Sodium Copper Chlorophyllin Catalyzed Chemoselective Oxidation of Benzylic Alcohols and Diarylmethanes in Water

Liu, Shijuan; Zhang, Miao; Lü, Rong; Li, Xiuying; Che, Guangbo

doi:10.3390/molecules23081883

Cited by 6 publications

(3 citation statements)

References 28 publications

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“…BzAld may undergo H‐abstraction giving benzoyl radicals (RC · –O in Equations 8, 9), which are oxidized to BzAcid [RC(=O)OH in Equation 9]. Alternative mechanisms were proposed for copper complexes as homogeneous catalysts, such as that reported by Liu et al involving a (relatively bulky) pentacyclic transition‐state formed between the metal center and the oxidant and BzOH molecules, albeit this type of pathway may be sterically hindered for the copper silicates 1 and 2 .…”

Section: Resultsmentioning

confidence: 99%

Mild Liquid Phase Oxidation of Benzyl Alcohol in the Presence of Microporous Framework Copper Silicates

2020

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The microporous framework copper silicates CuSH‐1NaK (1) and SGU‐29 (2) – prepared using hydrothermal conditions – are effective heterogeneous oxidation catalysts for producing benzaldehyde (BzAld) and benzoic acid (BzAcid) from benzyl alcohol (BzOH), under mild reaction conditions (approximately atmospheric pressure, 70 °C). The copper silicate heterogeneous catalysts triggered a radical reaction mechanism leading to the target products; in particular, BzAcid was formed in up to 94 % yield and 100 % selectivity from BzAld. The type of oxidant and solvent influenced the catalytic performances.

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Section: Resultsmentioning

confidence: 99%

Mild Liquid Phase Oxidation of Benzyl Alcohol in the Presence of Microporous Framework Copper Silicates

2020

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“…Chlorophyllin copper complex (Chln‐Cu) is of the semisynthetic compounds obtained from alkaline hydrolysis of chlorophyll molecule [7–9]. Chln‐Cu is a thermally and chemically stable complex used in combination with TiO 2 as a sensitizer [10], chemoselective oxidation of benzylic alcohols [11], radical transfer polymerization catalyst [9], degradation of organic pollutants [12], and oxygen reduction reaction [13].…”

Section: Introductionmentioning

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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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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“…[18][19][20][21][22] Nonetheless, the utilization of SCC as a photosensitizer in organic reactions has yet to be investigated thoroughly. 23,24 A drawback of using chlorophyll as photosensitizer is its instability under thermally or photochemically conditions. There are many reports that show the thermal and photochemical instability of chlorophylls and isolation/characterization of their degradation pathways/products.…”

Section: Introductionmentioning

confidence: 99%

Photosensitizer Using Visible Light

Alzamly

Alawadhi

Ahmed

et al. 2018

Int J Innov Educ Res

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In this experiment, the visible light reactive photosensitizer (PS) derived from chlorophyllin sodium copper salt has been synthesized via a simple synthetic route. The enhanced photocatalytic activity for the decomposition of the pharmaceutical compound Diclofenac Potassium available as Voltfast sachets under visible light irradiation was demonstrated by comparing the photocatalytic decomposition of Diclofenac Potassium in the presence and absence of the new synthesized visible light photosensitizer under the same photocatalytic conditions. Based on the experimental results, higher activity was achieved for the sample composed of the new synthesized visible light photosensitizer. The photosensitized sample using the new derivative of chlorophyllin sodium copper salt exhibited approximately 21 times higher rate when compared with that of Chlorophyllin sodium copper salt sample. This photocatalytic activity can be attributed to the enhanced visible light harvesting of the new derivative of Chlorophyllin sodium copper salt.

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Sodium Copper Chlorophyllin Catalyzed Chemoselective Oxidation of Benzylic Alcohols and Diarylmethanes in Water

Cited by 6 publications

References 28 publications

Mild Liquid Phase Oxidation of Benzyl Alcohol in the Presence of Microporous Framework Copper Silicates

Mild Liquid Phase Oxidation of Benzyl Alcohol in the Presence of Microporous Framework Copper Silicates

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

Photosensitizer Using Visible Light

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