Transfer hydrogenolysis of aromatic ethers promoted by the bimetallic Pd/Co catalyst

Mauriello, Francesco; Ariga-Miwa, Hiroko; Paone, Emilia; Pietropaolo, R.; Takakusagi, Satoru; Asakura, Kiyotaka

doi:10.1016/j.cattod.2019.06.071

Cited by 32 publications

(21 citation statements)

References 47 publications

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“…The TPR-H 2 profile for the monometallic Co-catalyst showed that the reduction occurred principally in one step, according to literature. [50,51] Spadaro et al [52] affirmed that the reduction behaviour of Co 3 O 4 depends on a number of factors, including the catalyst preparation. The impregnation method used in this work to prepare metal catalysts probably promotes a weak interaction of cobalt oxides species with ceria gadolinia oxide support.…”

Section: Catalysts Characterization Resultsmentioning

confidence: 99%

Catalytic activity of Ni‐Co supported metals in carbon dioxides methanation

et al. 2020

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This work deals with the catalytic performance of nickel‐cobalt supported on ceria‐doped gadolinia (GDC) catalyst in the single and in the simultaneous methanation of carbon monoxide and carbon dioxide. The catalysts have been prepared by impregnation method, starting from metal salts precursors. Samples have been characterized by x‐ray diffraction (XRD), thermogravimetric analysis and differential scanning calorimetry (TGA‐DSC), hydrogen temperature programmed reduction (TPR‐H2), transmission electronic microscopy (TEM), and scanning electron microscopy (SEM/EDX) technique. The temperature examined for methanation tests ranged from 200°C‐600°C. The results show that the prepared and optimized catalysts possess the main characteristics of materials suitable for SOECs (solid oxide electrolyzer cells) applications: high metal content (50% wt/wt with respect to the support), high activity, and high stability. The catalytic performance of bimetallic catalysts highlights that the cobalt does not improve the activity of the nickel catalysts.

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Section: Catalysts Characterization Resultsmentioning

confidence: 99%

Catalytic activity of Ni‐Co supported metals in carbon dioxides methanation

et al. 2020

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“…The catalytic transfer hydrogenation (CTH) or MPV refers to the addition of hydrogen molecules to the unsaturated groups of organic compounds in the presence of a solid catalyst [26][27][28], which does not require external hydrogen or special catalytic hydrogenation equipment and is easy to operate, occupying a certain position in organic synthesis [29][30][31]. Therefore, the CTH reaction is recognized as a versatile method for upgrading bio-based carbonyl compounds [32][33][34][35].…”

Section: Introductionmentioning

confidence: 99%

Catalytic Stereoselective Conversion of Biomass-Derived 4′-Methoxypropiophenone to Trans-Anethole with a Bifunctional and Recyclable Hf-Based Polymeric Nanocatalyst

Liu

Chen

et al. 2021

Polymers

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Anethole (AN) is widely used as an odor cleaner in daily necessities, and can also be applied in the fields of food additives, drug synthesis, natural preservatives, and polymeric materials’ preparation. Considering environmental and economic benefits, the use of biomass raw materials with non-precious metal catalysts to prepare high-value fine chemicals is a very promising route. Here, we developed an acid-base bifunctional polymeric material (PhP-Hf (1:1.5)) composed of hafnium and phenylphosphonate in a molar ratio of 1:1.5 for catalytic conversion of biomass-derived 4′-methoxypropiophenone (4-MOPP) to AN via cascade Meerwein–Pondorf–Verley (MPV) reduction and dehydration reactions in a single pot. Compared with the traditional catalytic systems that use high-pressure hydrogen as a hydrogen donor, alcohol can be used as a safer and more convenient hydrogen source and solvent. Among the tested alcohols, 2-pentanol was found to be the best candidate in terms of pronounced selectivity. A high AN yield of 98.1% at 99.8% 4-MOPP conversion (TOF: 8.5 h−1) could be achieved over PhP-Hf (1:1.5) at 220 °C for 2 h. Further exploration of the reaction mechanism revealed that the acid and base sites of PhP-Hf (1:1.5) catalyst synergistically promote the MPV reduction step, while the Brønsted acid species significantly contribute to the subsequent dehydration step. In addition, the PhP-Hf polymeric nanocatalyst can be recycled at least five times, showing great potential in the catalytic conversion of biomass.

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“…There are several catalytic systems reported for the hydrodebenzylation protocol and some of the latter use transition metal catalysts. The major catalytic methods used for this reaction through the past few decades are Pd [2,[9][10][11][12][13][14], Pt [15], Rh [16], Ru [17][18][19], Raney Ni [20,21], Ni [22][23][24], Cu [25], Co [26], and on occasion bimetallic [13,14,17,[27][28][29]. The majority of these metal catalysts were applied as homogeneous catalysts and several as heterogeneous.…”

Section: Introductionmentioning

confidence: 99%

“…The latter depends on the on metal loading and causes serious handling issues even in lab scale reactions. The most commonly used hydrogen donors for the hydrodebenzylation or transfer hydrogenation reactions are sodium borohydride [24], lithium aluminum hydride [26], 2-propanol [11,29], formic acid [2], alkali metal formates [30], sodium hypophosphite [10], supercritical ethanol [31], and molecular hydrogen. Most of these hydrogen sources have been used with the Pd metal catalyst.…”

Section: Introductionmentioning

confidence: 99%

Ru-gC3N4 Catalyzed Hydrodebenzylation of Benzyl Protected Alcohol and Acid Groups Using Sodium Hypophosphite as a Hydrogen Source

2021

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A straightforward process for hydrodebenzylation of benzyl protected acid and alcohol derivatives to the corresponding acids and alcohols using sodium hypophosphite in the presence of Ru-GCN catalyst is reported. The developed Ru-GCN catalyst is cost effective compared to other noble metal-based catalysts and has been explored to exhibit excellent activity for catalytic hydrodebenzylation reactions under moderate reaction conditions. The non-corrosive sodium hypophosphite has been found as a better hydrogen donor compared to alkali metal formats in presence of Ru-GCN catalyst. The stated catalyst was characterized using several spectrometric and material characterization methods such as PXRD, IR, SEM, TEM, XPS, and TGA. The Ru-GCN catalyst corroborated good reusability and stability for multiple cycles. The catalyst preparation is facile and the developed process is simple and safe as it avoids use of high hydrogen pressure. The developed protocol can also be replicated on industrial scale on account of excellent recyclability and retained activity after multiple cycles and makes the process sustainable. Gram scale reaction was performed to verify the industrial potential of reported catalyst.

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Transfer hydrogenolysis of aromatic ethers promoted by the bimetallic Pd/Co catalyst

Cited by 32 publications

References 47 publications

Catalytic activity of Ni‐Co supported metals in carbon dioxides methanation

Catalytic activity of Ni‐Co supported metals in carbon dioxides methanation

Catalytic Stereoselective Conversion of Biomass-Derived 4′-Methoxypropiophenone to Trans-Anethole with a Bifunctional and Recyclable Hf-Based Polymeric Nanocatalyst

Ru-gC3N4 Catalyzed Hydrodebenzylation of Benzyl Protected Alcohol and Acid Groups Using Sodium Hypophosphite as a Hydrogen Source

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