Ruthenium- and Rhodium-Catalyzed Ring-Opening Coupling Reactions of Cyclopropenones with Alkenes or Alkynes

Synlett ◽  
2018 ◽  
Vol 29 (06) ◽  
pp. 717-722 ◽  
Author(s):  
Teruyuki Kondo ◽  
Ryosuke Taniguchi ◽  
Yu Kimura
Keyword(s):  
Carbon Monoxide ◽  
Catalytic Activity ◽  
Methyl Acrylate ◽  
Ring Opening ◽  
Argon Atmosphere ◽  
High Catalytic Activity ◽  
Rhodium Complexes ◽  
Coupling Reactions ◽  
Internal Alkynes ◽  
High Yields

Ru3(CO)12-catalyzed divergent ring-opening coupling reactions of a cyclopropenone with methyl acrylate (an electron-deficient alkene) are developed. Under an argon atmosphere, a decarbonylative linear codimer is obtained, while cyclopentenones are obtained under carbon monoxide (20 atm) without decarbonylation. While ruthenium complexes show no catalytic activity for the ring-opening cocyclization of cyclopropenones with ethylene (20 atm) or bicyclo[2.2.1]hept-2-ene (2-norbornene), rhodium complexes, especially [RhCl(η4-1,5-cod)]2, show high catalytic activity for the desired cocyclization reactions to give the corresponding cyclopentenones in high yields and selectivities. In addition, [RhCl(η4-1,5-cod)]2 realizes the catalytic ring-opening co­cyclization of cyclopropenones with internal alkynes to give the corresponding cyclopentadienones. In all these reactions, ruthena- or rhodacyclobutenones are considered to be key intermediates, generated by strain-driven oxidative addition of a cyclopropenone C–C bond to an ­active ruthenium or rhodium species.

scholarly journals CO Oxidation Efficiency and Hysteresis Behavior over Mesoporous Pd/SiO2 Catalyst

Catalysts ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 131 ◽  
Author(s):  
Rola Mohammad Al Soubaihi ◽  
Khaled Mohammad Saoud ◽  
Myo Tay Zar Myint ◽  
Mats A. Göthelid ◽  
Joydeep Dutta
Keyword(s):  
Carbon Monoxide ◽  
Catalytic Activity ◽  
Co Oxidation ◽  
Active Sites ◽  
Bond Activation ◽  
Dissociative Adsorption ◽  
High Catalytic Activity ◽  
Good Catalytic Activity ◽  
Pretreatment Conditions ◽  
Oxidation Efficiency

Carbon monoxide (CO) oxidation is considered an important reaction in heterogeneous industrial catalysis and has been extensively studied. Pd supported on SiO2 aerogel catalysts exhibit good catalytic activity toward this reaction owing to their CO bond activation capability and thermal stability. Pd/SiO2 catalysts were investigated using carbon monoxide (CO) oxidation as a model reaction. The catalyst becomes active, and the conversion increases after the temperature reaches the ignition temperature (Tig). A normal hysteresis in carbon monoxide (CO) oxidation has been observed, where the catalysts continue to exhibit high catalytic activity (CO conversion remains at 100%) during the extinction even at temperatures lower than Tig. The catalyst was characterized using BET, TEM, XPS, TGA-DSC, and FTIR. In this work, the influence of pretreatment conditions and stability of the active sites on the catalytic activity and hysteresis is presented. The CO oxidation on the Pd/SiO2 catalyst has been attributed to the dissociative adsorption of molecular oxygen and the activation of the C-O bond, followed by diffusion of adsorbates at Tig to form CO2. Whereas, the hysteresis has been explained by the enhanced stability of the active site caused by thermal effects, pretreatment conditions, Pd-SiO2 support interaction, and PdO formation and decomposition.

High Catalytic Activity of Ion-Exchanged Nickel on Carboxymethylated Wood Char in Methanation of Carbon Monoxide

1995 ◽  
Vol 24 (8) ◽  
pp. 699-700 ◽  
Author(s):  
Tsutomu Suzuki ◽  
Yuzo Imizu ◽  
Yoshinobu Satoh ◽  
Sunao Ozaki
Keyword(s):  
Carbon Monoxide ◽  
Catalytic Activity ◽  
High Catalytic Activity ◽  
Wood Char

A graphdiyne-based carbon material for electroless deposition and stabilization of sub-nanometric Pd catalysts with extremely high catalytic activity

2019 ◽  
Vol 7 (21) ◽  
pp. 13142-13148 ◽  
Author(s):  
Liang-Liang Yang ◽  
Hong-Juan Wang ◽  
Juan Wang ◽  
Yu Li ◽  
Wen Zhang ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Carbon Material ◽  
Electroless Deposition ◽  
Suzuki Coupling ◽  
High Catalytic Activity ◽  
Coupling Reactions ◽  
Pd Catalysts ◽  
Catalytic Activities

A new graphdiyne-based carbon material was synthesized as an ideal substrate for electroless deposition and stabilization of sub-nanometric Pd catalysts, which showed extremely high catalytic activities for the reduction of nitroarenes and Suzuki coupling reactions.

