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Design, synthesis, and SAR of cis-1,2-diaminocyclohexane derivatives as potent factor Xa inhibitors. Part I: Exploration of 5-6 fused rings as alternative S1 moieties

A series of cis-1,2-diaminocyclohexane derivatives were synthesized with the aim of optimizing previously disclosed factor Xa (fXa) inhibitors. The exploration of 5-6 fused rings as alternative S1 moieties resulted in two compounds which demonstrated improved solubility and reduced food effect compared to the clinical candidate, compound A. Herein, we describe the synthesis and structure-activity relationship (SAR), together with the physicochemical properties and pharmacokinetic (PK) profiles of some prospective compounds.

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

 

Discovery of Cuprous thiocyanate

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Electric Literature of 1111-67-7. In my other articles, you can also check out more blogs about 1111-67-7

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Cis -1,2-Bis(diphenylphosphino)ethylene copper(i) catalyzed C-H activation and carboxylation of terminal alkynes

The reaction of cis-1,2-bis(diphenylphosphino)ethylene (dppet) with CuX (X = CN, SCN) in 1:1 M molar ratio in DCM-MeOH (50:50 V/V) under refluxing conditions gave two dimeric Cu(i) complexes, viz. [Cu2(mu-CN)2(kappa2-P,P-dppet)2] (1) and [Cu2(mu2-SCN)2(kappa2-P,P-dppet)2] (2). These complexes have been characterized by elemental analyses, IR, 1H and 31P NMR, and electronic absorption spectroscopies, and ESI-MS. The molecular structure of 2 was confirmed by single crystal X-ray diffraction, which indicated that 2 exists as a centrosymmetric dimer in which the two copper centers are bonded to two dppet ligands and two bridging thiocyanate groups in a mu2-manner. The electrochemical properties of 1 and 2 were studied by cyclic voltammetry. Both the complexes exhibited strong luminescence properties in the solution state at ambient temperature. Both the complexes were found to be efficient catalysts for the conversion of terminal alkynes into propiolic acids with CO2. Owing to their excellent catalytic activity, the reactions proceed at atmospheric pressure and ambient temperature (25 C). The catalytic products were obtained in excellent yields (90-97%) by using the complex loading of 1 mol%.

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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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High-Performance Inverted Perovskite Solar Cells Using Doped Poly(triarylamine) as the Hole Transport Layer

Organolead trihalide perovskite materials have attracted considerable interest because of their successful application in fabricating high-efficiency photovoltaic cells. Charge transport layers play a significant role in improving the efficiency and stability of perovskite solar cells (PSCs). In this work, we investigated the p-type doping effect of the poly(triarylamine) (PTAA) layer on the performance of PSCs by using three dopants. We observe that doping copper(I) thiocyanate (CuSCN) into PTAA led to a higher performance improvement for the PSCs than the use of copper(I) iodide (CuI) or lithium salt (Li-TFSI) as the dopant. The power conversion efficiency (PCE) of the PSCs significantly improved from 14.22% to 18.16% upon doping 2.0 wt % CuSCN with simultaneously enhanced open-circuit voltage, short-circuit current density, and fill factor. The long-term stability of the PSCs was also improved with significantly reduced PCE degradation (from 79% to 25%) after 200 h. Our results provide a simple method to improve the performance of planar PSCs by adding dopants into PTAA.

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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 and Gold Cyclic (Alkyl)(amino)carbene Complexes with Sub-Microsecond Photoemissions: Structure and Substituent Effects on Redox and Luminescent Properties

Copper and gold halide and pseudo-halide complexes stabilised by methyl-, ethyl- and adamantyl-substituted cyclic (alkyl)(amino)carbene (CAAC) ligands are mostly linear monomers in the solid state, without aurophilic Au???Au interactions. (Et2L)CuCl shows the highest photoluminescence quantum yield (PLQY) in the series, 70 %. The photoemissions of Me2L and Et2L copper halide complexes show S1?S0 fluorescence on the ns time scale, in agreement with theory, as well as a long-lived emission. Monomeric (Me2L)CuNCS is a white emitter, whereas dimeric [(Et2L)Cu(mu-NCS)]2 shows intense yellow emission with a photoluminescence (PL) quantum yield of 49 %. The reaction of (AdL)MCl (M=Cu or Au) with phenols ArOH (Ar=Ph, 2,6-F2C6H3, 2,6-Me2C6H3, 3,5-tBu2C6H3, 2-tBu-5-MeC6H3, 2-pyridyl), thiophenol, or aromatic amines H2NAr?? (Ar?=Ph, 3,5-(CF3)2C6H3, C6F5, 2-py) afforded the corresponding phenolato, thiophenolato and amido complexes. Although the emission wavelengths are only marginally affected by the ring substitution pattern, the PL intensities respond sensitively to the presence of substituents in the ortho or meta positions. In gold aryloxides, PL is controlled by steric factors, with strong luminescence in compounds with Au-O-C-C torsion angles <50. Calculations confirm the dependence of oscillator strength on the torsion angle, as well as the inter-ligand charge transfer nature of the emission. The HOMO/LUMO energy levels were estimated based on first reduction and oxidation potentials. Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Synthetic Route of 1111-67-7. In my other articles, you can also check out more blogs about 1111-67-7

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

 

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A coordination polymer based on twofold interpenetrating three-dimensional four-connected nets of 42638 topology, [CuSCN(bpa)] [bpa = 1,2-bis(4-pyridyl)ethane]

The novel coordination polymer [CuSCN(bpa)] [bpa= 1,2-bis(4-pyridyl)ethane] consists of two interpenetrating three-dimensional four-connected frameworks of rare 42638 topology, each being constructed from the cross-linkage of infinite zigzag [CCuSCN)2](?) chains by bpa ligands.

