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Push-pull type fluorescent amino-quinoline derivatives (TFMAQ) bearing phenyl aromatic groups in the 8-position (TFMAQ-8Ar series) were synthesized via palladium-catalyzed C-H activation reaction in short steps. The N-arylation or C-H activation reactions were selectively controlled with high yield by combinations of palladium and phosphine ligands. The TFMAQ-8Ar analogues exhibited fluorescent solvatochromism in non-polar and polar solvents. In non-polar solvent, the absolute fluorescence quantum yield was high, wheareas the fluorescence was almost quenched in polar solvent. The TFMAQ-8Ar derivatives also showed high fluorescence emission at solid state owing to the planar structure between the quinoline ring and phenyl ring at the 7-amino group, as demonstrated by X-ray crystal structure analysis. The fluorescence imaging of 3T3-L1 cell using TFMAQ-8Ar derivatives was performed by confocal laser microscopy. Strong and specific emissions at lipid droplets were observed owing to the accumulation of TFMAQ-8Ar derivatives. Therefore, we propose that the TFMAQ-8Ar derivatives should become a versatile fluorescence probe for the live imaging of lipid droplets.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.224311-51-7, Name is 2-(Di-tert-Butylphosphino)biphenyl, molecular formula is C20H27P. In a Review,once mentioned of 224311-51-7, Recommanded Product: 224311-51-7

The synthesis, reactivity and structures of bidentate ligands P-E-P (E = main group atom or group of atoms) are reviewed.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Reaction of (MePPh2)4WCl2 with C3O2 has been shown experimentally to result in stepwise cleavage of the two CC double bonds in C3O2 to give successively tungsten complexes containing phosphinoketenylidene and phosphinocarbyne ligands. The mechanism of such processes has been elucidated by density functional theory methods for the L4WCl2 (L = PMe3, PMePh2) systems. The triplet L4WCl2 reagents are found to proceed to singlet intermediates and products in a reaction sequence involving dissociation of a phosphine ligand, a triplet ? singlet intersystem crossing, an initial CC bond cleavage and a free phosphine attachment transition state. The first step is the rate-determining step with a Gibbs free energy barrier of 19.8 kcal mol-1, and the formation of the stable phosphinoketenylidene intermediate is thermodynamically favorable. Further reaction of the phosphinoketenylidene intermediate to give the final phosphinocarbyne product is unusual because it is thermodynamically disfavored but kinetically feasible. The key steps involve loss of another phosphine ligand to give the transition state involving the cleavage of the second CC bond of C3O2.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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(R,R)-DPEN-modified Ru/gamma-Al2O3-An efficient heterogeneous catalyst for enantioselective hydrogenation of acetophenone

An efficient enantioselective catalyst of 5 wt.% Ru/gamma-Al2O3 modified with R,R-1,2-diphenylethylene-diamine ((R,R)-DPEN) for the hydrogenation of a non-activated aromatic ketone of acetophenone has been investigated, a relatively high enantiomeric excess (ee) of 60.5% was obtained at both the conversion and selectivity larger than 99%, it was about three times higher than the ee values reported up to now for acetophenone hydrogenation with the supported transition metal catalysts modified by chiral reagents. The influences of some reaction parameters such as phosphine ligand, substrate/catalyst/modifier molar ratios, base, solvent, pressure and reaction temperature have been discussed. The chiral modifier of (R,R)-DPEN was very important in controlling the enantioselectivity through adsorption competing with other substrates on the surface of active metal species. The phosphine ligand and base were also important and indispensable in the present reaction.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Living ring-opening metathesis polymerization

Since the discovery of olefin metathesis in the mid-1950s, there has been great interest in using this versatile reaction to synthesize macromolecular materials. More recently, living ring-opening metathesis polymerization (ROMP), a variation of the olefin metathesis reaction, has emerged as a particularly powerful method for synthesizing polymers with tunable sizes, shapes, and functions. The technique has found tremendous utility in preparing materials with interesting biological, electronic, and mechanical properties. This review covers the fundamental aspects of living ROMP and briefly traces its historical development from a catalyst-design perspective. Highlights from the recent literature are used to illustrate the utility of living ROMP in the preparation of macromolecular materials with advanced structures and functions. A discussion on the current status of state-of-the-art catalysts for use in living ROMP reactions as well as opportunities for the future concludes this review.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Phosphines: Preparation, reactivity and applications

The annual survey of the literature relating to the chemistry of traditional phosphines containing only P-C and P-H bonds published during 2017 is presented. It includes the the synthesis of new phosphines classified according to the used synthetic approachs, the data concerning the reactivity of phosphines excluding metal complexation (mainly the attack of phosphorus at carbon or other atoms and the formation of P(v) derivatives of phosphines) and the application of phosphines in organocatalysis and other fields of chemistry or adjacent sciences.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Development of Sensor Based on Copper(II) Thiocyanate Pyridine Polymeric Complex for Detection of Catechol

The reaction of copper(I) thiocyanate with triphenylphosphine, in pyridine, in air and at room temperature, led to the formation of the copper(II) thiocyanate pyridine polymeric complex [Cu2(mu3 CO3)(NCS)2(Py)4]n in the form of deep blue needle-like crystals. Fourier transform infrared spectroscopy (FTIR), elemental analysis (EA), thermogravimetric analysis (TGA) and single crystal X-ray diffraction analysis (XRD) were performed in order to reveal the identity of the obtained complex. The complex is a coordination polymer that crystallizes in the orthorhombic space group Pnma and has a one-dimensional linear structure running along the crystallographic ${a}$ axis. Here, we report the investigation of the electrochemical properties of this polymeric compound, collected in acetonitrile solution and KClO4 as electrolyte, by cyclic voltammetry and square wave voltammetry. The voltammograms showed four peak pairs related to redox processes of copper ion and electroactive ligands. Moreover, we used this compound as modifier of carbon paste electrodes, whose electrochemical properties were studied in different electrolytes and electrochemical redox probes. These studies demonstrate the valuable electrochemical and electrocatalytic properties of the [Cu2(mu3 -CO3)(NCS)2(Py)4]npolymerimmobilized in the carbonaceous matrix. The sensor developed by using the carbon paste method has shown excellent sensitivity for catechol, good repeatability, selectivity, stability, and applicability in detection of catechol in water samples.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Palladacycles in catalysis – A critical survey

The application of palladacycles as catalysts for cross-coupling and similar reactions is reviewed. In the majority of cases palladacycles are likely to serve as a source of highly active but unstable zero-valent palladium species. In this respect the palladacycles resemble the so-called phosphine-free catalysts. The advantages and limitations of palladacycle catalysts are discussed. The application of palladacycles as catalysts for cross-coupling and similar reactions is reviewed. In the majority of cases palladacycles are likely to serve as a source of highly active but unstable zero-valent palladium species. In this respect the palladacycles resemble the so-called phosphine-free catalysts. The advantages and limitations of palladacycle catalysts are discussed.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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In an article, published in an article, once mentioned the application of 224311-51-7, Name is 2-(Di-tert-Butylphosphino)biphenyl,molecular formula is C20H27P, is a conventional compound. this article was the specific content is as follows.HPLC of Formula: C20H27P

Synthesis and Catalytic Applications of a Triptycene-Based Monophosphine Ligand for Palladium-Mediated Organic Transformations

1-Methoxy-8-(diphenylphosphino)triptycene (1), featuring high structural rigidity and steric bulkiness around the phosphine functionality, was synthesized as a new chiral monophosphine ligand for transition metal-catalyzed reactions. In the presence of 5-10 mol ppm (i.e., 0.0005-0.001 mol %) Pd(OAc)2 and 1 (2 equiv for Pd), Suzuki-Miyaura cross-coupling reactions of aryl bromides and arylboronic acids proceeded effectively under mild atmospheric conditions to give the corresponding biaryl compounds in a high yield. The single-crystal X-ray analysis of a Pd(II) complex of 1 revealed its coordination structure, in which two homochiral molecules form a dimer, suggesting that triptycene could provide a chiral environment for asymmetric organic transformations. In fact, optically active 1 obtained by optical resolution showed good enantioselectivity in the palladium-catalyzed asymmetric hydrosilylation of styrene, which represents, for the first time, the asymmetric catalytic activity of triptycene-based monophosphine ligands.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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6-membered pyrrololactams: An overview of current synthetic approaches to their preparation

Background: The synthesis of 6-membered pyrrololactams has been studied extensively over the past two decades, in particular because of the diverse biological activities ascribed to many marine-derived alkaloids with pyrrololactam structure. Consequently, many efforts to develop routes of synthesis for the preparation of a large variety of functionalized pyrrololactams have been reported. Objective: A summary of the progress made over the last 15 years is presented in this review. Eight different isomers of pyrrolopyridinone and the pyrrolopyrazinone bicyclic system are described. Major methods of forming the pyrrololactam system are divided into three general approaches, depending on whether they are based on: (1) derivatization of an existing pyrrole ring followed by cyclization; (2) the formation of a pyrrole frame work on the existing 2-piperidinone scaffold; (3) the demethylation of 7-methoxy-azaindole. Special focus is placed on the new methods that have not been covered in other reviews and which mostly describe total synthesis of marine derived secondary metabolites. Conclusion: A broad range of modern synthetic methods is already available for the preparation of all eight regioisomers of the cyclic 6-membered pyrrolecarboxamide moiety. By presenting this review, we hope that the scientific community will be encouraged in developing novel synthetic routes for the preparation of this resourceful heterocyclic system and to include them as building blocks in the design of novel pharmacologically active compounds.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate