One-step photocatalytic benzene hydroxylation over iron (II) phthalocyanine: A new application for an old catalyst

Asghari, Saeid; Farahmand, Shohreh; Razavizadeh, Jalal. S.; Ghiaci, Mehran

doi:10.1016/j.jphotochem.2020.112412

Cited by 13 publications

(5 citation statements)

References 48 publications

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“…Regarding the peak that appeared at 523.5 eV, Fe 3 O 4 @SiO 2 ‐NH 2 was functionalized with Chln by a carboxylic amide bond. The peak that appeared at 530.9 eV corresponded to the O‐H bond, and the physisorbed water was observed at 532.5 eV [44–46]. The high‐resolution XPS spectrum of C 1 s is shown in Figure 9 (e).…”

Section: Resultsmentioning

confidence: 99%

“…curve of O 1 s (Figure 9 (d)), the peak at 533.0 eV is related to the -C-O-/-C-N-bonds mostly presented in the Chln moiety of the Fe 3 O 4 @SiO 2 -NH 2 -Chln-Cu.Regarding the peak that appeared at 523.5 eV, Fe 3 O 4 @SiO 2 -NH 2 was functionalized with Chln by a carboxylic amide bond. The peak that appeared at 530.9 eV corresponded to the O-H bond, and the physisorbed water was observed at 532.5 eV[44][45][46]. The high-resolution XPS spectrum of C 1 s is shown in Figure9(e).…”

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confidence: 99%

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Trans‐metallated chlorophyllin by copper supported on silica‐coated magnetic nanoparticles as an efficient and green catalyst for the synthesis of furan‐2(5H)‐ones

Rostamizadeh

Rahmati

2023

Applied Organom Chemis

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In recent years, an unprecedented increase in environmental pollution as a result of the rapid industrialization of the world has attracted a lot of attention to green chemistry. Chlorophyllin copper complex (Chln-Cu) is one of the most vital compounds derived from natural chlorophyll that can be used as an environmental, sustainable, and green catalyst in industrial processes. In the current paper, chlorophyll was first extracted from spinach leaves, hydrolyzed, and trans-metallated to chlorophyllin copper (II) complex. The fixation of Chln-Cu on functionalized magnetic nanoparticles was performed using a green mechanical method. This mechanical solvent-free reaction was done in a planetary ball mill with 60 zirconia balls (diameter = 3 mm) and the rotation speed 200 rpm at 12 h. In conclusion, an efficient and reusable Fe 3 O 4 @SiO 2 -NH 2 -Chln-Cu catalyst was obtained. To characterize the synthesized catalyst, several analytical techniques were used such as UV-Vis, FT-IR, 1 H-NMR, and 13 C-NMR spectra as well as TG, ICP-OES, XRD, FE-SEM, elemental mapping, VSM, and XPS analyses. The conducted analyses showed that the catalyst was successfully synthesized. The efficiency of the catalyst was checked in the preparation of 3,4,5-trisubstituted furan-2(5H)-one derivatives at room temperature in propylene carbonate as a green solvent. Moreover, the effect of time, temperature, and solvent on the reaction yield was thoroughly investigated.

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Section: Resultsmentioning

confidence: 99%

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confidence: 99%

Trans‐metallated chlorophyllin by copper supported on silica‐coated magnetic nanoparticles as an efficient and green catalyst for the synthesis of furan‐2(5H)‐ones

Rostamizadeh

Rahmati

2023

Applied Organom Chemis

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“…Asghari et al introduced iron( ii ) phthalocyanine (FePc) as an efficient photocatalyst for benzene oxidation with H 2 O 2 in acetonitrile as a solvent (2020). 27 The FePc catalyst was prepared by microwave irradiation during the cyclotetramerization of phthalic anhydride in the presence of iron( ii ) sulfate and urea. The in situ generated H 2 O 2 can function as an oxidant for benzene oxidation to phenol in an O 2 -saturated solvent mixture of acetonitrile and H 2 O (v/v = 23 : 2) containing Sc(NO 3 ) 3 .…”

Section: Homogeneous Photocatalystsmentioning

confidence: 99%

Recent trends in phenol synthesis by photocatalytic oxidation of benzene

Wang

Einaga

2023

Dalton Trans.

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“…Besides the aforementioned heterogeneous photocatalysts, other types of materials have also been developed to improve the catalytic performance of benzene hydroxytion [ 97 , 98 , 99 ] (as summarized in Table 6 ). Layered double hydroxide (LDH), as a class of 2D inorganic layered matrix, was incorporated with specific photoactive Zn 2+ /Ti 4+ to prepare Zn 2 Ti-layered double hydroxide (ZnTi-LDH) [ 98 ], and a phenol selectivity of 87.18% was achieved.…”

Section: Heterogeneous Photocatalysts For Hydroxylation Of Benzene To...mentioning

confidence: 99%

“…By employing the strategies of band structure tailoring and defect engineering, the VB position of ZnTi-LDH was appropriate to match the oxidation potential of benzene, and the sufficient oxygen vacancies (VO) were beneficial for improving electron-hole separation efficiency as well as the formation of superoxide radical anion (O 2− ), thus resulting in excellent catalytic performance. As transition metal complexes, especially iron complexes, have been regarded as the high-performance catalysts for various oxidation reactions, a cyano-bridged polynuclear metal complex containing Fe(II) and Ru(II) incorporated in SAl-MCM-41 ([Fe(H 2 O) 3 ] 2 [Ru(CN) 6 ]@sAl-MCM-41) [ 99 ] and Fe(II) phthalocyanine [ 97 ] were reported as the heterogeneous photocatalysts for the selective oxidation of benzene to phenol, in which the catalytic performance was rival to that of noble metal catalysts.…”

Section: Heterogeneous Photocatalysts For Hydroxylation Of Benzene To...mentioning

confidence: 99%

Recent Advances in the Heterogeneous Photocatalytic Hydroxylation of Benzene to Phenol

et al. 2022

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Phenol is an important chemical material that is widely used in industry. Currently, phenol is dominantly produced by the well−known three−step cumene process, which suffers from severe drawbacks. Therefore, developing a green, sustainable, and economical strategy for the production of phenol directly from benzene is urgently needed. In recent years, the photocatalytic hydroxylation of benzene to phenol, which is economically feasible and could be performed under mild conditions, has attracted more attention, and development of highly efficient photocatalyst would be a key issue in this field. In this review, we systematically introduce the recent achievements of photocatalytic hydroxylation of benzene to phenol from 2015 to mid−2022, and various heterogeneous photocatalysts are comprehensively reviewed, including semiconductors, polyoxometalates (POMs), graphitic carbon nitride (g−C3N4), metal–organic frameworks (MOFs), carbon materials, and some other types of photocatalysts. Much effort is focused on the physical and chemical approaches for modification of these photocatalysts. The challenges and future promising directions for further enhancing the catalytic performances in photocatalytic hydroxylation of benzene are discussed in the end.

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One-step photocatalytic benzene hydroxylation over iron (II) phthalocyanine: A new application for an old catalyst

Cited by 13 publications

References 48 publications

Trans‐metallated chlorophyllin by copper supported on silica‐coated magnetic nanoparticles as an efficient and green catalyst for the synthesis of furan‐2(5H)‐ones

Trans‐metallated chlorophyllin by copper supported on silica‐coated magnetic nanoparticles as an efficient and green catalyst for the synthesis of furan‐2(5H)‐ones

Recent trends in phenol synthesis by photocatalytic oxidation of benzene

Recent Advances in the Heterogeneous Photocatalytic Hydroxylation of Benzene to Phenol

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