Discovery of 2-(Diphenylphosphino)benzaldehyde

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(Chemical Equation Presented). Square-planar isocyanate and chloride Ni(II) complexes with tridentate PNO condensation product of 2-(diphenylphosphino)benzaldehyde and Girard’s T reagent have been synthesized and their crystal structures were determined. These Ni(II) complexes with different monodentate ligands, chloride, cyanate, and thiocyanate were tested for their antimicrobial activities against pathogenic microorganisms. The ligand and Ni(II) complexes were active not only against laboratory control strains of bacteria and yeast, but also on clinical isolates of Escherichia coli and Pseudomonas aeruginosa strains resistant to most of the clinically used antibiotics.

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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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Newly designed perfluorinated phosphine-imine ligands (3a-c) have been synthesized from the 3-(heptadecafluorooctyl)aniline and 2-(diaryl)phosphinobenzaldehyde (diaryl: ?Ph2, 2a; ?(3,5-(CH3)2Ph)2, 2b; ?(3,5-(CF3)2Ph)2, 2c) and complexed with dichloro(1,5-cyclooctadiene)palladium(II) to form supercritical carbon dioxide (ScCO2) soluble palladium(II) complexes (4a-c). All compounds were fully characterized using spectroscopic and analytical techniques, including 31P, 1H, 19F, 13C NMR and FTIR spectroscopies and high resolution mass spectroscopy. These palladium(II) complexes having perfluoroctyl ponytails (-C8F17) are soluble in carbon dioxide at >333 K under 122 atm of CO2 pressure. Homogenous palladium catalyzed Suzuki C?C coupling reactions using the novel catalysts were carried out at 353 K 135 atm. To the best of our knowledge, we applied the first example of hetereodonor bidentate ligands which are bearing both phosphine and imine group for the palladium catalyzed Suzuki C?C coupling reaction in ScCO2 solvent system.

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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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Highly diastereo- and enantioselective silver-catalyzed double [3+2] cyclization of alpha-imino esters with isocyanoacetate

Presented herein is a new complexity-generating method in which both functionalities of alpha-imino esters undergo stereoselective cyclization with isocyanoacetates to produce directly linked oxazole-imidazolines, which can be transformed into highly functionalized alpha,beta-diamino esters and imidazolinium salts in high diastereo- and enantiopurity. Double up: An unprecedented silver-catalyzed title reaction has been developed and provides access to directly linked oxazole-imidazolines. A highly diastereo- and enantioselective variant was also realized using the catalyst Ag/L*. The products can be easily transformed into highly functionalized chiral alpha,beta-diamino esters or imidazolinium salts which are useful motifs in asymmetric synthesis and catalysis.

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., name: 2-(Diphenylphosphino)benzaldehyde

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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Highly enantioselective conjugate addition of diethylzinc to substituted chalcones catalyzed by Cu(II) complexes of a tridentate P,N,O ligand

A new series of tridentate P,N,O ligands having hard and soft donor atoms derived from chiral amino alcohols were developed and employed in the Cu(II)-catalyzed conjugate addition of diethylzinc to substituted chalcones. The asymmetric additions to a variety of substituted chalcones afforded products in excellent yields and good to excellent enantioselectivities up to 97% ee.

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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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2-Diphenylphosphinobenzaldehyde as chelating ligand in trimethylphosphine complexes of cobalt and nickel

Methylnickel complexes activate the C(O)-H function of 2-diphenylphosphinobenzaldehyde to form five-membered chelate rings Ni(Ph2P?C=O) which occupy OC-axial and P-equatorial positions in the trigonal bipyramidal configuration of nickel(d8) compounds Ni(Ph2P?C= O)X(PMe3)2 (X = Cl (1), Br (2), I (3), Me (4)). Methylcobalt complexes react with 2-diphenylphosphinobenzaldehyde to afford an isoelectronic species Co(Ph2P?C=O)(PMe3)3 (5) of similar configuration, while cobalt halides CoX(PMe3)3 oxidatively add the aldehyde function to produce octahedral compounds mer-CoH(X)(Ph2P?C=O)(PMe3)2 (X = Cl (6), Br (7), I (8)). Carbon monoxide replaces an axial trimethylphosphine in 5, while iodomethane gives rise to an oxidative substitution producing CoI(Ph2P?C=O)(PMe3)2 (10) (17 valence electrons). The molecular structures of compounds 3, 5, 6, and 10 have been solved by X-ray crystallography.

