CuFe2O4/KCC-1/PMA as an efficient and recyclable nanocatalyst for the synthesis of amidoalkyl derivatives under solvent-free condition

Sadeghi, Seyyed Hojjat; Yaghoobi, Morteza; Ghasemzadeh, Mohammad Ali

doi:10.1016/j.jorganchem.2022.122530

Cited by 13 publications

(14 citation statements)

References 56 publications

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“…By using an amide hydrolysis procedure, 1-amidoalkyl-2-naphthols can be transformed to physiologically active 1-aminomethyl-2-naphthol derivatives. − These substances’ hypotensive and bradycardic actions have been studied . Multicomponent condensation of arylaldehydes, 2-naphthol, and amide in the presence of nanocatalysts can be used to make 1-amidoalkyl-2-naphthols. − …”

Section: Introductionmentioning

confidence: 99%

Cu@Ag–CeO₂/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

Mahajan,

Kuznetsov

et al. 2024

ACS Sustainable Chem. Eng.

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Multifunctional nanocomposites have been developed containing polymer chitosan, nano silver-doped ceria, and copper nanoparticles. Cu−CeO 2 catalysts have been widely used as active catalysts whereas doping of Ag to CeO 2 is known to enhance the oxygen storage capacity of CeO 2 . Various characterization tools such as powder X-ray diffraction, Fourier transform infrared spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X-ray elemental mapping, and high resolution transmission electron microscopy, have been used for the nanocomposite characterization. The surface area was determined by using the Brunauer−Emmett−Teller method. Optical properties have been studied by UV-vis diffuse reflectance spectroscopy and photoluminescence spectroscopy. The average nanocomposite particle size was found to be 4 nm. The synergistic effects of metal−support interfaces, along with charge transfer between metal oxide and metal, have the capacity to result in noteworthy catalytic properties. The nanocomposite was used as a catalyst for the synthesis of the 4-arylidene-isoxazolidinones and amidoalkyl naphthols, which are the moieties used in the various useful molecules. Its antibacterial activity for Gram-positive and Gram-negative bacteria was evaluated as well. A density functional theory study performed supported the experimental findings.

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Section: Introductionmentioning

confidence: 99%

Cu@Ag–CeO₂/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

Mahajan,

Kuznetsov

et al. 2024

ACS Sustainable Chem. Eng.

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“…1,2 To develop this issue, various heterogeneous nanosupports such as carbon nanotubes, biochar, graphene oxide, magnetic nanoparticles, polymers, molecular sieves (e.g., SBA-15, MCM-48, MCM-41, and KIT-6), ionic liquids, zeolites, metalorganic frameworks, and recently, boehmite nanoparticles have been used to heterogenize homogeneous catalysts. [3][4][5][6][7][8][9][10][11][12][13][14][15][16][17] Among these materials, boehmite nanoparticles are considered the best solid support candidates due to their outstanding physical and chemical properties such as availability as commercial and mineral, very high internal surface area, high concentration of surface hydroxyl groups, and good thermal and chemical stability. 18,19 Furthermore, boehmite particles have attractive features such as high dispersion of active phases, easily and ready availability, corrosion resistance, ease of surface modification, and nontoxicity.…”

Section: Introductionmentioning

confidence: 99%

A new Schiff‐base complex of palladium nanoparticles on modified boehmite with di(pyridin‐2‐yl)methanone as a robust, reusable, and selective nanocatalyst in the C‐C coupling reaction

