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New phosphine-amino-alcohol tridentate ligands for ruthenium catalyzed asymmetric transfer hydrogenation of ketones

New phosphine-amino-alcohol tridentate ligands (3a-c) and six new ruthenium complexes (4a-c and 5a-c) were synthesized and characterized. Catalytic activities of the metal complexes were tested on aryl alkyl ketones. All of the substrates were converted to related sec-alcohols in excellent yields (up to 99%), but enantioselectivities were insufficient (up to 40% ee). Despite the catalytic performance of 5a-c complexes can be considered as better than 4a-c, actually the catalytic activity of the complexes has been differed according to substrate. The ketones with less positive carbonyl carbons tend to give S-configuration with 5a-c and R-configuration with 4a-c. The catalytic performance of the complexes was rationalized by means of DFT calculations.

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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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The novel water-soluble chiral PNNP-type ligand for the enantioselective reduction of ketones in aqueous media

The condensation of o-(diphenylphosphino)benzaldehyde and (R,R)-1,2-diaminocyclohexane in dichloromethane gives a diiminodiphosphine ligand, which is reduced with excess NaBH4 in refluxing ethanol to afford the corresponding diaminodiphosphine ligand [(R,R)-C6P2(NH)2]. The novel water-soluble PNNP-type tetradentate diaminodiphosphine ligand [(R,R)-C6P2(NH)2(SO3Na)4] has been prepared by the sulfonation of the chiral ligand [(R,R)-C6P2(NH)2] and also characterized by IR, NMR and CD. The water-soluble iridium catalyst is generated in situ from [IrCl(COD)(Ph3P)] and water-soluble ligand [(R,R)-C6P2(NH)2(SO3Na)4] in a mixture solvent of 2-propanol and water. This water-soluble iridium catalytic system has been examined for asymmetric transfer hydrogenation of various aromatic ketones in aqueous media, giving the corresponding optically active alcohols in high yield and excellent enantioselectivity. Even those ketones having a great bulkiness of the alkyl group, such as isobutyrophenone, phenyl cyclohexyl and 1,1-diphenylacetone, are smoothly converted to optically active alcohols in up to 99% ee.

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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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Electric Literature of 50777-76-9, An article , which mentions 50777-76-9, molecular formula is C19H15OP. The compound – 2-(Diphenylphosphino)benzaldehyde played an important role in people’s production and life.

Synthesis and reactivity of N,N’-bis

The condensation of a racemic mixture of 2,2′-diamino-1,1′-binaphthylene with two equivalents of o-(diphenylphosphino)benzaldehyde gives a racemic mixture of N,N’-bis in CH2Cl2 gives Cu(Binap-P2N2)Br (II) and (III) in 60percent and 74percent yield, respectively.In II the Binap-P2N2 ligand acts as a tridentate chelating agent, with the two phosphino groups and one of the two imino groups coordinated to the Cu, whereas in III it acts in tetradentate chelating mode.A variable temperature 31P<1H> NMR study of II reveals that the coordinated and the uncoordinated imino groups of the tridentate Binap-P2N2 ligand undergo a facile intramolecular exchange even at -55 deg C.The interaction of I with one equivalent of AgBF4 in CH2Cl2 gives (IV) in 79percent yield.In IV, the Binap-P2N2 ligand acts as a tridentate chelating agent, with the two phosphino groups and one of the two imino groups coordinated to the Ag.The structure of IV has been established by an X-ray diffraction study.The distance between Ag and N(2) is 2.56(1) Angstroem, and the non-bonding distance between Ag and N(1) is > 3.0 Angstroem.Key words: Silver; Copper; Imine; Multidentate ligands; Crystal structure

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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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The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 50777-76-9 is helpful to your research., category: chiral-phosphine-ligands

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Ferrocenyl chalcones versus organic chalcones: A comparative study of their nematocidal activity

A series of 30 organic chlacones and 33 ferrocenyl (Fc) chalcones were synthesized and characterized by melting point, elemental analysis, spectroscopy (1H NMR and FTIR) and, in two cases, by X-ray crystallography. The biological activity of each compound (10-4 M in DMSO) against the model nematode Caenorhabditis elegans was examined in terms of % mortality (percent nematodes that died) and % fecundity (percent nematodes that reproduced) and compared to that obtained for the control medium (1% DMSO) over a 14-day period. Detailed conformational analyses for two Fc-chalcones (studied also by X-ray crystallography) were performed via molecular modeling studies. In general, the organic chalcones were found to be less polar than their Fc analogs. Some structure-activity relationships (SARs) were determined: (a) The nematocidal activities of the organic chalcones in this series were found to be much greater than those of their ferrocenyl analogs. (b) The position of the carbonyl group played a central role in the biological activity of both classes of chalcones studied. (c) For both classes of chalcones, lipophilicity of a compound seemed to play a significant role in its nematocidal activity. (d) The planarity of a ferrocenyl-chlacone seems to play a role in its activity.

