A new hybrid porphyrin-heteropolyacid material: Synthesis, characterization and investigation as catalyst in Baeyer–Villiger oxidation. Synergistic effect

Pamin, Katarzyna; Prończuk, Mateusz; Basąg, Sylwia; Kubiak, Władysław W.; Sojka, Zbigniew; Połtowicz, Jan

doi:10.1016/j.inoche.2015.06.005

Cited by 28 publications

(11 citation statements)

References 39 publications

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“…They have been widely used for catalyzing various organic reactions 136,137 including electrochemical, 138 petrochemical, 139 and photochemical reactions. [140][141][142] The main drawbacks of this class of catalysts are low surface area and high solubility in water and conventional organic solvents.…”

Section: Functionalized Sba For Embedding Heteropolyacidsmentioning

confidence: 99%

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Sadjadi

Heravi

2017

RSC Adv.

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The cavities of SBA mesoporous silica materials can be used as nanoreactors for embedding catalytic species such as nanoparticles, complexes and heteropolyacids etc. The encapsulated catalysts are renowned as superior catalytic systems regarding their catalytic activity, selectivity and reusability as well as suppressed leaching. An efficient method to improve the encapsulation of these catalysts, is in creating anchors for capturing catalytic species. It has been performed by functionalization of the surface of SBA mesoporous silica materials with various groups including sulfur, phosphorus and aminebased functional groups. The aim of this article is to review the recent advances (2014)(2015)(2016)(2017) in the field of the utility of functionalized SBA for developing encapsulated catalysts. In most cases the reusability of the catalyst and the leaching of the catalytic active species were discussed to disclose the role of functionalized SBA in heterogenizing and suppressing the leaching. Moreover, to show the superiority of these developed encapsulated catalysts, with a couple of examples we compared their catalytic activities with those of the conventional ones.

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Section: Functionalized Sba For Embedding Heteropolyacidsmentioning

confidence: 99%

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Sadjadi

Heravi

2017

RSC Adv.

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“…A new tetraphenylporphyrin-heteropoly acid hybrid was applied in Baeyer-Villiger oxidation of cyclohexanone to caprolactone with molecular oxygen [47].…”

Section: Porphyrin-polymer Substrates Acting As Catalystsmentioning

confidence: 99%

Hybrid Porphyrin-Polymeric Materials and their Amazing Applications: A Review

Fagadar‐Cosma

Făgădar-Cosma

Bîrdeanu

2016

J. Res. Updates Polym. Sci.

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Porphyrins are versatile multifunctional biomimetic molecules that are obtained by condensation of pyrrole with the desired aromatic aldehydes. The porphyrin structure can be synthetically modified by either introduction of various peripheral functional groups or metals in its core, allowing creation of various porphyrin derivatives that exhibit amazing optoelectronic properties. This feature makes porphyrins molecules extremely useful especially in hybrid combination with photonic, electronic and magnetic compounds. This review is focused on the more recently obtained porphyrin-polymeric materials and on their various analytical, industrial and medical applications. The study underlines the assembling capacity of these porphyrin-polymer hybrids to form supramolecular tunable architectures by means of the association of more building block units. Porphyrin-polymer nano-and micro-materials play a preeminent role in sensing applications involving chromophores in the formulation of organic solar cells-due to their capacity to generate photo induced charge separation centers-and as new materials with interesting catalytic properties. Besides these technical applications, the photobactericidal activity of these porphyrin-polymer materials was evaluated against Gram positive and Gram negative strains bacteria and they represent an alternative to antibiotics in order to overcome the growing bacterial multiresistance. Polymer functionalization with porphyrin is commonly used to overcome some drawbacks such as self-quenching and photo-toxicity to the skin produced by the bare porphyrins, when used as photosensitizers in the non-invasive Photodynamic therapy of cancer (PDT).

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“…The authors suggested that, with aliphatic ketones as substrates, the perbenzoic acid, generated from oxygen and benzaldehyde, oxidizes benzaldehyde itself rather than the ketone, to form benzoic acid in preference to the Baeyer-Villiger product. Recently, we have reported on the catalytic activity of a new hybrid porphyrin-heteropolyacid material and some heteropolysalts of transition metals in the aerobic BV oxidation of cyclohexanone in the presence of sacrificial propionaldehyde [ 17 ]. Both types of heteropoly compounds showed enhanced activity in comparison with the parent heteropolyacids.…”

Section: Introductionmentioning

confidence: 99%

Keggin-Type Heteropoly Salts as Bifunctional Catalysts in Aerobic Baeyer-Villiger Oxidation

et al. 2018

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The cobalt, manganese, and iron salts of tungstophosphoric or molybdophosphoric acid with growing content of metals were applied for the first time as catalysts in the Baeyer-Villiger (BV) oxidation of cyclohexanone to ε-caprolactone with molecular oxygen. The catalysts were characterized with Fourier transform infrared spectroscopy (FTIR), X-ray fluorescence (XRF), and ethanol decomposition reaction. Introduction of transition metals into the heteropoly structure increases the activity of resulting heteropoly salts in comparison with parent heteropolyacids. It was shown that the most active catalysts are salts of the heteropoly salts with one metal atom introduced and one proton left (HMPX) type, (where M = Co, Fe, Mn, and X = W, Mo) with the metal to proton ratio equal one. Among all of the studied catalysts, the highest catalytic activity was observed for HCoPW. The effect indicates that both the acidic and redox properties are required to achieve the best performance. The Baeyer-Villiger (BV) oxidation mechanism proposed identifies the participation of heteropoly compounds in three steps of the investigated reaction: oxidation of aldehyde to peracid (redox function), activation of carbonyl group (Lewis acidity), and decomposition of the Criegee adduct to ε-caprolactone (Brønsted acidity).

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A new hybrid porphyrin-heteropolyacid material: Synthesis, characterization and investigation as catalyst in Baeyer–Villiger oxidation. Synergistic effect

Cited by 28 publications

References 39 publications

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Hybrid Porphyrin-Polymeric Materials and their Amazing Applications: A Review

Keggin-Type Heteropoly Salts as Bifunctional Catalysts in Aerobic Baeyer-Villiger Oxidation

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