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Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids

The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent.

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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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CuSCN-mediated homocoupling of terminal alkynes to 1,3-diynes using 4-nitrobenzenediazonium tetrafluoroborate as oxidant

Eleven 1,3-diynes have been prepared by a highly efficient base-catalysed homocoupling of terminal alkynes mediated by a novel combination of CuSCN/4-nitrobenzenediazonium tetrafluoroborate.

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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 and Properties of Copper(II) Thiocyanato Complexes with Imino Oximes

Reaction of copper(I) thiocyanate with imino oximes 3-<<2-(alkylamino)ethyl>imino>-2-butanone oximes or 3-<<2-(dialkylamino)ethyl>imino>-2-butanone oximes, (abbreviated as Hdox-enRR’), gave a series of copper(II) complexes which consist of binuclear complexes with a thiocyanate anion coordinated to the copper (II)ion.The magnetic susceptibilities over the temperature range 77-320 K show a strong antiferromagnetic spin coupling through the N-O bridge for these complexes.The magnetic behavior can be explained by using the Bleaney-Bowers equation.

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

 

Brief introduction of Bis(acetylacetone)copper

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Synthesis, characterization and fungicidal activity of binary and ternary metal(II) complexes derived from 4,4?-((4-nitro-1,2-phenylene) bis(azanylylidene))bis(3-(hydroxyimino)pentan-2-one)

Ternary copper(II) and binary copper(II), nickel(II) and cobalt(II) complexes derived from 4,4?-((4-nitro-1,2-phenylene)bis(azanylylidene))bis(3-(hydroxyimino)pentan-2-one) (H2L) were synthesized and characterized by elemental and thermal analyses, IR, UV-Vis. and 1H NMR spectroscopy, conductivity and magnetic moments measurements. The analytical and spectral data showed that, the ligand acts as dibasic tetradentate or dibasic hexadentate bonding to the metal ion via the two-imine nitrogen, two nitrogen and/or oximato oxygen atoms of deprotonated oxime groups forming five and/or six rings including the metal ions. The complexes adopt either tetragonal distorted octahedral or square planar geometry around metal ions. The ESR spectra of the solid copper(II) complexes are characteristic to d9 configuration and having an axial symmetry type of a d(x2-y2) ground state. The g values confirmed the geometry is elongated tetragonal octahedral geometry with considerably ionic or covalent environment. The antifungal biological activity of the prepared compounds was studied using well diffusion method. The obtained results showed that, the ligand is biologically inactive while its metal complexes were more potent fungicides than the ligand and standard antifungal drug (Amphotericin B).

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

 

Extracurricular laboratory:new discovery of Cuprous thiocyanate

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Synthesis and structural characterization of five copper(I) complexes of[2,3-f]-pyrazino-[1,10]phenanthroline-2,3-dicarbonitrile and triphenylp hosphine

Five new copper(I) complexes containing PPh3 and C 16H6N6, [Cu(PPh3)(C 16H6N6)Cl]?H2O (1), [Cu(PPh3)(C16H6N6)Br]?CH 3CN (2),[Cu(PPh3)(C16H6N 6)I]? CH3CN (3), [Cu(PPh3)(C 16H6N6)(CN)]?0.5 CH2Cl 2 (4) and Cu(PPh3)(C16H6N 6)(SCN) (5) {PPh3 = triphenylphosphine, C 16H6N6 = [2,3-f]-pyrazino-[1,10] phenanthroline-2,3-dicarbonitrile} have been synthesized for the first time. These complexes are obtained by the reactions of CuX (X = Cl, Br, I, CN, SCN) with the bidentate ligand C16H6N6 and the monodentate ligand PPh3 in the molar ratio of 1:1:1 in the mixed solvent of CH2Cl2 and CH3CN(5 ml/5 ml). They are characterized by X-ray crystallography, luminescence, IR, 1H NMR and 31P NMR. In solid state the complexes 1-5 are mononuclear with similar structures, but in solution they have different structures according to their different 1H NMR signals. All the complexes exhibit intense luminescence in solid state at room temperature.

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

 

Brief introduction of Copper(I) oxide

The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 1317-39-1 is helpful to your research. Reference of 1317-39-1

Reference of 1317-39-1, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 1317-39-1, molcular formula is Cu2O, introducing its new discovery.

