14871-92-2 | Catalyst palladium

The origin of a common compound about (2,2¡ä-Bipyridine)dichloropalladium(II)

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14871-92-2,(2,2¡ä-Bipyridine)dichloropalladium(II),its application will become more common.

A common heterocyclic compound, 14871-92-2,(2,2¡ä-Bipyridine)dichloropalladium(II), its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 14871-92-2

Pd(2,2?-bpy)Cl2 (67 mg, 0.2 mmol) was stirred with AgNO3 (68 mg, 0.4 mmol) in water (10 mL) with light excluded at 40 C for 12 h. The suspension obtained was cooled to 0 C in ice bath for 30 min. Then AgCl was removed from the solution by filtration. 1 (52.8 mg, 0.2 mmol) was added to the clear filtrate and pH was measured and found to be 2.0. Then the mixture was stirred at 40 C for 2 h. The resulting light yellow solution was concentrated to a volume of 5 mL at 40 C on a rotary evaporator. Yellow cubes were obtained after one day. The yield was 85 mg (60%). 1H NMR (D2O, pD 2.0, 298 K, delta, ppm): 1?, 3.69 (12 H, s, CH3), 3.60 (4H, s, CH2), 7.93 (4H, s, H6); 2,2?-bpy, 7.23 (4H, dd, H5, 3JH-H = 6.0 Hz, 4JH-H = 3.0 Hz), 7.60 (4H, t, H5?, 3JH-H = 7.2 Hz), 7.79 (4H, dd, H6, 3JH-H = 6.0 Hz), 7.94-8.18 (20H, m, H3,H3?,H4,H4?,H6?).

Reference£º
Article; Khutia, Anupam; Shen, Wei-Zheng; Das, Neeladri; Sanz Miguel, Pablo J.; Lippert, Bernhard; Inorganica Chimica Acta; vol. 417; (2014); p. 274 – 286;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

Some scientific research about (2,2¡ä-Bipyridine)dichloropalladium(II)

14871-92-2 A common heterocyclic compound, 14871-92-2,(2,2¡ä-Bipyridine)dichloropalladium(II), its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

10 mL ofa solution of AgNO3 (0.204 g, 1.2 mmol) was added to aqueous suspension of Pd(bipy)Cl2 (0.2 g, 0.6 mmol) acidified to pH 2-3. The formed suspension was homogenized and incubated during 1 h at 60C.

Reference£º
Article; Nikandrov; Grigor’Eva; Eremin; Ruzanov; Gurzhii; Belyaev; Russian Journal of General Chemistry; vol. 85; 8; (2015); p. 1992 – 1993; Zh. Obshch. Khim.; vol. 85; 8; (2015); p. 1405 – 1406,2;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

New downstream synthetic route of 14871-92-2

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,(2,2¡ä-Bipyridine)dichloropalladium(II),14871-92-2,its application will become more common.

General procedure: Palladium(II) chloride (PdCl2), 2,2?-bipyridine (bipy), 1,10-phenanthroline (phen), thiourea (TU, 1), N-methylthiourea (meTU, 2), N-buthylthiourea (buTU, 3), N,N?-diethylthiourea (dietTU, 4) and N,N?-dibuthylthiourea (dibuTU, 5) were purchased as pure reagents at AG, from Sigma Aldrich. Potassium tetrachloropalladate(II) was prepared by the reaction of palladium chloride with a slight excess of potassium chloride. The complexes [Pd(bipy)Cl2] and [Pd(phen)Cl2], were obtained by adding 1 mmol of the respective ligand to 0.326 g (1 mmol) of K2[PdCl4] suspended/dissolved in 40 mL of wet methanol under reflux for about 1 h. The precipitated crystalline powders were recovered by filtration and dried under vacuum for 2 h. 0.25 mmol of these complexes (83 and 89 mg, respectively) were then suspended again in a water/methanol mixture, whereupon 0.5 mmol of the respective thiourea (1-5) was added under reflux. After 1 h, clear yellow to orange solutions were obtained. These solutions were filtrated and the filtrates were kept for 3-5 days at room temperature for crystallization. As a result yellow-red crystals were obtained. The experimental yield of the products, based on Pd, was more than 50%. All the solvents, of analytical grade, were dried and deoxygenated before being used. Elemental analyses were performed at the Microanalytical Laboratory of Redox snc (Milano). Characterization details are extensively quoted in the supplementary material.

Reference£º
Article; Rotondo, Archimede; Barresi, Salvatore; Cusumano, Matteo; Rotondo, Enrico; Polyhedron; vol. 45; 1; (2012); p. 23 – 29;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

The origin of a common compound about 14871-92-2

General procedure: Solid [Pd(L)Cl2] (L = bpy, phen) (0.2 mmol) was added to methanolic solution H2mesc (0.039 g, 0.2 mmol) containing KOH (0.0224 g, 0.4 mmol;; 15 mL). The mixture was stirred for 24 h. The yellow precipitate was filtered off, washed with methanol and air-dried. For [Pd(bpy)(mesc)]: Anal. Calc. For C20H15N2O4.5Pd: C, 52.0; H, 3.3; N, 6.1; Pd, 23.1%, Found: C, 52.1, H, 3.2; N, 6.0; Pd, 23.0%. Conductivity data (10-3 M in DMSO): LambdaM = 2.0 Ohm-1 cm2 mol-1. IR (cm-1); nu(C=O) 1664; nu(C-C) 1486; nu(C-O) 1254; nu(Pd-O) 521; nu(Pd-N) 427. 1H NMR (d6-DMSO/TMS, ppm), delta: CH3, 3.36; H(3), 6.66; H(8), 5.90; H(5), 6.50. ESI-MS: m/z: 905 (Calcd 904.8) [Pd(bpy)(mesc)]2+, 453 (Calcd 452.4) [Pd(bpy)(mesc)]+., 14871-92-2

Reference£º
Article; Butler, Ian S.; Gilson, Denis F.R.; Jean-Claude, Bertrand J.; Mostafa, Sahar I.; Inorganica Chimica Acta; vol. 423; PB; (2014); p. 132 – 143;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

New downstream synthetic route of 14871-92-2

General procedure: Silver tetrafluoroborate (AgBF4) (0.6 mmol) was dissolvedin methanol (7 mL); (2,2?-bipyridine) dichloropalladium(II)(Pd(Bpy)Cl2) (0.3 mmol) was dissolved in DMSO (1 mL),and then, the solutions were stirred together at ambient temperature0.5 h. Following gravity filtration, solid 3-hydroxyflavonederivative (0.3 mmol) and triethylamine (0.7 mL)were added to the filtrate. The reaction mixture was stirredfor 0.5 h (2 h for the Fla-OMe). The corresponding bipyridinepalladium flavonolato salt was then recovered usingvacuum filtration and recrystallized in CH3OH/CH3CN solvent;remaining solvent was removed in a vacuum desiccator overnight.

Reference£º
Article; Han, Xiaozhen; Whitfield, Sarah; Cotten, Jacob; Transition Metal Chemistry; (2019);,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

A new synthetic route of (2,2¡ä-Bipyridine)dichloropalladium(II)

Direct synthesis from 1a, CF3SO3Ag, and [Pd(bipy)Cl2]. A solution of Pd(bipy)Cl2 (0.10 g, 0.30 mmol) in 5 mL of CH3CN and a solution of CF3SO3Ag (0.15 g, 0.58 mmol) in 5 mL of CH3CN were mixed and heated under reflux for a day. Precipitates were filtered off and the solvent was evaporated. The resultant pale yellow powder was dissolved in a mixture of CH3CN and CHCl3, and then 1a (0.35 g, 0.58 mmol) was added. The mixture was heated under reflux for a day, and then, filtered and the solvents were removed under reduced pressure. Resultant material was recrystallized from CH3CN- CHCl3 mixture twice. White fibers (0.27 g, 46.0%) were obtained. Mp. 249-252 C (dec.). 1H NMR ( CDCl3/CD3CN = 4/1, v/v, 300 MHz): delta 10.41 (brs, 8H, OH), 9.35 (brs, 4H, Py-H), 8.33 (d, J = 7.5 Hz, 2H, bipy-H), 8.26 (t, J = 7.0 Hz, 2H, bipy-H), 7.92 (brs, 4H, Py-H), 7.51 (t, 2H, bipy-H), 7.26 (d, J = 4.4 Hz, 2H, bipy- H), 6.99 (s, 4H, ArH), 6.95 (s, 4H, ArH), 6.89 (s, 4H, ArH), 6.67 (s, 4H, ArH), 4.11 (d, J = 13.8 Hz, 2H. CH2), 4.02 (d, J = 13.6 Hz, 4H. CH2), 3.80 (brs, 4H, CH2), 3.66 (brd, J = 10.8 Hz, 4H, CH2), 3.47 (brd, J = 13.8 Hz, 4H. CH2), 3.43 (brd, J = 12.9 Hz, 2H. CH2), 3.32 (d, J = 12.9 Hz, 4H, CH2), 2.19, 2.17 (s, 24H, CH3). 13C NMR ( CDCl3/CD3CN = 4/1, v/v, 75.6 MHz): delta 157.0, 153.2, 151.7, 150.7, 149.7, 147.2, 142.3, 131.2, 131.1, 130.0, 129.6, 129.5, 128.2, 128.0, 127.8, 127.8, 127.7, 124.2, 123.0, 121.0, 118.8, 57.7, 56.7, 32.0, 31.5, 20.5, 20.3. FABMS: m/z: 1611.5 ( M+); HRMS (FAB): calcd for C89H88F3N6O11S106Pd ( M2+ + TflO-), 1611.5219. Found: 1611.5231.

Reference£º
Article; Takemura, Hiroyuki; Mogami, Yukako; Okayama, Kanae; Nagashima, Noriko; Orioka, Kana; Hayano, Yuri; Kobayashi, Asako; Iwanaga, Tetsuo; Sako, Katsuya; Journal of Inclusion Phenomena and Macrocyclic Chemistry; vol. 95; 3-4; (2019); p. 235 – 246;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

The important role of 14871-92-2

With the complex challenges of chemical substances, we look forward to future research findings about (2,2¡ä-Bipyridine)dichloropalladium(II)

Name is (2,2¡ä-Bipyridine)dichloropalladium(II), as a common heterocyclic compound, it belongs to catalyst-palladium compound, and cas is 14871-92-2, its synthesis route is as follows.,14871-92-2

General procedure: To a stirred suspension of [Pd(bpy)Cl2] (0.03 g, 0.1 mmol) or[Pd(phen)Cl2] (0.04 g, 0.1 mmol) in MeOH (10 mL) a solution ofHhmbt (0.023 g, 0.1 mmol) in MeOH containing KOH (0.006 g,0.1 mmol; 10 mL) was added drop by drop with stirring. The reactionmixture was warmed for 48 h, upon which a yellow-orangeprecipitate was filtered off, washed with MeOH, Et2O and driedin vacuo.For[Pd(bpy)(hmbt)]Cl2H2O: Yield: 0.07 g (51%). ElementalAnal.: Calcd. C, 49.5; H, 4.3; N, 12.6; Pd, 19.1 (C23H24N5O3Pd);Found: C, 49.7; H, 4.2; N, 12.7; Pd, 19.1%. Conductivity data(103 M in DMF): KM = 84.0 ohm1. IR (cm1): m(CN), 1621;m(CO), 1251; m(N-N), 1141; m(Pd-O), 500; m(Pd-N), 459. Raman(cm1): m(CN), 1602; m(CO), 1251; m(N-N), 1141; m(Pd-O), 501;m(Pd-N), 460. 1H NMR (ppm): 8.00 (H(3), d, J = 6 Hz, 1H); 7.75(H(6), S, 1H); 7.86 (H(7), d, J = 5.4 Hz, 1H); 7.73 (H(8), t, J = 5 Hz,1H); 7.69 (H(9), t, J = 5 Hz, 1H); 7.22 (H(10), d, J = 5.2 Hz, 1H);2.50 (CH3, S, 3H). MS (m/z): 486.4 (Calcd. 486.4), 368.2 (Calcd.368.4), 292.4 (Calcd. 292.4), 262.4 (Calcd. 262.4), 156.3 (Calcd.156.0).For[Pd(phen)(hmbt)]ClH2O: Yield: 0.08 g (54%). ElementalAnal.: Calcd. C, 53.2; H, 3.9; N, 12.4; Pd, 18.7 (C25H22N5O2Pd);Found: C, 53.3; H, 4.0; N, 12.3; Pd, 18.6%. Conductivity data(103 M in DMF): KM = 81.0 ohm1. IR (cm1): m(CN), 1600;m(CO), 1252; m(N-N), 1138; m(Pd-O), 564; m(Pd-N), 495. Raman(cm1): m(CN), 1604; m(CO), 1252; m(N-N), 1139; m(Pd-O), 565;m(Pd-N), 495. 1H NMR (ppm): 7.96 (H(3), d, J = 5.1 Hz, 1H); 7.30(H(6), S, 1H); 7.60 (H(7), d, J = 4.5 Hz, 1H); 7.77 (H(8), t,J = 4.2 Hz, 1H); 7.73 (H(9), t, J = 4.5 Hz, 1H); 7.22 (H(10), d,J = 4.2 Hz, 1H); 2.50 (CH3, S, 3H). MS (m/z): 510.4 (Calcd. 510.4),286.4 (Calcd. 286.4), 180.6 (Calcd. 180.0).

