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Synthesis of Cu2O coated Cu nanoparticles and their successful applications to Ullmann-type amination coupling reactions of aryl chlorides

We synthesized uniform Cu2O coated Cu nanoparticles from the thermal decomposition of copper acetylacetonate followed by air oxidation and used these nanoparticles as catalysts for Ullmann type amination coupling reactions of aryl chlorides.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Homogeneous and heterogeneous catalytic oxidation of benzylic and secondary alcohols with a metal dioxygenato complex in the presence of 2-methylpropanal and dioxygen

The oxidation of benzylic and secondary alcohols under homogeneous conditions was achieved at 40C using molecular oxygen as the oxidant in the presence of excess 2-methylpropanal and catalytic amount of Co(acac)2. The oxidation reactions were also carried out with a heterogeneous analogue of Co(acac)2 revealing that the supported cobalt polymer acts as an active and reusable catalyst.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Copper catalyzed oxidative coupling of ortho-vinylanilines with N-tosylhydrazones: Efficient synthesis of polysubstituted quinoline derivatives

Efficient and general copper catalyzed oxidative cyclization of ortho-vinylaniline has been accomplished employing N-tosylhydrazone as coupling partner. Various substituted quinoline derivatives of biological importance were achieved in good to excellent yield. The important features are the high functional group tolerates, up-gradation to gram scale synthesis and possible one-pot synthesis of quinoline from corresponding carboxaldehyde. Synthetic potential of the obtained quinoline derivatives was demonstrated through C-H bond functionalization reaction. Furthermore, preliminary mechanistic investigation revealed the possible generation of non-stabilized diazo compound and imine derivative as potential intermediates as well as copper catalyzed electrocyclic reaction and oxidative aromatization.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Progress in Materials Development for the Rapid Efficiency Advancement of Perovskite Solar Cells

The efficiency of perovskite solar cells (PSCs) has undergone rapid advancement due to great progress in materials development over the past decade and is under extensive study. Despite the significant challenges (e.g., recombination and hysteresis), both the single-junction and tandem cells have gradually approached the theoretical efficiency limit. Herein, an overview is given of how passivation and crystallization reduce recombination and thus improve the device performance; how the materials of dominant layers (hole transporting layer (HTL), electron transporting layer (ETL), and absorber layer) affect the quality and optoelectronic properties of single-junction PSCs; and how the materials development contributes to rapid efficiency enhancement of perovskite/Si tandem devices with monolithic and mechanically stacked configurations. The interface optimization, novel materials development, mixture strategy, and bandgap tuning are reviewed and analyzed. This is a review of the major factors determining efficiency, and how further improvements can be made on the performance of PSCs.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Palladium-catalyzed cyanation of aryl halides with CuSCN

A palladium-catalyzed cyanation of aryl halides and borons has been developed by employing cuprous thiocyanate as a safe cyanide source. This protocol avoids the use of a highly toxic cyanide source, providing aromatic nitriles in moderate to good yields with good functional tolerance.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Bridging homogeneous and heterogeneous catalysis with MOFs: Cu-MOFs as solid catalysts for three-component coupling and cyclization reactions for the synthesis of propargylamines, indoles and imidazopyridines

Copper-containing MOFs are found to be active, stable and reusable solid catalysts for three-component couplings of amines, aldehydes and alkynes to form the corresponding propargylamines. Two tandem reactions, including an additional cyclization step, leads to the effective production of indoles and imidazopyridines. In particular, the lamellar compound [Cu(BDC)] (BDC = benzene dicarboxylate) is highly efficient for the preparation of imidazopyridines, although a progressive structural change of the solid to a catalytically inactive compact structure is produced, causing deactivation of the catalyst. Nevertheless, the phase change can be reverted by refluxing in DMF, which recovers the original lamellar structure and the catalytic activity of the fresh material. The use of [Cu(BDC)] for this reaction also prevents the formation of Glaser/Hay condensation products of the alkyne, even when the reaction is performed in air atmosphere. This is a further advantage of [Cu(BDC)] with respect to other homogeneous copper catalysts, for which the use of an inert atmosphere is necessary.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Coating composition

A coating composition comprising a rosin compound, a polymer containing organosilyl ester groups, and an antifoulant as essential components is disclosed. This rosin-based coating composition gives a coating film which forms no residue layer on the surface thereof over long-term immersion, is hence free from physical defects such as cracks and peeling and capable of maintaining a sufficiently high rate of film erosion and preventing the attachment of marine organisms over a long period of time has satisfactory suitability for recoating, and has the satisfactory ability to prevent marine-organism attachment over the out-fitting period.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Crystal melting and glass formation in copper thiocyanate based coordination polymers

Crystal melting and glass formation of coordination polymers (CPs) and metal-organic frameworks (MOFs) are rare thermal events. To expand the library of melting CP/MOFs, we utilized anti-crystal engineering in ionic liquids to construct CPs. A combination of Cu+ and 4,4?-bipyridin-1-ium derivatives afforded four melting CPs showing stable liquid and glassy states.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Synthesis, structure, spectroscopy, and magnetism of two new dinuclear carbonato-bridged Cu(II) complexes

Two new dinuclear mu-CO32- Cu(II) complexes with different coordination modes for the carbonato bridge have been obtained by fixation of atmospheric CO2 and also directly prepared from the carbonate salt. The compounds comprise: [Cu2(mu-CO3)(dpyam)4](ClO4) 2(H2O)4 (1), and [Cu2(mu-CO3)2(dpyam)2](H 2O) (2), (in which dpyam = di-2-pyridylamine). For 1, the carbonate ligand acts as a bridge between two Cu(II) centres showing an anti-anti (mu-eta1-eta1-CO32-) coordination mode with a distorted square-based pyramidal geometry for each Cu(II) environment. Complex 2 involves the di-mu-CO32- bridge with a novel tridentate mu-eta1-eta2-CO32- coordination mode. The geometry around each copper atom is distorted square-based pyramidal. Susceptibility measurements for both complexes show a weak to moderately strong antiferromagnetic coupling with J values of -90.4 and -9.9 cm-1 for 1 and 2, respectively. The tridentate co-ordination mode of the carbonate bridge in 2 has not previously been reported for dinuclear Cu(II) complexes. Also its magnetic behaviour and superexchange pathway are discussed.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Route scouting and optimization of a potent sulfoximine-based inverse agonist of RORgammat

During our research looking for novel inverse agonists of RORgammat, we identified a potent sulfoximine-based modulator as one of our pre-clinical candidates for the topical treatment for psoriasis. Herein, we describe the various routes we evaluated during the lead generation and optimization phases and the final route chosen for scale-up to deliver the first 100 g of API.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”