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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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Water Soluble Phosphanes, XIV [1]. Hydrophilic Derivatives of Triphenylphosphane with NH2, COOH and P(O)(OR)2 Functionalized Side Chains

Nucleophilic phosphanylation of ortho-fluorophenylacetic acid or ortho-fluorobenzylamine with PhPH2 using KOtBu as the base affords the hydrophilic tertiary phosphanes 3 and 4a with terminal CH2-COOH and CH2-NH2 substituents. The corresponding secondary phosphane ligands 2 or 5 may be obtained by Pd-catalyzed P-C coupling of ortho-iodophenylacetic acid with PhPH2 or selective nucleophilic phosphanylation of ortho-fluorophenylacetic acid. Novel phosphonatomethyl derivatives 7a, 7b of triphenylphosphane have been obtained in a two stage synthesis using ortho-iodobenzylchloride or meta-iodobenzylbromide as starting materials. Arbusov reaction with P(OEt)3 and Pd-catalyzed P-C coupling reactions with Ph2PH gave the esters 7a, 7b. Purification of 7a was achieved via its BH3 adduct 8a. Deprotection, hydrolysis and neutralisation with NaOH affords the water soluble sodium salts 9a,9b. alpha-Hydroxy and alpha-benzylamino derivatives 12 and 14 of ortho-diphenylphosphanobenzyl phosphonate (e.g. 7a) and the corresponding Me2P(O) analogs 13 and 16 are accessible in a straightforward manner by addition of (MeO)2P(O)H or Me2P(O)H to ortho-phosphanobenzaldehyde 11a or its benzaldimino derivative 15, respectively. An improved synthesis for 11a-11c has been developed. Reaction of 11a with the Wittig reagent Ph3P=C(H)COOEt and subsequent hydrolysis of the intermediate ester 17a affords ortho-diphenylphosphano cinnamic acid 17. The catalytical activity of 1, 9a, 9b and related ligands in Suzuki-type coupling reactions has been investigated.

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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 axially chiral 3-bromo-4-alkoxy-2,6-dimethyl-5-(naphthalen-1-yl)pyridines via an asymmetric Suzuki?Miyaura cross-coupling reaction

A simple method is reported for the synthesis of chiral mono-naphthyl substituted pyridine derivatives in good yield and with good enantiomeric excess via the asymmetric Suzuki?Miyaura cross-coupling reaction of 3,5-dibromo-4-alkoxy-2,6-dimethylpyridine and naphthalen-1-ylboronic acid. The structure and absolute stereochemistry of 3-bromo-4-methoxy-2,6-dimethyl-5-(naphthalen-1-yl)pyridine were established by single-crystal X-ray analysis.

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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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Ruthenium(II) complexes containing 2-diphenylphosphinobenzaldehyde: Synthesis and catalytic activity in transfer hydrogenation

The reaction of dimers [Ru(eta6-arene)(mu-Cl)Cl] 2 (arene = C6H6 (2a); 1-iPr-4-C 6H4Me (2b); 1,2,4,5-C6H2Me 4 (2c); C6Me6 (2d)) with 2- diphenylphosphinobenzaldehyde (1) yields the neutral complexes [Ru(eta 6-arene)Cl2(kappa1-P-2-Ph2PC 6H4CH=O)] (3a-d). Treatment of compounds 3a-d with one equivalent of AgSbF6 leads to the formation of the monocationic derivatives [Ru(eta6-arene)Cl(kappa2-P,O-2-Ph 2PC6H4CH=O)][SbF6] (4a-d). When 3a-d are treated with two equivalents of AgSbF6 in presence of acetone, the dicationic complexes [Ru(eta6-arene)(kappa 1-O-Me2C=O)(kappa2-P,O-2-Ph 2PC6H4CH=O)][SbF6]2 (arene = C6H6 (5a); 1-iPr-4-C6H 4Me (5b); 1,2,4,5-C6H2Me4 (5c); C6Me6 (5d)) are obtained. Complexes 3-5a-d have proven to be active catalysts in transfer hydrogenation of acetophenone by propan-2-ol.

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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 transition metal compound, a catalyst for production of large quantities of olefin and olefin (by machine translation)

[Problem] novel transition metal compounds, the compounds having excellent activity, selectivity to olefin with a catalyst mass, and a large amount of olefin with a catalyst in the presence of olefin polymer is produced. (1) A transition metal compound of the general formula [a], containing the catalyst for production of a large amount of olefin and olefin using the catalyst (R1 – R6 The hydrogen atom or the like, is a transition metal atom of group 6 in the periodic table M, n is the valence of M, X is a halogen atom or the like, Y represents an oxygen atom or the like, such Z is a hydrocarbon group, Q is oxygen atom having a substituent group). [1 A][Drawing] no (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

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The reaction between orthodiphenylphosphinobenzaldehyde and [(eta5-C5Me5)MCl(mu-Cl)]2 (M=Rh and Ir)

The benzaldehyde functionalized phosphine Ph2PC 6H4CHO-2 underwent reaction with [(eta5- C5Me5)MCl(mu-Cl)]2 (M=Rh, Ir) to form (eta5-C5Me5)MCl2(kappaP-Ph 2PC6H4CHO-2), which underwent activation of the aldehyde C-H bond to form (eta5-C5Me 5)MCl(kappaP,kappaC-Ph2PC6H 4CO-2). Formally the reaction involves oxidative addition of C-H across the metal and reductive elimination of HCl. The structure of (eta5-C5Me5)RhCl(kappaP,kappaC-Ph 2PC6H4CO-2) has been determined by single-crystal X-ray diffraction.

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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