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A novel convenient synthesis of aryl phosphines containing reactive functional groups

A convenient method is described for the preparation of Ph2PC6H4COOH-2 (2) and Ph2PC6H4CHO-2 (5).

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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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Palladium(II) complexes containing a P, N chelating ligand: Part III. Influence of the basicity of tridentate hydrazonic ligands on the hydrogenating activity of unsaturated C-C bonds

Several potentially tridentate hydrazonic ligands containing a PNO donor atom set were synthesised and used to prepare the corresponding acetato palladium(II) complexes. These were used as catalysts in the homogeneous hydrogenation of styrene and other unsaturated C-C bonds under mild conditions. Depending on the basicity of the hydrazonic nitrogen of the ligand, a different catalytic activity of the complexes was observed. This substantiates a heterolytic activation of the molecular hydrogen, which leads to the protonation of the ligand and formation of a palladium(II) hydride complex. Kinetic studies of the hydrogenation of styrene in methanol were performed, using complex 1a as catalyst. A dependence, approximately of first order in hydrogen and catalyst concentrations and zero order in styrene concentration, was found. Two kinetic equations derived from a statistic processing are compared. The X-ray crystal structure of complex 1a is also reported.

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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 and structures of tungsten o-(Diphenylphosphino)benzaldehyde complexes bearing pi-bonded aldehyde groups

Reaction of the bidentate ligand Ph2P(o-C6H4)C(=O)H (abbreviated as PCHO) with W(CO)3(eta3-(MeNCH2)3) at room temperature affords W(CO)3(eta1-PCHO) (eta3-PCHO) (1), which subsequently loses a carbonyl ligand to give W(CO)2(eta3-PCHO)2 (2). Further treatment of 2 with PCHO in refluxing benzene results in carbon – carbon coupling of the PCHO ligands to produce W(CO)(eta3-PCHO)(eta3-(PCHO)2) (3). The structures of 1-3 have been determined by an X-ray diffraction study. The PCHO ligands in these compounds act as chelating phosphine-aldehydes with the aldehyde groups coordinating in a pi fashion.

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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

Discovery of 2-(Diphenylphosphino)benzaldehyde

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Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions

Abstract A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff base ligands and their Rh(I) complexes were synthesized. The synthesized ligands and complexes were characterized using different analytical and spectroscopic techniques including (1H, 13C{1H}, 31P{1H} and 19F{1H} NMR spectroscopy), FT-IR spectroscopy, mass spectrometry (ESI and EI), and elemental analysis. In addition, single crystal X-ray diffraction was also used for characterization for complexes 1 and 2. Consequently, the Rh(I) synthesized complexes were evaluated as catalyst precursors in the hydroformylation of 1-octene. The hydroformylation results showed that the iminophosphine and salicylaldimine-based catalyst precursors are active and selective under mild conditions, converting 1-octene to mostly aldehydes.

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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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50777-76-9, Under inert gas protection,50mLSchlenk reaction tube added2,9-dimethyl-4,7-bis (3,5-di (n-hexyl) phenyl) 1,10-phenanthroline (0.350g, 0.5mmol),2- (diphenylphosphino) benzaldehyde (0.291 g, 1 mmol)And potassium phosphate (1 mmol),A deoxygenated tetrahydrofuran (20 mL) was added,Room temperature reaction 48h,After completion of the reaction, the mixture was cooled to room temperature,50 mL of water was added to the reaction solution, the solid was precipitated and filtered, and the filtered solid was recrystallized from 1 mL of a crystalline solvent methanol,To give the title product 416 mg, yield 67percent

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Reference£º
Patent; Zhejiang University of Technology; Luo Shuping; Yu Zhejian; Chen Hao; Xia Liangmin; Wang Mingming; Wu Qingan; (8 pag.)CN106749411; (2017); 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

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50777-76-9, 2-(Diphenylphosphino)benzaldehyde (2.09 g, 7.20 mmol, 1.0 equiv.) and mesitylamine (1.01 g,7.44 mmol, 1.03 mmol) were dissolved in 40 mL toluene. The orange solution was heated to 135 for 20 h under a dropping funnel filled with molecular sieves. Evaporating the solvent in vacuo yielded the product as a yellow solid, which was used in following syntheses without further purication (2.60 g, 6.38 mmol, 89 percent).

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Reference£º
Article; Vasilenko, Vladislav; Roth, Torsten; Blasius, Clemens K.; Intorp, Sebastian N.; Wadepohl, Hubert; Gade, Lutz H.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 846 – 853;,
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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50777-76-9, The synthesis of the iminophosphine ligand carryingalkoxylsilane moiety A was performed through the reactive distillation of 2-(diphenylphosphino)benzaldehyde(0.500 g) with 3-(aminopropyl)trimethoxysilane (0.250 g)in dry toluene (25 mL). After 5 h, we obtained a yellowoily liquid by careful removal of toluene under vacuum(85 percent yield).1H NMR (400 MHz, CD2Cl2): d = 8.8 (s, 1H), 8.02 (s,1H), 7.45?7.27 (m, 12 H), 6.91 (s, 1 H), 3.53 (s, 9 H), 3.46(m, 2 H), 1.68?1.60 (m, 2 H), 0.58?0.52 (m, 2 H); 13CNMR (100 MHz, CD2Cl2): d = 158.57, 134.14, 128.79,65.13, 50.82, 24.62, 8.73 ppm; 31P NMR: (300 MHz,CD2Cl2, ppm) d = -13.07 ppm.

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Reference£º
Article; Upadhyay, Praveenkumar Ramprakash; Srivastava, Vivek; Catalysis Letters; vol. 146; 8; (2016); p. 1478 – 1486;,
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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50777-76-9, 2-(Diphenylphosphino)benzaldehyde is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50777-76-9, General procedure: The iminophosphine ligands were prepared according to the method reported by Shirakawa and co-workers [70]. To 2-(diphenylphosphino)enzaldehyde(1) (200 mg, 0.689 mmol) 0.758 mmol (1.1 M equivalent) of the corresponding amine and 10 mL of freshly distilled toluene were added. The mixture was stirred under reflux (150?160 ¡ãC oil bath temperature) for 6 h.The solvent was removed in vacuo and the crude product was purified by bulb-to-bulb vacuum distillation (170 ¡ãC at 0.05 mm Hg,consistently used for all products) using a Kugel Rohr apparatus into which argon was continuously piped to prevent the ingress of oxygen. Since the iminophosphine products were unstable onsilica, no Rf-values are included for the iminophosphine ligands.

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Reference£º
Article; Traut-Johnstone, Telisha; Kanyanda, Stonard; Kriel, Frederik H.; Viljoen, Tanya; Kotze, P.D. Riekert; Van Zyl, Werner E.; Coates, Judy; Rees, D. Jasper G.; Meyer, Mervin; Hewer, Raymond; Williams, D. Bradley G.; Journal of Inorganic Biochemistry; vol. 145; (2015); p. 108 – 120;,
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 synthetic route of 50777-76-9 has been constantly updated, and we look forward to future research findings.

50777-76-9, 2-(Diphenylphosphino)benzaldehyde is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The synthesis of the iminophosphine ligand carryingalkoxylsilane moiety (A) was performed through the reactivedistillation of 2-(diphenylphosphino)benzaldehyde (0.500 g)with 3-(aminopropyl)trimethoxysilane (0.255 g) in dry toluene(25 mL). After 5 hours, we obtained a yellow oily liquidby careful removal of toluene under vacuum (87 percent yield).1H NMR (400 MHz, CD2Cl2): delta = 8.8 (s, 1H), 8.02 (s,1H), 7.45-7.27 (m, 12 H), 6.91 (s, 1 H), 3.53 (s, 9 H), 3.46(m, 2 H), 1.68 – 1.60 (m, 2 H), 0.58 – 0.52 (m, 2 H); 13CNMR (100 MHz, CD2Cl2): delta= 158.57, 134.14, 128.79, 65.13,50.82, 24.62, 8.73 ppm.; 31P NMR : (300 MHz, CD2Cl2,ppm) delta= -13.07ppm., 50777-76-9

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Reference£º
Article; Upadhyay, Praveenkumar R.; Srivastava, Vivek; Letters in Organic Chemistry; vol. 13; 5; (2016); p. 380 – 387;,
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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50777-76-9,2-(Diphenylphosphino)benzaldehyde,as a common compound, the synthetic route is as follows.

To a solution of 2-(diphenylphosphino)benzaldehyde (0.279 g, 0.961 mmol) in CH2Cl2 (10 ml) in a Schlenk tube was added 2-methylaniline (0.103 g, 0.961 mmol) dropwise. Anhydrous magnesium sulfate (~ 0.5 g) was added to the Schlenk tube and the reaction was stirred at room temperature for 20 h. The resulting yellow mixture was filtered to obtain a yellow solution, which gave yellow oil upon evaporation of the solvent. Yield: 0.2990 g (82percent); IR (nujol cm? 1); nu(C=N imine) 1622, nu(C=C phenyl) 1593, 1585, 1505; nu(P?Ph) 1435; 1H NMR (200 MHz, CDCl3): delta 8.99 (d, 1H, J = 5.2, ?CH=N); 8.27, 6.91?7.67 (m, 12H, phenyl); 6.46 (t, 6H, J = 7.6, phenyl); 1.27 (s, 3H,CH3); 31P NMR (161.9 Hz, CDCl3) delta ? 13.96(s); Anal. Calcd for C26H22NP: C, 82.30; H, 5.84; N, 3.69; Found: C, 82.04; H, 5.93; N, 3.55., 50777-76-9

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Reference£º
Article; Motswainyana, William M.; Onani, Martin O.; Madiehe, Abram M.; Saibu, Morounke; Thovhogi, Ntevheleni; Lalancette, Roger A.; Journal of Inorganic Biochemistry; vol. 129; (2013); p. 112 – 118;,
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