Immobilization of Palladium on Modified Nanoparticles and Its Catalytic Properties on Mizoroki‐Heck Reaction

Asadbegi, Sajad; Bodaghifard, Mohammad Ali; Alimohammadi, Elham; Ahangarani-Farahani, Rezvan

doi:10.1002/slct.201802501

Cited by 11 publications

(5 citation statements)

References 62 publications

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“…4 a,b) and match with the standard Fe 3 O 4 sample (JCPDS file No. 19–0629) 53 , 54 . The presence of the SiO 2 layer is confirmed by the appearance of a broad peak at 2 θ = 18° to 25° (Fig.…”

Section: Resultsmentioning

confidence: 99%

Efficient synthesis of benzoacridines and indenoquinolines catalyzed by acidic magnetic dendrimer

Bodaghifard,

Allahbakhshi,

Ahangarani-Farahani

2024

Sci Rep

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A novel solid acid catalyst with recoverability, named as Fe3O4@SiO2@TAD-G2-SO3H, was successfully synthesized by immobilizing sulfonic acid groups on triazine dendrimer-modified magnetic nanoparticles. This nanomaterial structure and composition were thoroughly characterized using various analytical techniques, including thermogravimetric analysis (TGA), elemental analysis, Fourier transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDX), elemental mapping, acid–base titration, X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and vibrating sample magnetometry (VSM). The acid-decorated magnetic dendrimer was served as a highly effective catalyst for the synthesis of tetrahydrobenzo[c]acridin-8(9H)-one and benzo[h]indeno[1,2-b]quinoline-8-one derivatives. The reaction proceeded smoothly under mild conditions through the one-pot condensation of aromatic aldehydes, 1-naphthylamine, and either dimedone or 1,3-indanedione, affording the desired products in high yields ranging from 90 to 96%. The catalyst was easily separated from the reaction mixture by employing a magnetic field, allowing for its recycling up to five times with slight loss in its activity (only 10%). Nearly, quantitative recovery of catalyst (up to 95%) could be obtained from each run. So, this catalyst facilitates the reaction progress and simplifies the purification process. Other remarkable features of this method are operational simplicity, excellent yields, mild condition, and a wide range of substrate applicability.

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Section: Resultsmentioning

confidence: 99%

Efficient synthesis of benzoacridines and indenoquinolines catalyzed by acidic magnetic dendrimer

Bodaghifard,

Allahbakhshi,

Ahangarani-Farahani

2024

Sci Rep

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“…Boehmite@tryptophan-Pd [41] Pd: 0.105 mol‰,120 C for 85 min (Heck) 1st: 95%; 5th: 90% 6 PS-Pd-Salen [42] Pd: 0.336 mol%, 110 C for 10 h (Heck) 1st: 92%; 5th: 79% 7 MNPs-TDAH-Pd [43] Pd: 5.91 mol%, 100 C for 8 h (Heck) 1st: 90%; 5th: 82%…”

Section: Data Availability Statementmentioning

confidence: 99%

Palladium nanoparticles encapsulated in polyimide nanofibers: An efficient and recyclable catalyst for coupling reaction

Gou

Gao

et al. 2021

Applied Organom Chemis

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In this study, palladium‐encapsulated poly(amic acid) (Pd@PAA) nanofibers were prepared by electrospinning, followed by thermal imidization to synthesize palladium‐encapsulated polyimide (Pd@PI) nanofibers. Scanning electron microscopy (SEM) images confirmed the preparation of uniform and smooth Pd@PAA and Pd@PI nanofibers. Thermogravimetric analysis (TGA) results reveal that the Pd@PI nanofibers possessed excellent thermal stability. The dispersion of palladium nanoparticles in the polyimide nanofibers was characterized by transmission electron microscopy (TEM) and X‐ray diffraction (XRD). The catalysis results show that this Pd@PI fibrous catalyst was very efficient to catalyze the cross‐coupling reactions of aromatic iodides with n‐butyl acrylate (Heck reaction) or phenylboronic acid derivatives (Suzuki reaction) to afford the desired products in good to excellent yields. Moreover, the Pd@PI catalyst could be easily separated and recovered from the reaction mixture by simple filtration due to the regular fibrous structure and reused for 10 times for both Heck and Suzuki reactions without obvious loss of its initial catalytic activity. Thus, the Pd@PI nanofiber catalyst holds great potential in chemical industry in terms of its excellent catalytic activity and stability.

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“…[1][2][3][4][5][6][7][8][9] In this sense, magnetic nanoparticles (MNPs) have been of major interest to researchers in the area of catalysis owing to their ability to heterogenize the catalytic moieties and also to provide ease of catalyst separation via magnetic decantation. [10][11][12][13][14][15][16][17] Regarding MNPs, iron-containing spinel ferrite nanoparticles have been widely explored. [18][19][20][21][22][23][24][25] Besides, Hercynite (FeAl 2 O 4 ) MNPs, which can be regarded as a ferrospinel with Fd3m space group and cubic crystal structure, have reactive surface sites in the nanostate.…”

Section: Introductionmentioning

confidence: 99%

“…[ 1–9 ] In this sense, magnetic nanoparticles (MNPs) have been of major interest to researchers in the area of catalysis owing to their ability to heterogenize the catalytic moieties and also to provide ease of catalyst separation via magnetic decantation. [ 10–17 ] Regarding MNPs, iron‐containing spinel ferrite nanoparticles have been widely explored. [ 18–25 ]…”

Section: Introductionmentioning

confidence: 99%

A novel Hercynite‐supported tetradentate Schiff base complex of manganese catalyzed one‐pot annulation reactions

Mohammadi

Ghorbani‐Choghamarani

2022

Applied Organom Chemis

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The present study is the first report on the synthesis and catalytic performance of Hercynite nanoparticles capped with a novel Schiff base–manganese(II) complex brought from a synthetic procedure. The solid support and the catalyst were characterized using various analytical techniques. The characterization results suggest excellent dispersibility, stability, high Mn content under the catalyst surface, and small size of catalyst, which leads to excellent catalytic activity and selectivity. Moreover, the catalyst proved to be sustainable and recyclable for rapid synthesis of various chromene‐ and pyran‐annulated heterocycles under ambient conditions. The effect of various crucial catalytic parameters was investigated and optimized. The scope of the reaction was extended to various aryl aldehydes and keto–enol tautomeric pairs (2‐hydroxy‐1,4‐naphthoquinone or dimedone), and the corresponding 2‐amino‐3‐cyano‐4H‐chromene and 2‐amino‐3‐cyano‐4H‐pyran products were obtained with excellent yield (82–99%) and at low reaction time (10–115 min). Significantly, the catalyst indicated magnetic, cost‐effective, and nontoxic properties, which result in having high recycling efficiency (5 cycles).

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Immobilization of Palladium on Modified Nanoparticles and Its Catalytic Properties on Mizoroki‐Heck Reaction

Cited by 11 publications

References 62 publications

Efficient synthesis of benzoacridines and indenoquinolines catalyzed by acidic magnetic dendrimer

Efficient synthesis of benzoacridines and indenoquinolines catalyzed by acidic magnetic dendrimer

Palladium nanoparticles encapsulated in polyimide nanofibers: An efficient and recyclable catalyst for coupling reaction

A novel Hercynite‐supported tetradentate Schiff base complex of manganese catalyzed one‐pot annulation reactions

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