Category: 4020-99-9

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Phosphorus is an essential element for all life on Earth, yet trivalent phosphorus (e.g., in phosphines) appears to be almost completely absent from biology. Instead phosphorus is utilized by life almost exclusively as phosphate, apart from a small contingent of other pentavalent phosphorus compounds containing structurally similar chemical groups. In this work, we address four previously stated arguments as to why life does not explore trivalent phosphorus: (1) precedent (lack of confirmed instances of trivalent phosphorus in biochemicals suggests that life does not have the means to exploit this chemistry), (2) thermodynamic limitations (synthesizing trivalent phosphorus compounds is too energetically costly), (3) stability (phosphines are too reactive and readily oxidize in an oxygen (O2)-rich atmosphere), and (4) toxicity (the trivalent phosphorus compounds are broadly toxic). We argue that the first two of these arguments are invalid, and the third and fourth arguments only apply to the O2-rich environment of modern Earth. Specifically, both the reactivity and toxicity of phosphines are specific to aerobic life and strictly dependent on O2-rich environment. We postulate that anaerobic life persisting in anoxic (O2-free) environments may exploit trivalent phosphorus chemistry much more extensively. We review the production of trivalent phosphorus compounds by anaerobic organisms, including phosphine gas and an alkyl phosphine, phospholane. We suggest that the failure to find more such compounds in modern terrestrial life may be a result of the strong bias of the search for natural products toward aerobic organisms. We postulate that a more thorough identification of metabolites of the anaerobic biosphere could reveal many more trivalent phosphorus compounds. We conclude with a discussion of the implications of our work for the origin and early evolution of life, and suggest that trivalent phosphorus compounds could be valuable markers for both extraterrestrial life and the Shadow Biosphere on Earth.

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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 benzyl-protected glycosyl acetates 1, 6, 11, and 15 react with MeOPPh2 under catalysis by TMSOTf to yield diastereoselectively the glycosylphosphine oxides 2, 3, 8, 12, 13, and 16, with a strong preference for the 1,2-cis-configurated anomers.Hydrogenolysis of the major products gave the crystalline, unprotected phosphine oxides 4, 9, 14, and 17, of which 4 was transformed into the acetate 5, and 9 into the benzoate 10.The benzylated phosphine oxides 2, 8, 12, and 16 were reduced with Cl3SiH in the presence of a tertiary amine to form the phosphines 18, 21, 24, and 26, which were transformed into the phosphine sulfides 19, 22, 25, and 27.Moreover, 18 and 21 were characterized as the borane adducts 20 and 23.The structure of the (arabinofuranosyl)phosphine oxide 12, the corresponding sulfide 25, and of the borane complex 20 were established by X-ray analysis.According to NMR spectroscopy, the equatorial pyranosylphosphine oxide 8, the sulfide 22, and the borane complex 23 adopt a 4C1 conformation.The axial phosphine oxide 2 is a flattened 4C1, the sulfide 19 exists as B2.5, and the borane complex 20 is a flattened 4C1 in the solid state and a B2.5 in solution.Thus, the conformational behavior of these alpha-D-glucopyranose derivatives reflects the steric requirement of the P-substituents.

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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

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. 4020-99-9, Name is Methoxydiphenylphosphine, molecular formula is C13H13OP. In a Article，once mentioned of 4020-99-9, Recommanded Product: Methoxydiphenylphosphine

The imidazolides (1) react smoothly with RSO3H to afford a novel class of trico-ordinate phosphorus anhydride, the phosphino sulphonates (2); under suitable structural circumstances the compounds (2) undergo a novel type of rearrangement, (2) -> (6), which provides the first example of a phosphinoyl sulphinate structure (6).

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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

Application of 4020-99-9. Let’s face it, organic chemistry can seem difficult to learn. Especially from a beginner’s point of view. Like 4020-99-9, Name is Methoxydiphenylphosphine. In a document type is Article, introducing its new discovery.

Complexes of the type PhSCo(CO)2L2 (1; L =phosphine or phosphite) and the complex MeOCS2Co(CO)2(PPh2iBu)2 (5) have been prepared from CoCl2<*>6H20, CO, the appriopriate phosphine or phosphite, and PhSH + NaOMe or MeOCS2K, respectively.The crystal structures of 1a (L =PPh2OMe) and 5<*>MeCN have been determined.These compounds are the first structurally characterized cobalt carbonyl complexes containing a monodentate thiolate or xanthate group.

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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 reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.4020-99-9, Name is Methoxydiphenylphosphine, molecular formula is C13H13OP. In a Article，once mentioned of 4020-99-9, Product Details of 4020-99-9

(Matrix presented) We describe a new, straightforward, and easy-to-handle method for achieving an unprecedented trimethylsilyl halide-catalyzed Michaelis-Arbuzov-like rearrangement. This rearrangement occurs at temperatures from room temperature to 80C and does not require addition of any alkyl halide. The scope and limitations of this new reaction are explored, as well as its mechanism.

