivity toward acetaminophen (APAP), an emerging water pollutant of concern. The detection of APAP at the GCE|ENFs-2-Nf attained by square-wave voltammetry (SWV) was linear from 10 to 200 μM of APAP and was reproducible (%RSD of 3.2%, N = 3). The respective calculated limits of detection and quantification (LOD and LOQ) values of 0.094 and 0.28 μM were lower than those acquired using other electrochemical techniques. Analysis of APAP in the presence of commonly associated interferences metronidazole (MTZ) and dopamine (DA) illustrated a significant separation between the SWV peak potentials of APAP and MTZ, whereas there was some degree of overlap between the SWV current responses of APAP and DA. The analytical performance of the GCE|ENFs-2-Nf rendered a comparable percentage recovery (104%) with that of liquid chromatography−mass spectrometry (LC−MS) (106%).

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Section: ■ Introductionsupporting

confidence: 91%

Electrospun Nanofiber Composite Utilized as an Electrocatalyst for the Detection of Acetaminophen in Multifarious Water Samples

Shoba,

Mambanda,

Booysen

2024

ACS Omega

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“…Typically the first step involves the formation of a coumarin-substituted phthalonitrile, usually by nucleophilic displacement of a nitro group in 3- or 4-nitrophthalonitrile, and the resulting phthalonitriles 56 are then converted into metallophthalocyanines 57 by cyclotetramerization in 2-(dimethylamino)ethanol in the presence of a metal salt. The coumarins and phthalonitriles used in many of these reactions, and the metals in the phthalocyanine complexes, are shown in Table 1 [ 63 , 64 , 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 , 74 , 75 , 76 , 77 , 78 , 79 , 80 , 81 , 82 , 83 , 84 , 85 , 86 , 87 , 88 , 89 , 90 , 91 ].…”

Section: Coumarin–tetrapyrrolic Macrocycle Conjugatesmentioning

confidence: 99%

Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications

et al. 2017

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This review covers the synthesis of coumarin–porphyrin, coumarin–phthalocyanine and coumarin–corrole conjugates and their potential applications. While coumarin–phthalocyanine conjugates were obtained almost exclusively by tetramerization of coumarin-functionalized phthalonitriles, coumarin–porphyrin and coumarin–corrole conjugates were prepared by complementary approaches: (a) direct synthesis of the tetrapyrrolic macrocycle using formylcoumarins and pyrrole or (b) by functionalization of the tetrapyrrolic macrocycle. In the last approach a range of reaction types were used, namely 1,3-dipolar cycloadditions, hetero-Diels–Alder, Sonogashira, alkylation or acylation reactions. This is clearly a more versatile approach, leading to a larger diversity of conjugates and allowing the access to conjugates bearing one to up to 16 coumarin units.

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“…This porphyrazine was deposited onto a matrix with PVC, and the selective electrode membrane revealed a shorter electrode response time, greater tolerance within a wide range of pH at high analyte concentration and a high selectivity toward the targeted ions [51]. Another example is iron(III) phthalocyanine with four peripheral coumarin 18 or chromone 19 substituents (Figure 6) deposited by the electropolymerization on the Pt-working electrodes and applied as electron mediators in the electrocatalytic oxidation of nitrates(III) [52].…”

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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Synthesis, characterization and electrocatalytic behavior of cobalt and iron phthalocyanines bearing chromone or coumarin substituents

Cited by 13 publications

References 62 publications

Electrospun Nanofiber Composite Utilized as an Electrocatalyst for the Detection of Acetaminophen in Multifarious Water Samples

Electrospun Nanofiber Composite Utilized as an Electrocatalyst for the Detection of Acetaminophen in Multifarious Water Samples

Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications

Physicochemical Properties and Catalytic Applications of Iron Porphyrazines and Phthalocyanines

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