September 15, 2020 | Catalyst palladium

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

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

To a yellow suspension containing 0.20 g (0.60 mmol) of [Pd(bpy)Cl2] in water (20 mL)was added 0.08 g (0.60 mmol) of HaptHCl. After the mixture was stirred at 50 C for 7 h, theresulting yellow solution was filtered. To the yellow filtrate was added an aqueous solution ofNaClO4 (2 M, 10 mL), followed by standing at room temperature for 1 d. The resulting yellowcrystals of [1](ClO4)4 suitable for X-ray analysis were collected by filtration. Yield: 0.32 g (87%).

Reference£º
Article; Kouno, Masahiro; Miyashita, Yoshitaro; Yoshinari, Nobuto; Konno, Takumi; Chemistry Letters; vol. 44; 11; (2015); p. 1512 – 1514;,
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

Some scientific research about 14871-92-2

The new bimetallic dinuclear complex, [{PdCl(bipy)}{l-(NH2(CH2)6H2N)}{PtCl(bipy)}]Cl(ClO4), was synthesized by modificationof the procedure reported in the literature [25]. The complex[PtCl2(bipy)] (100.0 mg, 0.236 mmol) was dissolved in DMF(10 cm3) and a solution of AgClO4 (49.1 mg, 0.236 mmol) in DMF(5 cm3) was added. The mixture was stirred overnight in the dark,at room temperature. The precipitate AgCl was removed by filtrationand the resulting pale yellow solution of [PtCl(bipy)(DMF)]ClO4 was kept in a refrigerator to cool down. A suspension of[PdCl2(bipy)] complex (73.5 mg, 0.220 mmol) in 10 cm3 of DMFwas heated with stirring at 303-313 K for about 30 min. After that,the solution of 1,6-diaminohexane (25.5 mg, 0.220 mmol) in 5 cm3DMF was added dropwise. The mixture was stirred at room temperaturefor 5 h in the dark. The filtrate [PtCl(bipy)(DMF)]ClO4was added to the resulting mixture. The clear yellow solutionwas stirred for 3 h at 323 K and then for 24 h at room temperature.The solution was then evaporated and the residue washed withether. A light yellow powder was obtained and left to dry in theair. Yield (63.8 mg, 62%). Anal. Calc. for PtPdCl4O4N6C26H32(FW = 935.88): C, 33.37; H, 3.45; N, 8.98. Found: C, 33.07; H,3.80; N, 8.73%. 1H NMR characterization (D2O, 200 MHz). 1H NMR(d, ppm): 1.35-1.50 (m, CH2 C3, C4), 1.60-1.80 (m, CH2 C2, C5),2.95-3.06 (m, CH2 C1, C6), 7.30-7.42 (d, CH H5/H50(1)), 7.45-7.60 (d, CH H5/H50(2)), 7.65-7.84 (m, CH H4/H40(1)), 8.05-8.15(m CH H4/H40(2)), 8.17-8.28 m, CH H3/H30(1)), 8.32-8.40 (m, CHH3/H30(2)), 8.42-8.48 (d CH H6/H60(1)), 8.50-8.58 (d CH H6/H60(2)). IR (KBr, 4000-300 cm1): 3438 (N-H stretch); 2853, 2927(CH2 stretch); 1610 (CN stretch); 1089 (perchlorate counterion); 765, 812 (N-H wagging) (Fig. S1).

Reference£º
Article; Jovanovi?, Sne?ana; Petrovi?, Biljana; Petkovi?, Marijana; Bugar?i?, ?ivadin D.; Polyhedron; vol. 101; (2015); p. 206 – 214;,
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.

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).

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

General procedure: 0.1127g (0.4871mmol) of Me-TtBQ, 0.1755g (1.218mmol) of dmfu and 0.2101g (0.2030mmol) of [Pd2(DBA)3¡¤CHCl3] were dissolved under inert atmosphere (Ar) in 30ml of anhydrous acetone. The mixture was stirred for 60min and eventually treated with active charcoal for 5/10min and filtered on Celite filter. The resulting yellow solution was dried under vacuum and the residual treated with diethyl ether, filtered off, washed with diethyl ether in excess and dried under vacuum. 0.1452g (yield 75%) of the title compound was obtained as pale yellow microcrystals.

Reference£º
Article; Canovese, Luciano; Visentin, Fabiano; Biz, Chiara; Scattolin, Thomas; Santo, Claudio; Bertolasi, Valerio; Polyhedron; vol. 102; (2015); p. 94 – 102;,
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)

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).

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

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

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 desiccatorovernight.[(PdII(Bpy)(3-Hydroxy-4?-methoxyFla)][BF4] complex1 Yield: 129 mg, 70% (orange crystals) Found: C, 50.51;H, 3.01; N, 4.52; Calcd for C26H19BF4N2O4Pd:C, 50.64;H, 3.11; N, 4.54. UV-Vis lambdamax (CH3CN/nm)(epsilon/M-1 cm-1) (444 (25 200); 1H NMR (CD3CN, 400 MHz): delta 7.92 (d,J = 6.5 Hz, 2H), 7.85 (m, J = 21.9 Hz, 4H), 7.65 (t, J = 18.7,2H), 7.47 (d, J = 7.3 Hz, 2H), 7.28 (t, J = 11.4 Hz, 1 H),7.19 (d, J = 6.5 Hz, 2 H), 7.13 (t, J = 13.9 Hz, 1 H), 6.66 (d,J = 8.1 Hz, 2 H); 13C NMR (CD3CN, 400 MHz): delta = 181.44,161.13, 153.96, 153.65, 152.62, 151.82, 150.65, 148.54,148.20, 140.94, 140.67, 138.01, 133.05, 129.37, 129.14,127.34, 127.27, 125.04, 124.44, 124.03, 123.10, 123.01,121.96, 121.73, 117.45, 115.53, 54.91 ppm. ESI MS: m/z(pos.) 529.04., 14871-92-2

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

New downstream synthetic route of 14871-92-2

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