Synthesis and characterization of a host (a new thiol based dendritic polymer)–guest (Pd nanoparticles) nanocomposite material: an efficient and reusable catalyst for C–C coupling reactions

Zakeri, Maryam; Mirkhani, Valiollah; Tangestaninejad, Shahram; Mohammadpoor‐Baltork, Iraj; Pahlevanneshan, Zari

doi:10.1039/c6ra16704g

Cited by 16 publications

(12 citation statements)

References 72 publications

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“…Recently, we reported the preparation of the nano–silica thiol–based dendritic polymer (nSTDP) and application of its nano palladium containing catalyst in the C–C coupling reactions . After synthesis and characterization of nSTDP, the dendritic polymer was used as host for carrying the gold nanoparticles.…”

Section: Resultsmentioning

confidence: 99%

“…The nanosilica thiolated dendritic polymer, nSTDP, was prepared according to our recently reported method …”

Section: Methodsmentioning

confidence: 99%

“…Recently, some applications of dendritic materials in organic syntheses have been reported by our research group . By combination the advantages of gold nanoparticles as catalyst in the oxidation of alcohols and the ability of dendrimers in the stabilization of nanoparticles, here we wish to present an efficient and environmentally friendly method for preparation of gold nanoparticles immobilized on nano–silica functionalized thiolated dendritic polymer (Au np –nSTDP).…”

Section: Introductionmentioning

confidence: 99%

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Nano–silica functionalized with thiol–based dendrimer as a host for gold nanoparticles: An efficient and reusable catalyst for chemoselective oxidation of alcohols

Haghshenas

Landarani‐Isfahani

Tangestaninejad

et al. 2018

Applied Organom Chemis

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In this paper, we present the synthesis of Au nanoparticles supported on nanosilica thiol based dendrimer, nSTDP. The catalyst was prepared by reduction of HAuCl4 with NaBH4 in the presence of nSTDP. The resulting Aunp–nSTDP materials were characterized by FT–IR and UV–vis spectroscopic methods, SEM, TEM, TGA, XPS and ICP analyses. The characterization of the catalyst showed that Au nanoparticles with the size of 2–6 nm are homogeneously distributed on the nSTDP dendrimer with a catalyst loading of about 0.19 mmol/g of catalyst. The Aunp–nSTDP catalyst was used in the oxidation of alcohols with tert–butyl hydroperoxide (TBHP) as oxidant. The influence of vital reaction parameters such as solvent, oxidant and amount of catalyst on the oxidation of alcohols was investigated. These reactions were best performed in an acetonitrile/water mixture (3:2) in the presence of 0.76 mol% of the catalyst on the basis of the Au content at 80 °C under atmospheric pressure of air to afford the desired products in high yields (80–93% for benzyl alcohols). The Aunp–nSTDP catalyst exhibited a high selectivity toward the corresponding aldehyde and ketone (up to 100%). Reusabiliy and stability tests demonstrated that the Aunp–nSTDP catalyst can be recycled with a negligible loss of its activity. Also this catalytic exhibited a good chemoselectivity in the oxidation of alcohols.

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Section: Resultsmentioning

confidence: 99%

“…The nanosilica thiolated dendritic polymer, nSTDP, was prepared according to our recently reported method …”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Nano–silica functionalized with thiol–based dendrimer as a host for gold nanoparticles: An efficient and reusable catalyst for chemoselective oxidation of alcohols

Haghshenas

Landarani‐Isfahani

Tangestaninejad

et al. 2018

Applied Organom Chemis

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“…However, the stability and durable catalytic efficiency of nanoparticles, which are very much related to the avoidance of their aggregation and/or their minimal metal leaching in the reaction products, are still a challenge [10,11]. A large number of supports have been used to stabilize the PdNPs, such as carbon materials [12][13][14], inorganic materials [15,16], MOFs [17,18], hybrid materials [19][20][21][22][23][24] and organic polymers [25][26][27].…”

Section: Introductionmentioning

confidence: 99%

“…Functionalization of the support surface with appropriate functional groups represents a key approach to obtain a better control of the dimensions, dispersion and stability of NPs [20,[22][23][24][25].…”

Section: Introductionmentioning

confidence: 99%

Immobilized Palladium Nanoparticles on Zirconium Carboxy-Aminophosphonates Nanosheets as an Efficient Recoverable Heterogeneous Catalyst for Suzuki–Miyaura and Heck Coupling

et al. 2017

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Zirconium phosphate glycine diphosphonate nanosheets (ZPGly) have been used as support for the preparation of solid palladium nanoparticles, namely Pd@ZPGly. Thanks to the presence of carboxy-aminophosponate groups on the layer surface, ZPGly-based materials were able to stabilize a high amount of palladium (up to 22 wt %) also minimizing the amount of metal leached in the final products of representative important cross-coupling processes selected for proving the catalysts' efficiency. The catalytic systems have been fully characterized and used in low amounts (0.1 mol %) in the Suzuki-Miyaura and Heck cross-couplings. Moreover, the protocols were optimized for the use of recoverable azeotropic mixtures (aq. EtOH 96% or aq. CH 3 CN 84%, respectively) and in the flow procedure allowing one to isolate the final pure products, without any purification step, with very low residual palladium content and with a very low waste production.

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Copper containing nanosilica thioalated dendritic material: A recyclable catalyst for synthesis of benzimidazoles and benzothiazoles

Zakeri

Moghadam

Mirkhani

et al. 2017

Applied Organom Chemis

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In this paper, the design and characterization of a new heterogeneous catalyst by incorporation of copper ions into the nanosilica modified by thiole–based dendrimer are reported. The prepared catalyst was characterized by FT–IR, TGA, elemental analysis, FE–SEM, TEM, XPS and ICP–OES techniques. This material was used as catalyst in the synthesis benzimidazoles and benzothiazoles by the reaction of substituted benzaldehydes with 1,2–diaminobenzene or 2–aminothiophenol, respectively. The advantages of the present catalytic system are high yields, mild conditions and short reaction times. On the other hand, this new synthesized catalyst was recycled very well and reused several times without significant loss of its catalytic activity.

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Synthesis and characterization of a host (a new thiol based dendritic polymer)–guest (Pd nanoparticles) nanocomposite material: an efficient and reusable catalyst for C–C coupling reactions

Abstract: The catalytic activity of a new thiol based dendritic polymer immobilized on nano silica containing palladium nanoparticles was studied in C–C coupling reactions.

Cited by 16 publications

References 72 publications

Nano–silica functionalized with thiol–based dendrimer as a host for gold nanoparticles: An efficient and reusable catalyst for chemoselective oxidation of alcohols

Nano–silica functionalized with thiol–based dendrimer as a host for gold nanoparticles: An efficient and reusable catalyst for chemoselective oxidation of alcohols

Immobilized Palladium Nanoparticles on Zirconium Carboxy-Aminophosphonates Nanosheets as an Efficient Recoverable Heterogeneous Catalyst for Suzuki–Miyaura and Heck Coupling

Copper containing nanosilica thioalated dendritic material: A recyclable catalyst for synthesis of benzimidazoles and benzothiazoles

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