With the complex challenges of chemical substances, we look forward to future research findings about (2,2¡ä-Bipyridine)dichloropalladium(II)

Reference£º
Article; El-Asmy, Hala A.; Butler, Ian S.; Mouhri, Zhor S.; Jean-Claude, Bertrand J.; Emmam, Mohamed S.; Mostafa, Sahar I.; Journal of Molecular Structure; vol. 1059; 1; (2014); p. 193 – 201;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

Some scientific research about (2,2¡ä-Bipyridine)dichloropalladium(II)

General procedure: [Pd(bpy)Cl2] (0.20 g, 0.60 mmol) was suspended in water (25 mL). Silver nitrate (0.20 g, 1.19 mmol) in water (5 mL) was added and the reaction mixture was stirred for 6 h at 60 C and then at room temperature, always in absence of light. The resulting solution was centrifuged and filtered to remove AgCl. A few drops of water, glycolic acid (0.05 g, 0.66 mmol) and 1 M NaOH (1.20 mL) were added to the filtrate. The resulting solution was stirred for 5 days and concentrated at 60 C to 5 mL on a rotary evaporator. The mixture was cooled to room temperature and the yellow powder was filtered off and dissolved from water and again concentrated to 5 mL. Yellow single crystals suitable for X-ray diffraction were obtained from the resulting solution by slow evaporation at room temperature.

Reference£º
Article; Balboa, Susana; Carballo, Rosa; Castineiras, Alfonso; Gonzalez-Perez, Josefa Maria; Niclos-Gutierrez, Juan; Polyhedron; vol. 50; 1; (2013); p. 512 – 523;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

The origin of a common compound about 14871-92-2

14871-92-2, General procedure: Palladium(II) chloride (PdCl2), 2,2?-bipyridine (bipy), 1,10-phenanthroline (phen), thiourea (TU, 1), N-methylthiourea (meTU, 2), N-buthylthiourea (buTU, 3), N,N?-diethylthiourea (dietTU, 4) and N,N?-dibuthylthiourea (dibuTU, 5) were purchased as pure reagents at AG, from Sigma Aldrich. Potassium tetrachloropalladate(II) was prepared by the reaction of palladium chloride with a slight excess of potassium chloride. The complexes [Pd(bipy)Cl2] and [Pd(phen)Cl2], were obtained by adding 1 mmol of the respective ligand to 0.326 g (1 mmol) of K2[PdCl4] suspended/dissolved in 40 mL of wet methanol under reflux for about 1 h. The precipitated crystalline powders were recovered by filtration and dried under vacuum for 2 h. 0.25 mmol of these complexes (83 and 89 mg, respectively) were then suspended again in a water/methanol mixture, whereupon 0.5 mmol of the respective thiourea (1-5) was added under reflux. After 1 h, clear yellow to orange solutions were obtained. These solutions were filtrated and the filtrates were kept for 3-5 days at room temperature for crystallization. As a result yellow-red crystals were obtained. The experimental yield of the products, based on Pd, was more than 50%. All the solvents, of analytical grade, were dried and deoxygenated before being used. Elemental analyses were performed at the Microanalytical Laboratory of Redox snc (Milano). Characterization details are extensively quoted in the supplementary material.

Downstream synthetic route of (2,2¡ä-Bipyridine)dichloropalladium(II)

With the complex challenges of chemical substances, we look forward to future research findings about (2,2¡ä-Bipyridine)dichloropalladium(II),belong catalyst-palladium compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO225,mainly used in chemical industry, its synthesis route is as follows.,14871-92-2

[Pd(bpy)Cl2] (0.10 g, 0.30 mmol) was suspended in water (4 mL). Lactic acid (0.03 g, 0.28 mmol) and 1 M NaOH (0.60 mL) were dissolved in water (10 mL) and then added to the mixture, which was heated under reflux at 150 C with continuous stirring until a clear yellow solution was obtained. The solution was filtered and acetone (10 mL) was added to the solution. The reaction mixture was cooled to 4 C for a long time (2 months), resulting yellow crystals of complex 5. Yield: 33%. m.p.: 250 C. Elemental Anal. Calc. for C13H13ClN2OPd (355.10): C, 44.0; H, 3.7; N, 7.9. Found: C, 44.1; H, 3.6; N, 7.8%. IR (KBr, numax/cm-1): 1634 s, nu(CO); 1621 s, nu(CC); 1496 m, 1443 s, nu(CC,CN). Far-IR (Nujol, numax/cm-1): 333 m, nu(Pd-Cl); 285 m, nu(Pd-C); 243 m, nu(Pd-N). 1H NMR (CDCl3, delta/ppm): 2.40 (s, 3H, c), 3.01 (s, 2H, a), 7.61 (m, 2H, 5,5?), 8.02 (m, 4H, 3,3? and 4,4?), 9.31, 9.51 (2d, 2H, 6,6?).

With the complex challenges of chemical substances, we look forward to future research findings about (2,2¡ä-Bipyridine)dichloropalladium(II),belong catalyst-palladium compound