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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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Poly(amidoamine), polypropylenimine, and related dendrimers and dendrons possessing different 1 ? 2 branching motifs: An overview of the divergent procedures

This review presents an overview of 1 ? 2 branched dendrimers and dendrons, created by a divergent procedure, from their synthesis to modern day applications. The first members of this branched class of fractal macromolecules were prepared through a cascade synthesis, which was later replaced by the iterative divergent synthetic approach. Most classes of this 1 ? 2 N-, Aryl-, C-, Si-, and P-branched families are included and catalogued by their mode of connectivity. Dendritic macromolecules have had significant impact in the field of material sciences and are one of the major starting points for nanotechnology as a result of the numerous modifications that can be conducted, either on the surface or within their molecular infrastructure, thus taking advantage of their unimolecular micelle properties. These host cavities, maintained by the dendritic branches, allow for the incorporation of nanoparticles as well as metal particles, which make these attractive in catalysis and imaging studies. The solubility of these fractal constructs can be tailored depending on their surface modifications. Highly water-soluble, neutral dendrimers appended with, grown from, or acting as hosts to specific molecules give rise to a wide variety of biomedical applications such as drug delivery systems and MRI imaging agents. The inherent supramolecular or supramacromolecular chemistry has been exploited but the design and construction of uniquely tailored macrostructures have just begun. Laser dyes, as well as electron and energy donor and acceptor functionality, have also been paired with these fractal constructs in order to probe their uses in the field of molecular electronics. With their synthetic control, seemingly limitless modifications and wide variety of potential applications, as well as their now commercial availability, these 1 ? 2 branched dendrimers have become an important nanostructured tools for diverse utilitarian applications. This review mainly covers 1 ? 2 branched non-chiral dendrimers prepared by a divergent process but selected chiral surfaces are considered as well as metal encapsulation and a few hyperbranched routes to related imperfect dendrimers.

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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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Synthetic Route of 50777-76-9. Let¡¯s face it, organic chemistry can seem difficult to learn. Especially from a beginner¡¯s point of view. Like 50777-76-9, Name is 2-(Diphenylphosphino)benzaldehyde. In a document type is Article, introducing its new discovery.

Ortho-Trialkylstannyl Arylphosphanes by C-P and C-Sn Bond Formation in Arynes

A novel and efficient approach to ortho-trialkylstannyl arylphosphanes by the reaction of arynes generated in situ with stannylated phosphanes (R3Sn-PR2) is described. Concurrent C-P and C-Sn bond formation occurs with high yields, and stannylated products are easily transformed into valuable ortho-substituted arylphosphanes. The reaction features high efficiency, good regioselectivity, and excellent practicality.

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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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alpha-Functionalization of 2-Vinylpyridines via a Chiral Phosphine Catalyzed Enantioselective Cross Rauhut-Currier Reaction

Herein, 2-vinylpyridines as a new type of electron-poor system for the asymmetric cross Rauhut-Currier reaction are reported. 2-Vinylpyridines are chemo- and enantioselectively activated by a newly designed chiral phosphine catalyst. The new reaction provides a powerful synthetic tool for accessing structurally diverse, highly valued chiral pyridine building blocks in good yields and with high enantioselectivities. Preliminary mechanistic studies reveal that two NH protons in the catalyst are critical for the synergistic activation of the substrates and governing the stereoselectivity of this reaction.

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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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Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Quality Control of: 2-(Diphenylphosphino)benzaldehyde. In my other articles, you can also check out more blogs about 50777-76-9

50777-76-9, Name is 2-(Diphenylphosphino)benzaldehyde, molecular formula is C19H15OP, belongs to chiral-phosphine-ligands compound, is a common compound. In a patnet, once mentioned the new application about 50777-76-9, Quality Control of: 2-(Diphenylphosphino)benzaldehyde

A supramolecular approach to chiral ligand modification: Coordination chemistry of a multifunctionalised tridentate amine-phosphine ligand

A novel chiral amine-phosphine tagged with an amido-napthyridine moiety has been synthesised and found to bind complementary pyridinone additives. These additives were found to have a modest but measurable promotional effect on the catalytic activity and/or enantioselectivity of Ir- and Rh-catalysed reductions. One explanation for the relatively poor results obtained with the Ir and Ru catalysts is the formation of complexes, in which the ligand adopts an anionic tridentate coordination mode. Pt and Rh complexes of this type were isolated and characterised. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

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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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A highly efficient and practical method for catalytic Asymmetric Vinylogous Mannich (AVM) reactions

(Chemical Equation Presented) Very selective but very easy: These are two of the attributes of the asymmetric vinylogous Mannich reactions presented herein. These reactions can be run on a gram scale and in undistilled THF and air (see scheme; TMS = SiMe3). All that is needed is commercially available AgOAc, a readily available amino acid derived phosphine, and a commercially available or easily prepared (one step) siloxyfuran.

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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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New chiral ligands, pyrrolidinyl- and 2-azanorbornyl- phosphinooxazolidines for palladium-catalyzed asymmetric allylation

Pyrrolidinyl- 2 and 2-azanorbornylphosphinooxazolidines 3, a new type of optically active ligands, were synthesized easily and their abilities as ligands were examined in Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate. Enantiomeric excesses of up to 96% have been obtained using 1 mol% of [PdCl(eta3-C3H5)]2 and 2.1 mol% of 2. Copyright (C) 2000 Elsevier Science Ltd.

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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