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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 reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.4020-99-9, Name is Methoxydiphenylphosphine, molecular formula is C13H13OP. In a Article，once mentioned of 4020-99-9, Recommanded Product: 4020-99-9

Reaction of the complex [PtCl{P(O)Ph2}{P(OH)Ph2}2] with silver or thallium derivatives of dithiolate ligands led to neutral complexes of general formula [Pt{S – S}{P(O)Ph2}{P(OH)Ph2}], where {S – S}- = {S2CNEt2}- (1), {S2P(OEt)2}- (2) and [S2COEt]- (3). Complexes 2 and 3 reacted with an excess of NaI in acetone solution by dealkylation of the coordinated dithiolate ligand and formation of the compounds [Pt{S2P(O)(OEt)}{P(O)Ph2}{P(OH)Ph2}]Na (4) and [Pt{S2CO}{P(O)Ph2}{P(OH)Ph2}] Na (5), respectively. The corresponding tetraphenylphosphonium derivatives (6, 7) were prepared by a metathetical reaction of these complexes with Ph4PBr in acetone solution. Related dithiolate complexes were obtained by reaction of the complex [Pt{S – S}2] with P(OMe)Ph2 in molar ratio 1 : 2. Thus, the reaction of [Pt{S2COEt}2] in dichloromethane solution at room temperature gave [Pt{S2COEt}{P(OMe)Ph2}2]Cl (8). This complex reacted with NaI in acetone to form the neutral compound [Pt{S2CO}{P(OMe)Ph2}2] (9). When the reaction was carried out in dichloromethane at reflux temperature using [Pt{S2P(OEt)2}2] as starting material, the neutral compound [Pt{S2P(O)(OEt)} {P(OMe)Ph2}2] (10) was obtained. The crystal structure of the complex 9 has been determined by X-ray diffraction. The neutral complex shows a nearly square-planar coordination of the metal and a planar dithiocarbonate ligand.

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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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Previously there has been no high yielding synthesis of Re(CO)4LX (L = Group 15 donor ligand, X = Cl, Br, I).We here show that the PdO-catalysed reaction between Re(CO)5X and L gives Re(CO)4LX in > 75percent yield when L has a cone angle less than 150 deg.The new complexes have been fully characterised by IR and 1H NMR spectroscopy.

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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

4020-99-9, Name is Methoxydiphenylphosphine, molecular formula is C13H13OP, belongs to chiral-phosphine-ligands compound, is a common compound. In a patnet, once mentioned the new application about 4020-99-9, Quality Control of: Methoxydiphenylphosphine

Lithium-ion batteries (LIBs) have become one of the most prevalent techniques for feasible and fascinating energy storage devices used in portable electronics and electric vehicles; however, they still face a significant challenge due to the complicated electrode-electrolyte interface (EEI), which is closely related to the chemical/electrochemical instability of high-capacity high-voltage electrodes and electrolytes. In particular, the decomposition of an electrolyte on the electrode surface is unambiguously regarded as a crucial controlling factor for the obtainable capacity, rate capacity, and interfacial chemistries of batteries. Previously, significant efforts have been devoted toward modifying the EEI with remarkable progress. The incorporation of a small dose of foreign molecules, called film-forming additives, is regarded as one of the most economical and effective approaches to circumvent these predicaments. In this regard, this review provides an overview of various film-forming additives used for classified anodes and cathodes, aiming at emphasizing the state-of-the-art developments in the electrolyte research. Moreover, the authors intend to help the readers arouse new ideas and easily identify the additives suitable for their target materials, paving the way for greater progress in the lithium-ion battery community.

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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 P=S and P=O derivatives 2a, b of diphenylphosphino N,N-dimethylthioformamide (1) were obtained by addition of sulfur to 1 and by Arbusov reaction of Ph2POMe with Me2NC(S)Cl, respectively.The position of the cis-P N-methyl proton signal is markedly affected by the P=X group which exerts a diamagnetic shift for X = S (2a) but a paramagnetic shift for X = O (2b) relative to 1.Unusually small 3JPC couplings are observed in the 13C<1H> NMR spectrum.The P-sulfide 2a crystallizes in the monoclinic space group C2/c with the lattice constants a = 1791.5(3) pm, b = 686.7( 2) pm, c = 2591.3(4) pm, beta = 93.10(4) deg.The molecule structure is characterized by a planar thioamide unit with the P=S group forming an angle of 53.4 deg to the plane. – Keywords: Crystal Structure, NMR Spectra, Solid State NMR, Thiophosphoryl-N,N-dimethylthioformamide, Phosphoryl-N,N-dimethylthioformamide

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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

Application of 4020-99-9, Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn’t involve a screen. 4020-99-9, C13H13OP. A document type is Article, introducing its new discovery.

Reaction of (eta5-C5H5)(CO)2FeCl with PPh2(OR) yields an isolable cationic complex <(eta5-C5H5)(CO)2Fe>Cl (R = Et, Ia; Me, Ib), which reacts with NaOMe to give <(eta5-C5H5)(CO)Fe(COOMe)> and with PPh2(OR) to afford <(eta5-C5H5)(CO)Fe2>Cl (r = Et, IVa; Me, IVb).Complexes Ib and IVb undergo the Arbuzov-like dealkylation reaction in benzene at room temperature to give metallaphosphineoxide complexes, <(eta5-C5H5)(CO)2Fe> and <(eta5-C5H5)(CO)Fe>, respectively, whereas Ia and IVa do not undergo the reaction.This difference in reactivity is discussed from electronic and steric points of view.

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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