Catalytic activity of dithioic acid copper complexes in the alkyne–azide cycloaddition

2013 ◽  
Vol 91 (4) ◽  
pp. 292-299 ◽  
Author(s):  
Bayardo E. Velasco ◽  
Gustavo López-Téllez ◽  
Nelly González-Rivas ◽  
Iván García-Orozco ◽  
Erick Cuevas-Yañez
Keyword(s):  
Catalytic Activity ◽  
Copper Complex ◽  
Copper Complexes ◽  
Functional Group ◽  
High Efficiency ◽  
High Catalytic Activity ◽  
Different Temperatures ◽  
High Yields

Diverse dithioic acid copper complexes exhibit a high catalytic activity in the copper-catalyzed alkyne–azide cycloaddition using several solvents under different temperatures, showing a high efficiency with only 0.005 mmol catalyst/mmol alkyne or less. A dithioic acid copper complex derived from acetophenone was selected and used as the catalyst in the preparation of a library of 1,4-disubstituted-1,2,3-triazoles. This process occurred in high yields and good functional group tolerance.

scholarly journals Synergistic Effects of Co3O4-CeO2 Nanoparticles towards Catalytic Oxidation of Aromatic Hydrocarbons: A Study in Association with Carbon Monoxide and Humidity

2021 ◽  
Vol 2021 ◽  
pp. 1-9
Author(s):  
Trung Dang-Bao ◽  
Hong Phuong Phan ◽  
Phung Anh Nguyen ◽  
Pham Phuong Trang Vo ◽  
Van Tien Huynh ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Catalytic Activity ◽  
Catalytic Oxidation ◽  
Synergistic Effects ◽  
Active Oxygen Species ◽  
High Dispersion ◽  
High Catalytic Activity ◽  
Impregnation Method ◽  
Temperature Programmed ◽  
The Stability

In this study, a series of Co3O4-CeO2 nanocomposites with various Co3O4 loading were fabricated by the impregnation method using cobalt(II) acetate as the cobalt precursor for the treatment of benzene, toluene, ethylbenzene, and xylene (BTEX). The as-prepared Co3O4-CeO2 nanocomposites were thoroughly characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), Brumauer-Emmett-Teller (BET), hydrogen temperature-programmed reduction (H2-TPR), and temperature-programmed desorption (O2-TPD). The excellent reproduction of active oxygen species caused by the high dispersion of Co3O4 crystals on the CeO2 supports was established. In addition, the reduction peaks of Co3O4-CeO2 nanocomposites were found at much lower temperatures compared to pure CeO2, considering their unique redox property influencing on the high catalytic activity. Among the characterized materials, the 5.0 wt.% Co3O4 supported on CeO2 (5.0Co–Ce) was the best system for catalytic oxidation of xylene, along with excellent performances in the cases of benzene, ethylbenzene, and toluene. Its catalytic activity increased in the order: benzene < xylene < ethylbenzene < toluene . Furthermore, the addition of carbon monoxide (CO) as a coreactant permitted to improve the catalytic performances in such oxidations as well as the stability of as-prepared catalysts, even under humid conditions.

scholarly journals γ-Alumina-supported Pt17 cluster: controlled loading, geometrical structure, and size-specific catalytic activity for carbon monoxide and propylene oxidation

2020 ◽  
Vol 2 (2) ◽  
pp. 669-678 ◽  
Author(s):  
Yuichi Negishi ◽  
Nobuyuki Shimizu ◽  
Kanako Funai ◽  
Ryo Kaneko ◽  
Kosuke Wakamatsu ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Catalytic Activity ◽  
Geometrical Structure ◽  
High Catalytic Activity ◽  
Propylene Oxidation ◽  
Specific Catalytic Activity

A Pt17 cluster was precisely loaded on γ-alumina and the resulting Pt17/γ-Al2O3 exhibited high catalytic activity for CO and C3H6 oxidation.

Mechanosynthesis of Noels-type NHC-Ruthenium Complexes and Applications in ROMP

2019 ◽  
Author(s):  
François Quintin ◽  
Julien Pinaud ◽  
Frédéric Lamaty ◽  
Xavier Bantreil
Keyword(s):  
Catalytic Activity ◽  
Ring Opening ◽  
Ruthenium Complexes ◽  
High Catalytic Activity ◽  
Imidazolium Salts ◽  
Ring Opening Metathesis Polymerization ◽  
Ball Mills ◽  
Metathesis Polymerization ◽  
Rapid Access ◽  
The One

The use of ball-mills enabled the efficient mechanosynthesis of a variety of N-aryl,N-alkyl imidazolium salts and of corresponding NHC-silver(I) complexes. Transmetalation with ruthenium via mechanochemistry allowed the rapid access (1.5 min to 1 h) to complexes having a similar structure to Noels-type precatalysts. Evaluation of the complexes in the Ring-Opening Metathesis Polymerization of norbornene in different solvent, including non-toxic ones, showed a high catalytic activity for one of them, comparable to the one of Noels catalyst.<br>

Palladium catalyst coordinated in knitting N-heterocyclic carbene porous polymers for efficient Suzuki–Miyaura coupling reactions

2015 ◽  
Vol 3 (3) ◽  
pp. 1272-1278 ◽  
Author(s):  
Shujun Xu ◽  
Kunpeng Song ◽  
Tao Li ◽  
Bien Tan
Keyword(s):  
Catalytic Activity ◽  
Metal Ions ◽  
Palladium Catalyst ◽  
Porous Polymers ◽  
High Catalytic Activity ◽  
Coupling Reactions ◽  
Microporous Polymers

Microporous polymers were synthesised using external cross-linked N-heterocyclic carbene and benzene. These materials can serve as ligands to bind metal ions and demonstrated high catalytic activity for efficient Suzuki–Miyaura coupling reactions.

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