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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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Integration of phenylammoniumiodide (PAI) as a surface coating molecule towards ambient stable MAPbI3 perovskite for solar cell application

In the present work, different hybrid perovskites were synthesized by gradual concentration variation of larger cation of phenylammoniumiodide (PAI) and methylammoniumiodide (MAI) in PbI2 solution with the aim of improving the stability of MAPbI3 film and photovoltaic efficiency. To understand the properties of perovskite like structural, optical, thermal, morphological and chemical state, extensive characterizations such as XRD, UV?visible spectroscopy, FE-SEM, SEM, EDX and XPS were performed. The role of PAI was investigated further with the use of DFT studies. The DFT results confirmed that the PAI was passivated on the surface of MAPbI3 with most stable arrangement. The stable arrangement revealed the formation of ?-? interactions within the phenyl rings, which shielded the MAI crystals and thereby resulted in enhanced stability of the perovskites. Highly protected perovskite consequently yielded high- performance solar cell device with enhanced stability under 60% humidity, high temperature exposure and longer time stability even when directly exposed to normal room temperature. The new investigation of capping techniques with the use of bigger organic molecules, high performance solar cell with low device costs could emerge. This could lead to unprecedented rapid progress on power conversion efficiency (PCE). Thus, more stable organic-inorganic hybrid perovskites could be developed for future applications.

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

 

Discovery of Cuprous thiocyanate

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Two novel anion cluster compounds with a planar ‘open’ structure [Et4N]2[MS4Cu4(SCN)4(2-pic)4] (M = W, Mo; 2-pic = 2-methylpyridine): Synthesis, structural characterization, nonlinear response and large optical limiting properties

The title compounds [Et4N]2[MS4Cu4(SCN)4(2-pic)4] (M = W l, Mo 2) have been synthesized by the reaction of (Et4N)2MS4, Cu(SCN) and 2-picoline (2-pic, 2-methylpyridine). Single crystal X-ray diffraction data show that the anion clusters [MS4Cu4(SCN)4(2-pic)4]2 have the planar ‘open’ structure with four Cu atoms in three kinds of coordination modes. Nonlinear optical properties of these two clusters are investigated with a 8 ns pulsed laser at 532 nm. The two clusters exhibit large optical limiting performance, with limiting threshold values of 0.3 J cm2 for 1, 0.5 J cm2 for 2, and self-defocusing effects, effective nonlinear refractive index /;2 = -6.84 x 1012 esu (esu = 7.162 x 10 m5 v2) 1 and 2 = -8.48 x 1012 esu 2 respectively. Both compounds show reverse saturable absorption: a2 = 3.1 x l(T6 m W1 for 1 and a2 = 3.2 x 106 m W’ for 2 in 6.98 x 104 mol dm3 and 7.44 x 10 mol dm3 DMF solution respectively. The corresponding effective NLO susceptibilities %m are 6.5 x 108 esu 1 and 8.9 x 108 esu 2 while the corresponding hyperpolarizabilities (y(I) = 9.42 x 1032 esu and ym = 1.29 x 1031 esu) are also reported. The Royal Society of Chemistry 2000.

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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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MASK

A mask is provided that can inactivate viruses adhering thereto even in the presence of lipids and proteins regardless of whether or not the viruses have an envelope. The mask can inactivate viruses adhering thereto and includes a mask body provided with a member used when the mask is worn and virus inactivating fine particles having a virus inactivating ability and held by the mask body. The virus inactivating fine particles are particles of at least one selected from the group consisting of platinium(II) iodide, palladium(II) iodided, silver(I) iodide, copper(I) iodide, and copper(I) thiocyanate.

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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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Semiconductor growth and junction formation within nano-porous oxides

We have developed semiconductor growth techniques for the coating and filling of nanopores in ceramic-type substrates. The main idea behind this research is to use the large inner surface of ceramics as a template for the realization of semiconductor heterojunctions with extremely large interface area. As porous substrates we use lightly sintered nanocrystalline TiO2 of 5-10 mum thickness. The pore volume in these substrates is approx. 50% and the average pore diameter is 30-50 nm. We are able to establish nanometer thick coatings on the inner surfaces of these substrates or – in a different technique – fill the pore volume with (100 ¡À 3)% efficiency. The growth techniques involve chemical and electrochemical methods from liquid solutions. Binary, ternary and, most recently, quaternary compounds of the II-VI and I-III-VI material systems were prepared.

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

 

Brief introduction of Cuprous thiocyanate

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Synthesis and Structural Studies of Some Mixed Ligand Bimetallic Tetrathiocyanato Complexes

Bimetallic tetrathiocyanato complex having the formula Ni(NCS)2(PPh3)2Cu2(SCN)2 has been synthesized and used as Lewis acid.It was reacted with a number of Lewis bases.The ligands become coordinated to nickel.The structures of these complexes are proposed on the basis of ir spectra, electronic spectra, conductance and magnetic moment values.The total softness values of Cu(I) and Ni(II) have also been evaluated and the difference used for establishing the nature of bonding in the complexes.

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