A palladium(0)–threonine complex immobilized on the surface of magnetic mesocellular foam: an efficient, stable, and magnetically separable nanocatalyst for Suzuki, Stille, and Heck cross-coupling reactions

Shirvandi, Zeinab; Ghorbani‐Choghamarani, Arash; Rostami, Amin

doi:10.1039/d3ra02721j

Cited by 4 publications

(3 citation statements)

References 61 publications

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“…In the case of M-MCF, various diffraction peaks were observed over 2-theta at 30.4°, 35.8°, 43.5°, 54.0°, 57.5°, and 63.1°, indicating the characteristic crystalline phase of γ-Fe 2 O 3 nanoparticles (Fig. 7a) 59 . The XRD pattern of the synthesized catalyst in Fig.…”

Section: Characterization Of M-mcf@gua-cumentioning

confidence: 99%

Copper catalyzed carbon-selenium bond formation via the coupling reaction of aryl halides, phenylboronic acid and Se

Shirvandi,

Ghorashi,

Rostami

2024

Preprint

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This is the first report for C-Se bond formation involving the reaction of aryl halides with arylboronic acid and selenium powder to synthesis of unsymmetrical diaryl selenides in the presence of CuI as a homogeneous catalyst. A wide range of aryl halides react with various substituted groups under optimal conditions to provide the desired unsymmetrical diaryl selenides with good to high yields. Also, the same reactions were investigated in the presence of M-MCF@Gua-Cu as a reusable magnetic nanocatalyst under optimal conditions. The M-MCF@Gua-Cu catalyst allows for simpler (easy work-up) and greener methodology. In addition, the advantages of the presented method include the use of arylboronic acid/Se as a safe and cost-effective arylselenating system, the simplicity of operation, and green and cheap solvent.

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Section: Characterization Of M-mcf@gua-cumentioning

confidence: 99%

Copper catalyzed carbon-selenium bond formation via the coupling reaction of aryl halides, phenylboronic acid and Se

Shirvandi,

Ghorashi,

Rostami

2024

Preprint

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“…In a recent contribution by the Rostami group, the synthesis and the catalytic application of a Pd 0 complex immobilized on a magnetic mesocellular silica foam (mSiO 2 -foam) have been described. [103] The catalyst synthesis was started with the fabrication of MCF-silica by reacting Pluronic P123 in an HCl solution with NH 4 F, 1,3,5-trimethylbenzene, and TEOS (40 °C and then 100 °C, 20 h each). Additional modification included a reaction with Fe(NO 3 ) 3 in methanol and the product, after drying, was treated with propionic acid (90 °C, 3 h) and then calcined (300 °C, 30 min).…”

Section: Catalysts Supported On Magnetic Silicamentioning

confidence: 99%

“…In a recent contribution by the Rostami group, the synthesis and the catalytic application of a Pd 0 complex immobilized on a magnetic mesocellular silica foam (mSiO 2 ‐foam) have been described [103] . The catalyst synthesis was started with the fabrication of MCF‐silica by reacting Pluronic P123 in an HCl solution with NH 4 F, 1,3,5‐trimethylbenzene, and TEOS (40 °C and then 100 °C, 20 h each).…”

Section: Other Porous Silica Materialsmentioning

confidence: 99%

Palladium Nanoparticles Supported on Porous Silica Materials as Heterogeneous Catalysts of C−C Coupling and Cross‐Coupling Reactions

Mastalir

Molnár

2023

ChemCatChem

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Noble metal nanoparticles supported on porous silica materials represent an important class of heterogeneous catalysts. Various synthesis strategies have been developed, including the application of ligand‐assisted metal precursors, multistep synthesis procedures, post‐synthetic modifications, and magnetic mesoporous silica particles. Emphasis has been laid on the introduction of green procedures, based on the utilization of environmentally friendly solvents, efficient stabilizing agents, non‐toxic reagents, and mild reaction conditions. Palladium nanoparticles have long been recognized as the most efficient catalysts in a wide range of organic transformations, including the Heck, Suzuki, Stille, and Sonogashira reactions. Although these transformations have been extensively investigated in homogeneous catalytic systems, the application of heterogeneous catalysts, including silica‐supported Pd0 nanoparticles, has gained in increasing importance. The aim of this review is to provide an outlook on the current research progress achieved on the development of novel synthetic procedures, affording highly dispersed Pd0 nanoparticles immobilized on porous silica materials, which proved to be efficient and recyclable catalysts in C–C coupling and cross‐coupling reactions.

