September 17, 2020 | Catalyst palladium

A new synthetic route of (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

Synthesis of [Pd{OC(O)CH2N(COPh)}(bipy)] 2 A mixture of [PdCl2(bipy)] (210 mg, 0.63 mmol) with hippuric acid (113 mg, 0.63 mmol) and silver(I) oxide (600 mg) in dichloromethane (30 mL) was refluxed for 3.5 h. Methanol (30 mL) was added, and the mixture filtered to give a clear yellow solution. The solid residue was extracted with an additional 40 mL of dichloromethane-methanol (1:1 v/v), and the filtrates combined. The solution was evaporated to dryness, redissolved in dichloromethane (40 mL) and the product precipitated by addition of petroleum spirits (40 mL). The solid was filtered, washed with petroleum spirits (10 mL) and dried under vacuum to give 2 as an orange solid (192 mg, 69%). Found: C 50.2; H 3.45; N 9.1. C18H15N3O3Pd requires C 50.5; H 3.5; N 9.8%. (0043) 1H NMR, delta 9.12-6.91 (m, bipy and Ph), 4.26 (s, CH2). ESI MS (added NaHCO2, capillary exit voltage 140 V): [M+Na]+ m/z 461.88 (100%), calculated for C19H15N3O3PdNa m/z 462.00.

Reference£º
Article; Sim, Sophie A.; Saunders, Graham C.; Lane, Joseph R.; Henderson, William; Inorganica Chimica Acta; vol. 450; (2016); p. 285 – 292;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

Some scientific research about 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

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

To a vigorously stirred solution of BzpheH2 (32.32 mg,0.12 mmol) in 8 mL CH3OH/H2O (V:V D 1:1), [Pd(bipy)Cl2] (20 mg, 0.06 mmol) was added. The mixture was heatedto 50C and adjusted to pH D 8-9 by NaOH solution, andthen stirred for 2 h. The solution was concentrated to about80% of the original volume. The complex I-a was separatedfrom the solution after a few days. Yellow crystalline, yield: 68%. IR (KBr, cm1): n(Amide&)1551, n(OCO)a 1632, n(OCO)a1383, n(Pd-N) 566, n(Pd-O) 465. 1H NMR (600 MHz, d6-DMSO) d (ppm): 3.08 (dd, J D 13.1, 4.5 Hz, 1H, CH2-H),3.29 (dd, J D 13.1, 4.5 Hz, 1H, CH2-H), 5.08-5.05 (m, 1H,CH), 6.65 (t, J D 7.5 Hz, 1H, Ar-H), 6.73 (t, J D 7.5 Hz, 2H,Ar-H), 7.09 (d, J D 3.0 Hz, 3H, Ar-H), 7.13 (d, J D 5.4 Hz,1H, Ar-H), 7.23 (d, J D 7.2 Hz, 2H, Ar-H), 7.28 (d, J D5.4 Hz, 1H, Ar-H), 7.78-7.75 (m, 1H, Ar-H), 8.02 (t, J D7.8 Hz, 1H, Ar-H), 8.26 (d, J D 7.8 Hz, 1H, Ar-H), 8.30 (t, JD 6.9 Hz, 4H, Ar-H), 8.42 (d, J D 7.8 Hz, 1H, Ar-H). ESIMS:568.03 [MCK]C. Anal. Calcd. for [Pd(bipy)(Bzphe-N,O)] (C26H21N3O3Pd, 529.06): C, 58.93; H, 3.99; N, 7.93.Found: C, 58.84; H, 4.04; N, 7.84.

Reference£º
Article; Wang, Li-Wei; Liu, Si-Yuan; Wang, Jin-Jie; Peng, Wen; Li, Sheng-Hui; Zhou, Guo-Qiang; Qin, Xin-Ying; Wang, Shu-Xiang; Zhang, Jin-Chao; Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry; vol. 45; 7; (2015); p. 1049 – 1056;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

A new synthetic route of Tris(dibenzylideneacetone)dipalladium-chloroform

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52522-40-4,Tris(dibenzylideneacetone)dipalladium-chloroform,its application will become more common.

A common heterocyclic compound, 52522-40-4,Tris(dibenzylideneacetone)dipalladium-chloroform, 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. 52522-40-4

General procedure: To 64.3 mg (0.278 mmol) of TTbQ-Me dissolved in anhydrous acetone (20 ml) in a two necked flask, 30 mg (0.278 mmol) of p-benzoquinone and 120 mg (0.116 mmol) of Pd2DBA3CHCl3 were added in sequence under inert atmosphere (Ar). The resulting mixture was stirred in the dark for 30 min, filtered on a celite filter and evaporated under vacuum to a small volume. Addition of Et2O induces the precipitation of the complex which was filtered off and dried in a desiccator for 5 h. 82.2 mg of the title compound as a red solid were obtained (yield 80percent).

Reference£º
Article; Canovese, Luciano; Visentin, Fabiano; Santo, Claudio; Bertolasi, Valerio; Journal of Organometallic Chemistry; vol. 749; (2014); p. 379 – 386;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

New downstream synthetic route of 52522-40-4

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,Tris(dibenzylideneacetone)dipalladium-chloroform,52522-40-4,its application will become more common.

The catalyst was prepared according to the reported procedure in the literature [36], which briefly will explain here. A solution containing Pd2(dba)3.CHCl3 (0.149g, 0.15mmol) and Pt(Ph2Ppy)2Cl2 (0.237g, 0.30mmol) in 50mL of dichloromethane was heated in reflux condition for 2h under nitrogen atmosphere. Then the solution was cooled to room temperature, and diethyl ether was added slowly to precipitate a greenish brown solid. The precipitate was collected by filtration and dried by vacuum. Yield 0.085g, 73percent. C34H28Cl2N2P2PdPt (MW=898.95): calcd. C 45.43, H 3.14, N, 3.12. Found: C 45.21, H 3.13, N 3.48. 1H NMR in CDCl3: delta 9.61?9.50 (m, 2H), 7.75?7.32 (m, 24H), 6.78?6.67 (m, 2H). 31P NMR in CDCl3: delta?7.6 (d, 3JPaPb=14Hz, 1JPtP=4047Hz, 1P, Pa bonded to the Pt), 32.4 (d, 3JPaPb=14Hz, 1JPtP=111Hz, 1P, Pb bonded to the Pd) ppm.

Reference£º
Article; Gholinejad, Mohammad; Shahsavari, Hamid R.; Razeghi, Mehran; Niazi, Maryam; Hamed, Fatemeh; Journal of Organometallic Chemistry; vol. 796; (2015); p. 3 – 10;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

The origin of a common compound about 52522-40-4

To 64.3 mg (0.278 mmol) of TTbQ-Me dissolved in anhydrous acetone (20 ml) in a two necked flask, 30 mg (0.278 mmol) of p-benzoquinone and 120 mg (0.116 mmol) of Pd2DBA3CHCl3 were added in sequence under inert atmosphere (Ar). The resulting mixture was stirred in the dark for 30 min, filtered on a celite filter and evaporated under vacuum to a small volume. Addition of Et2O induces the precipitation of the complex which was filtered off and dried in a desiccator for 5 h. 82.2 mg of the title compound as a red solid were obtained (yield 80percent). 1H NMR (CDCl3, T 298 K, ppm) d: 1.37 (s, 9H, tBu), 2.99 (s, 3H,CH3 quinoline), 5.62 (broad AB system, 4H, CH]CH), 7.51 (d, 1H,J 8.4 Hz, H3), 7.58 (dd, 1H, J 8.1, 7.3 Hz, H6), 7.93 (dd, 1H, J 8.1,1.3 Hz, H5), 8.02 (dd, 1H, J 7.3, 1.3 Hz, H7), 8.22 (d, 1H, J 8.4 Hz,H4).13C{1H} NMR (CDCl3, T 298 K, ppm) d: 29.6 (CH3, CH3 quinoline),30.9 (CH3, CMe3), 54.6 (C, CMe3), 100.5 (bs, CH, CH]CH), 123.8 (CH, C3), 125.9 (CH, C6), 128.0 (C, C10), 130.3 (C, C8), 130.6 (CH, C5),138.3 (CH, C4), 138.8 (CH, C7), 149.4 (C, C9), 165.0 (C, C2), 186.9 (C,CO), 188.4 (C, CO).1H NMR (CD2Cl2, T 193 K, ppm) d: 1.26 (s, 9H, tBu), 2.87 (s, 3H,CH3 quinoline), 4.71 (d, 1H, J 5.8 Hz, CH]CH), 4.92 (d, 1H, J 5.8 Hz,CH]CH), 6.10 (d, 1H, J 9.8 Hz, CH]CH), 6.22 (d, 1H, J 9.8 Hz,CH]CH), 7.51 (d, 1H, J 8.4 Hz, H3), 7.58 (dd, 1H, J 8.1, 7.3 Hz, H6),7.96 (dd, 1H, J 8.1, 1.3 Hz, H5), 8.01 (dd, 1H, J 7.3, 1.3 Hz, H7), 8.26(d, 1H, J 8.4 Hz, H4).13C{1H} NMR (CD2Cl2, T 193 K, ppm) d: 29.0 (CH3, eCH3 quinoline),30.3 (CH3, CMe3), 54.9 (C, CMe3), 63.5 (s, CH, CH]CH), 67.6 (s,CH, CH]CH), 124.2 (CH, C3), 126.2 (CH, C6), 127.9 (C, C10), 128.9 (C,C8), 131.1 (CH, C5), 134.5 (s, CH, CH]CH), 135.3 (s, CH, CH]CH),138.8 (CH, C4), 139.2 (CH, C7), 149.2 (C, C9), 165.0 (C, C2), 186.6 (C,CO), 188.3 (C, CO). IR (KBr pellets): -CN 1575, nCO 1613; 1636 cm1. Anal calc. for C20H21NO2PdS: C, 53.88; H, 4.75; N, 3.14. Found C,53.71; H, 4.79; N, 3.01percent.

A new synthetic route of 14871-92-2

[Pd(bpy)Cl2] (.67 g, 2 mmol) was suspended in 200 mlacetone-water (3:1 v/v) and AgNO3 (.68 g, 4 mmol) wasadded with constant stirring. This mixture was heated at328 K with stirring in the dark for 6 h followed by stirringfor 16 h at room temperature. The AgCl precipitatewas removed by filtration using Whatman 42 filter paper.The clear yellow filtrate was mixed with mu-paraxylidinebisdithiocarbamatedisodium salt (.33 g, 1 mmol).The reaction mixture was subsequently stirred for 5 h at318 K and then filtered. The clear solution was concentratedto 5 ml at 318 K. The resulting yellow precipitatewas filtered and washed with small amounts of acetoneand resolved in 300 ml doubly distilled water at 318 K.The solution was filtered to remove turbidity. The clearsolution was then concentrated to 5 ml and refrigeratedovernight. The yellow precipitate was filtered and washedwith small amounts of cold distilled water and acetoneand dried in an oven at 318 K. The synthesis of the complexcan be summarized by Figure 1. Yield: .572 g(65%), Decomposition ranges: 520-523 K. Anal. Calcd.for C30H26N6S4Cl2Pd2: C, 40.86; H, 2.95, N, 9.53%.Found: C, 40.85; H, 2.96, N, 9.55%. Molar conductance,LambdaM (H2O, Omega-1 mol-1 cm2): 243. FT-IR (KBr pellets,cm-1): 1541 upsilon (C-N); 1022 upsilon (C-S) and 1385 (NO3- ion).UV-Vis data (water, lambdamax/nm (logepsilon): 308 (3.43), 247 (3.79) and 188 (3.95). 1H NMR (500 MHz, DMSO-d6,ppm, d = doublet, t = triplet and m = multiple): 7.66 (m,1H, H-a), 8.23 (m, 2H, H-b), 8.48 (d, 2H, H-c), 7.79(t, 2H, H-5,5), 8.30 (t, 2H, H-4,4), 8.57 (d, 2H, H-3,3),8.88 (d, 2H, H-6,6) (Figure S1).

Reference£º
Letter; Saeidifar, Maryam; Sohrabi Jam, Zahra; Shahraki, Somayeh; Khanlarkhani, Ali; Javaheri, Masoumeh; Divsalar, Adeleh; Mansouri-Torshizi, Hassan; Akbar Saboury, Ali; Journal of Biomolecular Structure and Dynamics; vol. 35; 12; (2017); p. 2557 – 2564;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

Some scientific research about Tris(dibenzylideneacetone)dipalladium-chloroform

52522-40-4 A common heterocyclic compound, 52522-40-4,Tris(dibenzylideneacetone)dipalladium-chloroform, 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.

Some scientific research about [1,1′-Bis(diphenylphosphino)ferrocene]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,72287-26-4,[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II),its application will become more common.

72287-26-4 A common heterocyclic compound, 72287-26-4,[1,1′-Bis(diphenylphosphino)ferrocene]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.

To a solution of Example 246A (48 mg, 0.11 mmol) and Example 246B (25 mg, 0.11 mmol) in EtOH (1 mL) and toluene (1 mL) under an argon atmosphere were added 2M Na2CO3 (0.165 mL, 0.33 mmol) followed by Pd(PPh3)4 (13 mg, 0.011 mmol)). The resulting suspension was stirred under argon at 85¡ã C. for 2 hours. The reaction was cooled to ambient temperature, concentrated and purified by preparative HPLC to give the title compound (8.8 mg). HPLC Rt=2.203 min. m/z=446.08., 72287-26-4

Reference£º
Patent; Fink, Brian E.; Gavai, Ashvinikumar V.; Vite, Gregory D.; Han, Wen-Ching; Misra, Raj N.; Xiao, Hai-Yun; Norris, Derek J.; Tokarski, John S.; US2005/250753; (2005); A1;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method

New downstream synthetic route of 52522-40-4

52522-40-4, General procedure: To 64.3 mg (0.278 mmol) of TTbQ-Me dissolved in anhydrous acetone (20 ml) in a two necked flask, 30 mg (0.278 mmol) of p-benzoquinone and 120 mg (0.116 mmol) of Pd2DBA3CHCl3 were added in sequence under inert atmosphere (Ar). The resulting mixture was stirred in the dark for 30 min, filtered on a celite filter and evaporated under vacuum to a small volume. Addition of Et2O induces the precipitation of the complex which was filtered off and dried in a desiccator for 5 h. 82.2 mg of the title compound as a red solid were obtained (yield 80percent).