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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.Application In Synthesis of Di(naphthalen-1-yl)phosphine oxide. In my other articles, you can also check out more blogs about 13440-07-8

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The phosphine, generated together with hydrogen from red phosphorus and aqueous KOH, reacts with 1-bromonaphthalene in the t-BuOK/DMSO system under mild conditions (70 C, atmospheric pressure) to give di(1-naphthyl)phosphine, which is easily oxidized in the presence of air to afford di(1-naphthyl)phosphine oxide in 45% preparative yield. Tri(1-naphthyl)phosphine and naphthalene are also formed in the reaction in 23 and 27% yield, respectively. According to ESR and UV data, the studied phosphination of 1-bromonaphthalene involves a single electron transfer process.

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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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A practical approach for the synthesis of phosphinic amides via the coupling of secondary phosphine oxides (SPOs) with O-benzoylhydroxylamines has been reported. Simply heating the mixture of SPOs and O-benzoylhydroxylamines in the presence of K2CO3 gave the phosphinic amides in moderate to excellent yields under an open air system. This method provides a practical and catalyst-free method for the synthesis of various synthetically valuable phosphinic amides.

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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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Michael addition of phosphorus nucleophiles to the unsymmetrically substituted tert-butyl(1,4-cyclohexadien-3-yl)phosphine oxide and its derivatives has been described. The addition proceeds with the formation of the mixture of two isomeric products with good yield and diastereoselectivity. The reaction of tert-butyl(cyclohexen-1-yl)methylphosphine oxide with phosphorus nucleophiles is base sensitive and might afford two epimers which differ at one chirality center. The absolute configuration of the products has been assigned on the basis of conformational and 1H NMR analysis, and the mechanism of the reaction has been discussed. The Michael addition of phosphorus nucleophiles is postulated to proceed with or without consecutive epimerization of two alpha-carbanions.

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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 rhodium-catalyzed hydroformylation of vinyl acetate and related esters was carried out in the presence of chiral phosphine ligands of the DIOP type to give the corresponding optically active 2-(acyloxy)propanal, a precursor for the amino acid threonine.Ligand structure and the ligand/metal ratio were the primary factors controlling asymmetric induction; temperature, CO pressure, and solvent polarity had minor effects.The highest induction efficiencies, up to 51 percent ee, were obtained with the 5H-dibenzophospholyl derivative of DIOP (DIPHOL, 1e).

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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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Enantioselective synthesis of atropisomeric vinyl arene compounds by palladium catalysis: A carbene strategy

An efficient palladium-catalyzed asymmetric synthesis of axially chiral vinyl arenes from aryl bromides and hydrazones is reported. The products were easily oxidized to axially chiral biaryl compounds, and the phosphine oxides were readily reduced to phosphine 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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13440-07-8, Name is Di(naphthalen-1-yl)phosphine oxide, molecular formula is C20H15OP, belongs to chiral-phosphine-ligands compound, is a common compound. In a patnet, once mentioned the new application about 13440-07-8, Product Details of 13440-07-8

Asymmetric Morita?Baylis?Hillman Reaction: Catalyst Development and Mechanistic Insights Based on Mass Spectrometric Back-Reaction Screening

An efficient protocol for the evaluation of catalysts for the asymmetric Morita?Baylis?Hillman (MBH) reaction was developed. By mass spectrometric back-reaction screening of quasi-enantiomeric MBH products, an efficient bifunctional phosphine catalyst was identified that outperforms literature-known catalysts in the MBH reaction of methyl acrylate with aldehydes. The close match between the selectivities measured for the forward and back reaction and kinetic measurements provided strong evidence that the aldol step and not the subsequent proton transfer is rate- and enantioselectivity-determining.

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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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A highly practical, catalytic enantioselective 2-alkyl addition to aldehydes and ketones was developed. Chiral phosphoramide ligand (1) with salt-free and solvent-free di(2-alkyl)zinc reagents prepared from (2-alkyl)MgCl was essential. The Royal Society of Chemistry 2010.

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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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A direct and practical metal-free N-H phosphorylation has been achieved via the TBHP/NH4I-mediated cross-dehydrogenative coupling (CDC) reactions between imines/imidates and P(O)H compounds. This transformation provides an efficient synthetic route to the construction of P-N bonds with good functional group compatibility, leading to the formation of N-phosphorylimines and N-phosphorylimidates in up to 95% yield (33 examples) under mild conditions.

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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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A kind of allylic oxidation […] compound synthesis method (by machine translation)

The invention discloses a method for allylic oxidation […] compound synthesis method, in particular relates to the presence of a transition metal-free mild synthetic allyl phosphorylation compound of the method, the synthetic method comprises the following steps: the aryl phosphine oxide or phosphorous acid three alkane ester and 2, 3 – dichloro – 5, 6 – dicyano – 1, 4 – benzoquinone in the solvent, stirring at room temperature, by extraction, drying, filtering, silica gel column chromatography analysis process for purifying and reduced pressure distillation treatment to obtain the […] propyl oxidation phosphonate compound. The method under mild conditions and rapid and efficient one-step construction carbon – bond involving phosphorus, reaction relates to diaryl phosphine oxide or phosphorous acid three alkane ester for two aryl acrylic nucleophilic addition, the method of the invention is simple and efficient, but also can adapt to a wide range of the substrate, is allyl phosphine compound preparation provides a new method. (by machine translation)

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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

The important role of 13440-07-8

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 13440-07-8, Name is Di(naphthalen-1-yl)phosphine oxide, molecular formula is C20H15OP. In a Patent£¬once mentioned of 13440-07-8, name: Di(naphthalen-1-yl)phosphine oxide

The invention provides a high-efficiency, high-selective synthesis of different substituted functional group containing two aryl methyl substituted organic phosphonic acid ester derivative of the method, it adopts the cesium carbonate as the catalyst, in order to P (O)- H compound with 4 – aryl – 2, 6 – di-tert-butyl – 2, 5 – cyclohexadiene – 1 – ketone compound as the reaction substrate, the reaction system by adding the organic solvent. The advantage of this method: cheap and easily obtained catalyst; the substrate has a high applicability; mild reaction conditions, safe and reliable; the resulting target product selectivity is close to 100%, yield is as high as 90% or more. The method solves the traditional synthesizing aryl methyl substituted organic phosphonate derivatives poor selectivity of the reaction, the reaction step is tedious, the productivity is low and needs to be used for the environment of a harmful reagent and the like, it has good industrial application prospect. The invention also provides a corresponding different substituted functional group containing two aryl methyl substituted organic phosphonic acid ester derivatives. (by machine translation)

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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