Tahmasbi,

Darabi,

Nikoorazm

2024

Applied Organom Chemis

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Boehmite is one of the stable phases of alumina that is easily available, and it also has a variety of applications. Therefore in this work, for preparation of AlOOH, Sodium hydroxide (NaOH) solutions was added to aluminum nitrate nonahydrate (Al(NO3)3.9H2O) solution. Then, the surface of AlOOH was modified with (3‐aminopropyl)triethoxysilane (APTES), due to high condensation of hydroxyl groups on its surface. Then, di(pyridin‐2‐yl)methanone (di(PM)) was immobilized on the surface of modified AlOOH toward synthesis of immobilized Schiff‐base on AlOOH (di(PM)@AlOOH) as a heterogeneous Schiff‐base ligand. Finally, a palladium complex was immobilized on its surface (Pd‐di(PM)@AlOOH) as a reusable, practical, and novel nanocatalyst. Pd‐di(PM)@AlOOH was characterized by thermogravimetric analysis (TGA) analysis, Fourier‐transform infrared spectroscopy (FT‐IR), transmission electron microscopy (TEM), scanning electron microscope (SEM) imaging, energy‐dispersive X‐ray spectroscopy (EDS) analysis, wavelength‐dispersive X‐ray spectroscopy (WDX) analysis, and inductively coupled plasma (ICP) analysis. After the characterization of Pd‐di(PM)@AlOOH, its performance was used as a highly practical, stable, retrievable, and hybrid organic–inorganic catalyst in the C‐C coupling of the Suzuki reaction. The hot filtration study of Pd‐di(PM)@AlOOH revealed that it acts heterogeneously in the Suzuki reaction. We found that this catalyst can be recycled for five runs without palladium leaching, as studied by hot filtration test and ICP analysis.

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“…Using a support material like MCM-41 helps to enhance the stability of the catalyst 13 – 15 . The support acts as a protective matrix, preventing the aggregation or decomposition of the active metal species 16 . This stability allows for extended catalyst lifetimes and better control over catalytic reactions.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41

Ibraheem Shelash Al-Hawary,

Saleh,

AlBajalan

et al. 2024

Sci Rep

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At first, an organometallic catalyst namely, Pd-DPyE@MCM-41@MNP was prepared through magnetic (Fe3O4) nanoparticles-doped into channels of mesoporous silica MCM-41 and then, anchoring a novel complex composed of di(4-pyridyl)ethylene and palladium on the inner surface of the support. This immobilized catalyst was successfully identified via VSM, ICP-OES, TEM, FTIR, TGA, SEM, BET, XRD, EDX and elemental mapping analyses. After that, it was used as a versatile, heterogeneous, and magnetically reproducible catalyst in the generation of N,N′-alkylidene bisamides (1a-13a, 8–20 min, 90–98%, 50 °C, solvent-free) and Suzuki–Miyaura coupling (SMC) reaction derivatives (1b-26b, 10–140 min, 86–98%, 60 °C, PEG-400). The VSM plot of Pd-DPyE@MCM-41@MNP displays that this nanocatalyst can be easily recycled by applying an external magnetic field. In both synthetic paths, this nanocatalyst was reused at least seven times without palladium leaching and significantly reducing its catalytic performance. Also, stability and heterogeneous nature of catalyst were approved via ICP-OES technique and hot filtration test.

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CuFe2O4/KCC-1/PMA as an efficient and recyclable nanocatalyst for the synthesis of amidoalkyl derivatives under solvent-free condition

Cited by 13 publications

References 56 publications

Cu@Ag–CeO₂/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

Cu@Ag–CeO₂/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

A new Schiff‐base complex of palladium nanoparticles on modified boehmite with di(pyridin‐2‐yl)methanone as a robust, reusable, and selective nanocatalyst in the C‐C coupling reaction

Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41

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CuFe2O4/KCC-1/PMA as an efficient and recyclable nanocatalyst for the synthesis of amidoalkyl derivatives under solvent-free condition

Cited by 13 publications

References 56 publications

Cu@Ag–CeO2/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

Cu@Ag–CeO2/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

A new Schiff‐base complex of palladium nanoparticles on modified boehmite with di(pyridin‐2‐yl)methanone as a robust, reusable, and selective nanocatalyst in the C‐C coupling reaction

Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41

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Cu@Ag–CeO₂/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

Cu@Ag–CeO₂/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies