Selective Partial Hydrogenation of Methyl Linoleate Using Highly Active Palladium Nanoparticles in Polyethylene Glycol

Liu, Wei; Xu, Lingbo; Lu, Guoyan; Zhang, Hua

doi:10.1021/acssuschemeng.6b01823

Cited by 19 publications

(16 citation statements)

References 26 publications

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“…Pd-catalyzed hydrogenation of different alkenes catalyzed by PdPEG4000-NPs. 179 Later on, the same authors have adapted the experimental conditions to the partial hydrogenation of sunflower oil derived fatty acid methyl esters (FAME). 180 The best conditions were the following ones: FAME/Pd = 2000, 80 °C, 20 bar H 2 , and 1500 rpm stirring speed.…”

Section: Methodsmentioning

confidence: 99%

Palladium Nanoparticles in Polyols: Synthesis, Catalytic Couplings, and Hydrogenations

2019

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Alcohols, in particular polyols, are well-known for the synthesis of metal nanoparticles often acting as reducing agents, solvents, and stabilizers. Given not only their structural flexibility depending on the number of OH functions and their inherent H bonding interactions, but also the wide range of polyol molecular weights readily available, different physico-chemical properties (boiling point, polarity, viscosity) could be exploited towards the synthesis of well-defined nanomaterials. In particular, the relevance of the supramolecular structure of polyols has a fundamental impact on the formation of metal nanoparticles thereby favoring the dispersion of the nanoclusters. In the field of the metal-based nanocatalysis, palladium occupies a privileged position mainly due to its remarkable versatility in terms of reactivity representing a foremost tool in synthesis. In this review, we describe the controlled synthesis of Pd-based nanoparticles in polyol medium focusing on the progress in terms of tailoring size, morphology, structure, and surface state. Moreover, we discuss the use of 4.2. C(sp)-C(sp 2) Sonogashira cross-coupling 4.3. C(sp 2)-C(sp 2) Hiyama-Denmark cross-coupling 4.4. C(sp 2)-C(sp 2) Heck-Mizoroki cross-coupling 4.5. C(sp 2)-C(sp 2 /sp 3) Suzuki-Miyaura cross-coupling 4.5.1. In PEG and glycerol media 4.5.2. Solid-supported nanocatalysts 4.6. C(sp 2)-C(sp 2)-C(sp 2) Carbonylative Suzuki cross-coupling 4.7. C(sp 2)-C(sp 2) Ullmann-type homo-coupling 4.8. Miscellaneous: SiN and C-N amination reactions 5. Conclusions and outlook

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Section: Methodsmentioning

confidence: 99%

Palladium Nanoparticles in Polyols: Synthesis, Catalytic Couplings, and Hydrogenations

2019

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“…The Pd content was found to be 0.409 mg/500 mg from PdNP@AT-Bentonite. It was expected that the large surface, high ion exchange capacity and adsorptive capacity made this support excellent for loading metallic ions [38,39].…”

Section: Pd Contentmentioning

confidence: 99%

“…The environment-friendly route that uses non-toxic solvents like water (green solvent guide) [33], reducing agents like biological extracts and stirring pathway or microwave assisted synthesis etc. is becoming ravishing [34][35][36][37][38][39]. The bio-chemicals in the leaves extract such as phenolic acids, flavonoids, propenyl polyols, terpenoids etc.…”

Section: Introductionmentioning

confidence: 99%

“…The bio-chemicals in the leaves extract such as phenolic acids, flavonoids, propenyl polyols, terpenoids etc. act as magnificent reducing agents that are easily accessible, non-toxic, cheaper and eco-friendly natural source of that reduces metal salts and forms metal nanoparticles [30][31][32][33][34][35][36][37][38][39][40]. In the recent study, for instance, papaya peel extract was used to synthesize PdNPs, which is used as a catalyst for the Suzuki-Miyaura coupling reaction under aqueous conditions [41].…”

Section: Introductionmentioning

confidence: 99%

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Palladium Nanoparticle-Bentonite Hybrid Using Leaves of Syzygium aqueum Plant from India: Design and Assessment in the Catalysis of –C–C– Coupling Reaction

