Selective oxidation of alcohols by using CoFe2O4/Ag2MoO4as a visible-light-driven heterogeneous photocatalyst

Ghobadifard, Mahdieh; Mohebbi, Sajjad; Radovanovic, Pavle V.

doi:10.1039/c9nj05633e

Cited by 33 publications

(18 citation statements)

References 59 publications

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“…Characterization Data. (E)-N-Benzylidene-1-phenylmethanamine (Table 2 151MHz, CDCl 3 ) δ 161.1, 140.0, 136.7, 131.6, 131.5, 131.39 (q, J C−F = 33.0 Hz), 130.98 (q, J C−F = 31.5 Hz), 129.4, 129.2, 127.6 (q, J C−F = 3.0 Hz), 125.2 (q, J C−F = 4.5 Hz), 124.8 (q, J C−F = 3.0 Hz), 124.3 (q, J C−F = 271.5 Hz), 124.2 (q, J C−F = 4.5 Hz), 124.0 (d, J C−F = 271.5 Hz), 64.6; 19 3-Chlorobenzaldehyde (Table 3, entry 4f): 28 White solid (25.9 mg, 92%), mp = 136−139 °C; isolated from column chromatography (10% EtOAc/n-hexane); 1 H NMR (600 MHz, chloroform-d) δ 9.95 (s, 1H), 7.82 (s, 1H), 7.74 (d, J = 7.8 Hz, 1H), 7.56−7.58 (m, 1H), 7.46 (t, J = 7.8 Hz, 1H); 13 C{ 1 H} NMR (151 MHz, CDCl 3 ) δ 190.9, 137.9, 135.5, 134.4, 130.5, 129.3, 128.1.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

C₇₀ Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

Kumar

Gupta

et al. 2021

J. Org. Chem.

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C 70 fullerene catalyzed photoinduced oxidation of benzylic amines at ambient conditions has been explored here. The developed strategy's main feature includes the additive/oxidantfree conversion of benzylic amine to corresponding imine and aldehydes. The reaction manifests broad substrate scope with excellent function group leniency and is applicable up to the gram scale. Further, symmetrical secondary amines can also be synthesized from benzylic amine in a one-pot two-step process. Various experiments and density functional theory studies revealed that the current reaction involves the generation of reactive oxygen species, single electron transfer reaction, and benzyl radical formation as key steps under photocatalytic conditions.

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Section: ■ Experimental Sectionmentioning

confidence: 99%

C₇₀ Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

Kumar

Gupta

et al. 2021

J. Org. Chem.

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“…The Cu + active sites can bind only one alcohol molecule at a time, whereas in the case of pure CS nanoparticles, where Cu is in the +2 oxidation state, they can bind two alcohol molecules (Figure ). The holes formed on the irradiation of CS with visible light take up one H • · from the alcohol molecule. , The resulting highly active alcohol radicals formed in the pure-phase CS nanoparticles can couple among themselves to give another product, compromising the selectivity. This possibility is ruled out in the case of mixed-phase CS, where the free radical complex of Cu(+1) formed with the alcohol molecule couples with HO· (released by TBHP on interacting with electrons), and hence, only BAD is obtained as the product.…”

Section: Resultsmentioning

confidence: 99%

Copper Sulfide Nanosheets for Photocatalytic Oxidation of Benzyl Alcohols and Hydroxylation of Arylboronic Acids

Agarwal

Deori

2022

ACS Appl. Nano Mater.

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Two classes of semiconductor copper sulfide (CS) nanostructures with a sheet-like architecture were designed via a hydrothermal route merely by varying the sulfur source concentration. The newly developed CS nanoparticles showed a breakthrough in catalytic performances and served as a very efficient, versatile, and recyclable multifunctional catalyst. The hexagonal plate-shaped pure covellite (CuS) phase of CS nanoparticles synthesized for this purpose showed excellent results, enabling complete removal of water pollutants [MB degradation and Cr(VI) reduction] under visible light irradiation within a few seconds of time. Contrarily, under ambient conditions, the mixed phase (covellite−digenite, CuS− Cu 1.8 S) with a broken nanosheet morphology was found to be a highly effective heterogeneous photocatalyst for the quantitative conversion of many aromatic and aliphatic alcohols to their respective aldehydes selectively. The direct band gaps of 2.06 and 1.90 eV calculated from UV−visible absorption spectroscopy data for CuS and CuS− Cu 1.8 S, respectively, suggested the semiconducting ability of the as-synthesized nanoparticles, which mainly assisted effortless visible light photocatalytic activity. Additionally, one more interesting development was achieved in this work: using CuS nanoparticles as a room-temperature catalyst for the oxidative hydroxylation of an array of arylboronic acid to prepare quantitative yields of corresponding phenols in a short period of time. Our designed catalyst outperforms most of the recently reported catalysts in terms of product yield and reaction time under mild reaction conditions in the synthesis of aromatic aldehydes and phenols. All the catalytic reactions were carried out at room temperature in this present work without using any expensive noble metals and harsh oxidizing agents. The enhacned catalytic performance of CS nanoparticles compared to that of other catalysts can be attributed to the size and specific composition and thereby the surface charge and exposed high energy facets of the nanoparticles due to the presence of sodium dodecyl sulfate as a surfactant in the synthetic procedure.

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“…4), the possible presence of functional groups on their surface can be further diagnosed. The Fourier transform infrared spectrum of AMO shows obvious Mo-O tensile vibration at 830cm -1 , which belongs to the characteristic stretching vibration signal of cubic structure AMO [30]. In the Fourier transform infrared spectrum of BWO, one can detect Bi-O stretching vibration (830cm -1 ), W-O stretching vibration (580cm -1 ) and W-O-W bridge stretching vibration (732cm -1 ), which are the characteristic absorption peaks of the well-known BWO with orthogonal structure [31,32].…”

Section: Resultsmentioning

confidence: 99%

Preparation and study of Z-type heterojunction composite photocatalytic material with Ag2MoO4 modified rosette-like Bi2WO6 with Ag-SPR promoting effect

Guo

2021

Preprint

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Here, the novel Ag 2 MoO 4 /Bi 2 WO 6 ( AMO/BWO ) heterojunction composite photocatalysts were synthesized by a two-step method (co-precipitation method + hydrothermal method) and characterized by a variety of characterization techniques including XRD, XPS, SEM, TEM, UV-vis DR spectroscopy, PL spectroscopy and FTIR spectroscopy, as well as EIS analyses, and photocurrent response for confirming the formation of Z-type heterojunctions. The generation and transfer of electron/holes in the AMO/BWO heterojunctions excited by simulated sunlight were analyzed. Under simulated sunlight, the photocatalytic performance of AMO/BWO composites were studied by degradation of organic pollutants. The experimental results show that the 30wt%AMO@BWO is the best photocatalytic composite material among all samples. Due to the prolonging of lifetime of the photoexcited electrons in the CB of AMO and holes in the VB of BWO, these carriers are more effective to participate in photodegradation reactions. An electron/hole transfer mechanism of the Z-scheme heterojunctions is proposed to illustrate the enhanced photodegradation performance of the AMO/BWO composite samples.

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Selective oxidation of alcohols by using CoFe₂O₄/Ag₂MoO₄as a visible-light-driven heterogeneous photocatalyst

Abstract: Using a CoFe2O4/Ag2MoO4 heterostructure as a novel, stable, inexpensive, and reusable photocatalyst with high-performance for the oxidation of alcohols.

Cited by 33 publications

References 59 publications

C₇₀ Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

C₇₀ Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

Copper Sulfide Nanosheets for Photocatalytic Oxidation of Benzyl Alcohols and Hydroxylation of Arylboronic Acids

Preparation and study of Z-type heterojunction composite photocatalytic material with Ag2MoO4 modified rosette-like Bi2WO6 with Ag-SPR promoting effect

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Selective oxidation of alcohols by using CoFe2O4/Ag2MoO4as a visible-light-driven heterogeneous photocatalyst

Abstract: Using a CoFe2O4/Ag2MoO4 heterostructure as a novel, stable, inexpensive, and reusable photocatalyst with high-performance for the oxidation of alcohols.

Cited by 33 publications

References 59 publications

C70 Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

C70 Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

Copper Sulfide Nanosheets for Photocatalytic Oxidation of Benzyl Alcohols and Hydroxylation of Arylboronic Acids

Preparation and study of Z-type heterojunction composite photocatalytic material with Ag2MoO4&nbsp;modified rosette-like Bi2WO6 with Ag-SPR promoting effect

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Selective oxidation of alcohols by using CoFe₂O₄/Ag₂MoO₄as a visible-light-driven heterogeneous photocatalyst

C₇₀ Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

C₇₀ Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes

Preparation and study of Z-type heterojunction composite photocatalytic material with Ag2MoO4 modified rosette-like Bi2WO6 with Ag-SPR promoting effect