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Pyrazinyl-substituted naphthalene derivatives

Compounds of the formula 1where R1 is of the formulae 2R2 is ?R4, ?O?R4, ?O?S (O)2?R4, ?NR4R5, R4?(CH2)b?NH(C=X)?(CH2)?, R4?(CH2)b?O(C=O)NH?(CH2)c?(C=O)NH?, R4(C=O)NH?(C=O)NH?, ?(CH2)b?NH(C=X)?(CH2)c?R4, R4?(CH2)b?O(C=)?(CH2)c?, ?(CH2)b?O(C=O)?(CH2)c?R4, ?NH(C=X)NH?R4, R4?O(C=O)O?, ?O(C=)NH?R4, R4?O(C=O)NH?, ?(CH2)b?(C=0)?(CH2)c?R4, ?NH?S(O)2?R4, ?C(OH)R4R5, ?CH(OH)?R4, ?(C=O)?NR4R5, ?CN, ?NO2, substituted C1 to C6 alkyl, substituted or unsubstituted C1 to C6 alkenyl, or substituted or unsubstituted C1 to C6 alkynyl, said substituted moieties substituted with a moiety of the formulae ?R4, ?R4R5, ?O?R4, or ?S(O)d?R4. These compounds are useful psychotherapeutics and are potent serotonin (5-HT1) agonists and antagonists and may be used in the treatment of depression, anxiety, eating disorders, obesity, drug abuse, cluster headache, migraine, pain and chronic paroxysmal hemicrania and headache associated with vascular disorders, and other disorders arising from deficient serotonergic neurotranmission. The compounds can also be used as centrally acting antihypertensives and vasodilators.

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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 29949-84-6 is helpful to your research., HPLC of Formula: C21H21O3P

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.29949-84-6, Name is Tris(3-methoxyphenyl)phosphine, molecular formula is C21H21O3P. In a Article£¬once mentioned of 29949-84-6, HPLC of Formula: C21H21O3P

Flame retardant polycyanurate thermosets from the cyanate esters of triphenylphosphine oxide

Three cyanate esters containing phosphorus are synthesized in good overall yields starting from bromoanisoles. Di- and tricyanates with meta configuration are most stable while para is less so. The para dicyanate ester isomer is particularly affected by water from the atmosphere. The meta dicyanate ester 2 has good thermal properties with glass transition at 268 C and char yield of 65% in air at 600 C. All three phosphorus-containing cyanate esters are low flammability in an open flame. They make highly combustible cyanate esters resins less flammable simply by blending. Mixing 10 wt% dicyanate ester 2 into bisphenol A or E dicyanate esters makes them rate V-0. Published 2018.? J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1100?1110.

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 29949-84-6 is helpful to your research., HPLC of Formula: C21H21O3P

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 structural and spectroscopic study of tris-aryl substituted R 3PI2 adducts

A series of Ar3PI2 adducts [Ar = (o-OCH 3C6H4), (m-OCH3C6H 4), (p-OCH3C6H4), (o-SCH 3C6H4), (p-SCH3C6H 4), (m-FC6H4), (p-FC6H4), (p-ClC6H4)] have been synthesized via the 1:1 reactions of Ar3P with di-iodine. The 31P{1H} NMR spectra of a series of Ar3PI2 adducts has been examined to resolve previous inconsistent reports. Ar3PI2 adducts do not ionize to [Ar3PI]I in CDCl3, and in many cases the molecular Ar3PI2 “spoke” adduct is stable in solution, with the degree of stability being highly dependent on the nature of the aryl group. The structures of the majority of these adducts have been established by X-ray diffraction studies. Whilst P-I and I-I bond lengths are primarily influenced by electronic effects, steric and crystal packing effects may also have an influence, as shown by the different polymorphs of (p-FC 6H4)3PI2, where a change in the conformation of the aryl groups in one of the molecules results in a lengthening of the P-I bond and shortening of the I-I bond.

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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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Reductive cleavage of the carbon-phosphorus bond with alkali metals. I. Cleavage of functionalised triphenylphosphines; formation of secondary and primary phosphines

The reductive cleavage reaction of functionalised triphenylphosphines 1-34 with Na/NH3 and Li/THF depends strongly on the nature of the functionality and on the reducing agent. No reduction occurs with 11, 24, 30, 31 and 32 in Na/NH3.Compounds 3, 4, 5, 10, 12, 13, 15, 19, 23, 25, 26 and 27 cleave to give the secondary phosphide in high yield with Na/NH3, whereas 2, 7 and 9 give a high yield with Li/THF.Reduction occurs but cleavage is poor with 6, 7, 14, 29 and 34 and Na/NH3, or with 11 and Li/THF.Primary ortho-functionalised phenyl phosphines are obtained by a double cleavage reduction from 2, 5, 12, 25, 26 and 27 with Na/NH3.This unprecedented reaction proceeds via the secondary phosphine, which is formed by protonation of the corresponding phosphide with NH3.It occurs when the aryl group contains a strongly electron-donating substituent.Multiple cleavage of aryl groups with extended ? systems occurs with 7 and 34 when they are made to react with Li/THF.Halogens are cleaved from the phenyl group (16, 17, 18, 28 and 33, with Na/NH3), whereas SCH3 groups are converted to the corresponding mercapto group (20, 21 and 22).Birch reduction (2 and 10) can take place in NH3 but not in the aprotic solvent THF; it occurs only when other reactions are slow.Sodium amide is obtained via reaction of 8 in Na/NH3.Restricted Hartree-Fock calculations were carried out for a number of substituted phenylphosphines.From the correlation between the energies and coefficients of the LUMO (always an aryl ?* orbital) and the experimental cleavage data, it was concluded that there are three requirements for successful cleavage.The LUMO energy should be neither too high (no reduction) nor too low (radical anion too stable) and, further, the coefficient of the LUMO on the carbon attached to phosphorus must be large.

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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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Ruthenium-Catalyzed ortho C?H Borylation of Arylphosphines

Efficient, phosphine-directed ortho C?H borylation of arylphosphine derivatives was achieved using Ru catalysts for the first time. The reaction is applicable to various tertiary arylphosphine and arylphosphinite derivatives to give (o-borylaryl)phosphorus compounds in high yields. This reaction enables easy access to a variety of functionalized phosphine ligands and ambiphilic phosphine boronate compounds, thus realizing a new late-stage modification of phosphorus compounds.

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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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Syntheses of RuHCl(CO)(PAr3)3 and RuH2(CO)(PAr3)3 Containing various triarylphosphines and their use for arylation of sterically congested aromatic C-H bonds

A series of ruthenium complexes, RuHCl(CO)(PAr3)3 and RuH2(CO)(PAr3)3, containing various triarylphosphines were synthesized. Screening of these complexes as catalysts for direct arylation of sterically congested ortho C-H bonds of aromatic ketones improved the yields of the arylation products.

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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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Synthesis of a family of triarylphosphanes with fluorous phase affinity

A very efficient synthesis of new perfluoro-functionalized triarylphosphanes using an oxygen substituent as the branching point for the introduction of the perfluoro chain has been developed. This approach enabled the introduction of the perfluoro tail at the para, meta, and oitho position, giving highly perfluorinated analogues of triphenylphosphane con-taining between 54 and 59 wt% fluorine. This methodology has been extended to the synthesis of a perfluoro analogue of l,2-bis(diphenylphosphanyl)ethane. Fluorous/organic partition coefficients of some of the perfluorophosphanes have been measured, as well as their rates of oxidation. WILEY-VCH Verlag GmbH, 2002.

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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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On the Configurational and Substituent Dependence of the Pt-Cl Stretching Frequencies and of the 31P NMR Parameters in Substituted cis- and trans-Dichlorobis(triphenylphosphane)platinum(II) Compounds

Correlations between substituent constants ?, Pt-Cl vibrational frequencies and 31P NMR parameters 1J<195Pt,31P> and delta<31P> for compounds of the type cis- and trans-2Cl2> (aryl, aryl’, aryl” = substituted phenyl rings) are reported and discussed with respect to bonding properties.

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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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Phosphine-catalyzed (3+2)/(2+3) sequential annulation involving a triple nucleophilic addition reaction of gamma-vinyl allenoates

A phosphine-catalyzed (3+2)/(2+3) sequential annulation involving a triple nucleophilic addition reaction of gamma-vinyl allenoates was successfully developed. The reaction provided efficient and more practical access to functionalized hydropyrroloimidazolones with good to excellent yields under mild reaction conditions. Notably, gamma-vinyl allenoate served as a triple-electrophilic intermediate in this protocol.

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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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EXAMPLE 81 7-(3-Methoxyphenyl)-1-(4-methylpiperazin-1-yl)naphthalene A mixture of 3-methoxy-1-bromobenzene (0.089 mL, 0.71 mmol), 7-trimethylstannyl-1-(4-methylpiperazin-1-yl)naphthalene (0.25 g, 0.64 mmol), bis(acetonitrile) palladium chloride (0.0085 g, 0.032 mmol), tri(3-methoxyphenyl)phosphine (0.023 g, 0.064 mmol), and butylated hydroxytoluene (BHT, about 0.001 g, antioxidant) in dimethyl formamide (12 mL) was warned to 110 C. for 2 hours. The reaction was cooled to room temperature and diluted with 1N aqueous lithium chloride (25 mL) and 1 N sodium hydroxide (2 mL); then extracted with ether (3X). The combined ether layer was washed with 1N aqueous lithium chloride and brine. The organic phase was dried over calcium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (1*2.5 inches). Elution proceeded as follows: 75% ethyl acetate/hexane, 200 mL, nil; 2% methanol/ethyl acetate 200 mL and 10% methanol/ethyl acetate, 200 mL, 0.084 g of an oil. This oil was further purified by kugelrohr distillation (1 mm Hg). The distillation proceeded as follows: 110-130 C., 0.014 g of a mixture of the title product and 7-methyl-1-(4-methylpiperazin-1-yl)naphthalene: 200-220 C., 0.062 g (23%) of the title compound as a yellow oil: 1 H NMR delta 8.43 (incompletely resolved dd, J=1.2Hz, 1 h), 7.90 (d, J=9 Hz, 1 H), 7.74 (dd, J=2, 8.5 Hz, 1 H), 7.58 (d, J=8 Hz, 1 H), 7.43 (sym m, 2 H), 7.34 (dt, J=1.5, 7.5 Hz, 1 H), 7.29 (5, J=2 Hz, 1 H), 7.14 (dd, J=1, 7.5 Hz, 1 H), 6.96 (ddd, J=1,2.5, 8 Hz, 1H), 3.92 (s, 3 H) 3.20 (br s, 4 H), 2.75 (br s, 4 H), 2.44 (s, 3 H). The product was dissolved in chloroform and HCl gas was bubbled through the solution to form the hydrochloride salt. Concentration of this solution to about 1 mL. at the boil and addition of about 1 mL of ether caused the white crystalline product to precipitate. The hydrochloride salt weighted 0.057 g: mp 236-238 C. Analysis calculated for C22 H24 N2 O*HCl: C, 71.63; H, 6.83; N, 7.59. Found: C, 71.31; H, 6.92; N, 7.59.

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Reference£º
Patent; Pfizer Inc.; US5597826; (1997); A;,
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