Manjare

Chaudhari

2020

Chemistry Africa

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An environment-friendly synthesis process has been developed with the aid of Syzygium aqueum (water apple) leaves extract. Pulverized leaves of Syzygium aqueum (water apple) are mixed with a universal solvent such as water for the preparation of Pd nanoparticle supported on activated Bentonite. The extract from the plant leaves acts both as a reducing agent and also as a capping agent for converting the PdCl 2 to PdNPs. The synthesized PdNPs are supported on modified clay and they are characterized by using FTIR, BET, HR-TEM, ICP-MS, TGA, XRD, and FE-SEM/EDX. It is found that the supported PdNPs give high rate of conversions of Suzuki-Miyaura coupling products and give greater than 90% products in universal solvent i.e. water at fairly low temperature. It shows the potential for the environment-friendly synthesis of prime organic molecules like excellent biaryl derivatives with TONs and TOFs with economical and efficient catalyst loading. We recorded high activity, chemoselectivity and excellent TONs (15,061-20,537) and TOFs (100,407-136,919) by using a small catalyst loading in short reaction time only 15 min. The catalyst shows a long lifetime (ten times). Experiments are performed, recycling it, which demonstrate the sustainability and efficiency of the catalytic process. The prepared catalyst gives a higher percentage Extended author information available on the last page of the article of coupling product in the lower time. The supported PdNPs help to form good selectivity and efficacy. The catalyst is found highly stable and can be recycled ten times with no appreciable loss in the efficiency.

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“…This procedure is a facile route to prepare supported PdNPs, which are materials of great interest in the field of heterogeneous catalysis. Palladium is a metal employed in a series of catalyzed reactions, especially in fine and environmental chemistry, such as hydrogen generation from formic acid, 24 isomerization of allyl alcohol, 25 carbon-carbon coupling, 26 oxidation of alcohols and semihydrogenation of alkynes, 27 selective hydrogenation of alkenes 28,29 and nitroarene compounds. 30 The unique nature of palladium as a selective catalyst using extremely small amounts of this metal under mild conditions is one of the main reasons that attract researchers.…”

Section: Human Hair As Adsorbent Of Palladium(ii) In Solution: a Precmentioning

confidence: 99%

Human Hair as Adsorbent of Palladium(II) in Solution: A Precursor of Well-Dispersed Size-Controlled Pd Nanoparticles

Mendonça¹,

Silva²,

Nascimento³

et al. 2018

J. Braz. Chem. Soc.

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This work describes, for the first time, the preparation of palladium nanoparticles supported in thermally-treated human hair. Human hair showed to be an efficient adsorbent of Pd 2+ in aqueous media, reaching nearly 100% of adsorption from a 100 ppm solution. The thermal treatment of hair containing Pd 2+ at 200 °C under nitrogen atmosphere led to the formation of an N, S-containing material presenting 0.5 wt.% of palladium. The material was extensively characterized by elemental analysis (CHN and inductively coupled plasma optical emission spectroscopy (ICP OES)), X-ray photoelectron spectroscopy (XPS), Fourier transform infrared (FTIR) and Raman spectroscopies, and by thermogravimetry (TG), thermogravimetry coupled to mass spectrometry (TG-MS), scanning electron miscroscopy (SEM), transmission electron microscopy (TEM) and dispersive X-ray spectroscopy (EDS) analyses. It was possible to observe that the surface structure of hair was preserved during thermal treatment, presenting palladium nanoparticles with particle sizes of approximately 4 nm. This material was used as heterogeneous catalyst in a preliminary application in nitrobenzene reduction to aniline in aqueous medium using sodium borohydride.

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Selective Partial Hydrogenation of Methyl Linoleate Using Highly Active Palladium Nanoparticles in Polyethylene Glycol

Cited by 19 publications

References 26 publications

Palladium Nanoparticles in Polyols: Synthesis, Catalytic Couplings, and Hydrogenations

Palladium Nanoparticles in Polyols: Synthesis, Catalytic Couplings, and Hydrogenations

Palladium Nanoparticle-Bentonite Hybrid Using Leaves of Syzygium aqueum Plant from India: Design and Assessment in the Catalysis of –C–C– Coupling Reaction

Human Hair as Adsorbent of Palladium(II) in Solution: A Precursor of Well-Dispersed Size-Controlled Pd Nanoparticles

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