Thiazolidine derivatives use

A thiazolidine derivative of the formula: STR1 wherein R1 is hydrogen, hydroxyl, lower alkyl having 1 to 4 carbon atoms, lower alkoxy having 1 to 4 carbon atoms, or lower carboxylic acyloxy having 2 to 4 carbon atoms; each of R2 and R3 is hydroxyl, lower alkyl having 1 to 4 carbon atoms, lower alkoxy having 1 to 4 carbon atoms or lower carboxylic acyloxy having 2 to 4 carbon atoms or pharmaceutically acceptable salt thereof a is a novel compound having antiulcer activity and inhibitory effect on gastric acid secretion. The compound is useful as antiulcer agent or inhibitory agent of gastric acid secretion.

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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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On ammonium-bis(dithiocarbamato)-copper(I)-monohydrate and Mono(dithiocarbamato)-copper(I)

The title compounds NH4[Cu(S2CNH2) 2]¡¤H2O (A) and CuS2CNH2 (B) were prepared from aqueous alcoholic solutions by reaction of ammoniumdithiocarbamate with copper sulfate in presence of excess cyanide as reductive. (A) crystallizes in the orthorhombic space group C2221 (No. 20) with a = 8.9518(6), b = 9.6414(6) and c = 10.6176(8) A, Z = 4. (B) crystallizes in the orthorhombic space group P212 121 (No. 19) with a = 5.9533(4), b = 6.6276(4) and c = 9.4834(5) A, Z = 4. In the crystal structure of (A) copper has a tetrahedral surrounding of four monodentate dithiocarbamate ligands. These structural units form 2D nets stacked along [001]. Staggered chains consisting of H2O and NH4+ penetrate the crystal structure along [001] yielding additional coherence via hydrogen bonds. The crystal structure of (B) comprises a three-dimensional tetrahedral framework of CuS 4 units exclusively linked by vertices. The arrangement is reminiscent of a filled beta-cristobalite structure with the dithiocarbamate ligands extending into the hollow spaces. Thermal decomposition precedes stepwise finally giving Cu2S in each case.

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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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Syntheses and crystal structure of three novel supramolecular halides/pseudohalides {(DMB)[Cu 2(SCN) 4]}n,{(DMB)[Cu(SCN) 4]}, and {(DMB)[Ag 2(SCN) 4]} n directed by dicationic template possessing C2-symmetry

Three novel hybrid complexes, namely{(DMB)[Cu2(SCN)4]}n (1), {(DMB)[Cu(SCN)4]} (2), and {(DMB)[Ag2(SCN)4]}n (3), have been synthesized via the self-assembly in DMF-methanol system based on multidentate ligand DMB, {DMB = alpha, alpha?- di(3-methylimidozole-1-yl)benzene dichloride}. Single-crystal X-ray diffraction analysis shows 1 and 3 are 1D supramolecules, whereas 2 is mononuclear. Electrostatic interactions between the organic counteranions and inorganic moieties are present and do the contribution to the crystal packing. These compounds have been further characterized by IR spectroscopy and thermostability properties.

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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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catena-Poly[[bis(nicotinamide-kappaN1)-copper(I)]-mu-thio cyanato-kappa2N:S]

The Cu1 cations in the title compound, [Cu(NCS)(C6C6H6- N2O)2]n, are coordinated by N atoms from each of two mirror-related nicotinamide ligands, as well as by one N atom of one thiocyanate ligand and one S atom of a symmetry-related thiocyanate ligand, within a slightly distorted tetrahedron. The Cu1 cations and the thiocyanate anions are located on a crystallographic mirror plane and the nicotinamide ligands occupy general positions. The Cu1 cations are connected by the thiocyanate anions to form chains in the direction of the crystallographic a axis. These chains are connected by hydrogen bonds between the amide H atoms and the O atoms of adjacent nicotinamide ligands, to give a three-dimensional structure.

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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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THERAPEUTIC COMPOUNDS AND COMPOSITIONS

Compounds of general formula I: and compositions comprising compounds of general formula I that modulate pyruvate kinase are described herein. Also described herein are methods of using the compounds that modulate pyruvate kinase in the treatment of diseases.

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