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Boronic acid functionalized silica‐coated Fe₃O₄ as a novel magnetically separable catalyst for the synthesis of hydrazinyl thiazoles

Yadav,

Zond,

Jadhav

et al. 2023

Applied Organom Chemis

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A novel silica‐coated magnetite supported boronic acid functionalized nanocatalyst (Fe3O4@SiO2‐Pr‐N=CH‐C6H4B[OH]2) was synthesized using a simple synthetic protocol. The catalyst was fully characterized by using Fourier transform‐infrared (FT‐IR), X‐ray diffraction (XRD), energy dispersive X‐ray (EDX), thermogravimetric analysis‐differential thermal analysis (TGA‐DTA), field emission scanning electron microscopy (FE‐SEM), transmission electron microscopy (TEM) and vibrating sample magnetometry (VSM) techniques. The structural investigations revealed that the catalyst is nano‐sized (average crystallite size 13 nm), spherical, thermally stable, and magnetic in nature having a magnetic saturation of 51.26 emu/g. The catalytic activity of Fe3O4@SiO2‐Pr‐N=CH‐C6H4B(OH)2 was explored in the synthesis of hydrazinyl thiazoles via one‐pot, three‐component reaction of phenacyl halide, thiosemicarbazide and aryl aldehyde in EtOH:H2O (50:50, v/v) at room temperature and it gave above 90% yields of hydrazinyl thiazoles. The catalyst being magnetically separable can be reused six times with the retention of catalytic activity. The present approach offers the advantages of operational simplicity, shorter reaction time, ambient reaction condition, facile separation of catalyst, and higher yields of the products.

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A palladium(0)–threonine complex immobilized on the surface of magnetic mesocellular foam: an efficient, stable, and magnetically separable nanocatalyst for Suzuki, Stille, and Heck cross-coupling reactions

Abstract: In this study, a new palladium nanocatalyst was supported on l-threonine functionalized magnetic mesocellular silica foams (MMCF@Thr-Pd) and was characterized by FT-IR, XRD, BET, SEM, EDS, VSM, TGA, ICP-OES and elemental mapping techniques.

Cited by 4 publications

References 61 publications

Copper catalyzed carbon-selenium bond formation via the coupling reaction of aryl halides, phenylboronic acid and Se

Copper catalyzed carbon-selenium bond formation via the coupling reaction of aryl halides, phenylboronic acid and Se

Palladium Nanoparticles Supported on Porous Silica Materials as Heterogeneous Catalysts of C−C Coupling and Cross‐Coupling Reactions

Boronic acid functionalized silica‐coated Fe₃O₄ as a novel magnetically separable catalyst for the synthesis of hydrazinyl thiazoles

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A palladium(0)–threonine complex immobilized on the surface of magnetic mesocellular foam: an efficient, stable, and magnetically separable nanocatalyst for Suzuki, Stille, and Heck cross-coupling reactions

Abstract: In this study, a new palladium nanocatalyst was supported on l-threonine functionalized magnetic mesocellular silica foams (MMCF@Thr-Pd) and was characterized by FT-IR, XRD, BET, SEM, EDS, VSM, TGA, ICP-OES and elemental mapping techniques.

Cited by 4 publications

References 61 publications

Copper catalyzed carbon-selenium bond formation via the coupling reaction of aryl halides, phenylboronic acid and Se

Copper catalyzed carbon-selenium bond formation via the coupling reaction of aryl halides, phenylboronic acid and Se

Palladium Nanoparticles Supported on Porous Silica Materials as Heterogeneous Catalysts of C−C Coupling and Cross‐Coupling Reactions

Boronic acid functionalized silica‐coated Fe3O4 as a novel magnetically separable catalyst for the synthesis of hydrazinyl thiazoles

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Boronic acid functionalized silica‐coated Fe₃O₄ as a novel magnetically separable catalyst for the synthesis of hydrazinyl thiazoles