246047-72-3| Page 107 of 122 | Ruthenium catalysts

Downstream synthetic route of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

With the synthetic route has been constantly updated, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium,belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO437,mainly used in chemical industry, its synthesis route is as follows.,246047-72-3

After a 50 mL two-necked flask was purged with argon, ligand 5c (10 mmol), CuCl (30 mmol, 3 eq) and 30 mL of dry DCM were sequentially added and the mixture was purged three times with argon to protect the closed system with argon balloon. Ruthenium complex 1b (12 mmol) was added under argon atmosphere, and the reaction was carried out at room temperature for 0.5 hour. After the reaction was over, silica gel was added to the filtrate to prepare a sand product. The crude product was obtained by silica gel column chromatography and then washed with methanol or pentane-DCM to obtain a yellow-green solid product 6c in a yield of 96%.

Reference£º
Patent; Zannan Science And Technology (Shanghai) Co., Ltd.; Zhan Zhengyun; (102 pag.)CN104262403; (2017); B;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Some tips on (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to ruthenium-catalysts compound, name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, and cas is 246047-72-3, its synthesis route is as follows.,246047-72-3

A suspension of 1.00 g (1.19 mmol) of [RuCl2(PCy3)(ImH2Mes)(phenylmethylene)] (commercially available from Sigma- Aldrich Inc., St. Louis, USA), 0.15 g (1.47 mmol) of copper chloride and 0.30 g (1.47 mmol) of 2-[((?,Z)-2-propenyl)-phenoxy]-propionarnide as a 3.5:1 mixture of E/Z-isomers in 75 ml of dichloromethane was stirred for 30 min at 400C. The reaction mixture was evaporated to dryness at 40C/10 mbar. The crude title product was dissolved in 100 ml of ethyl acetate and the formed suspension filtered. The filtrate was evaporated to dryness at 40 C/10 mbar. The crude title product was purified by repeated digestion with pentane / THF to yield 0.41 g (53%) of the title compound as a green solid.MS: 655.1 (M+). Anal, calcd. for C3IH37Cl2N3O2Ru: C, 56.79; H, 5.69; N, 6.41; Cl, 10.81. Found: C, 56.23; H, 5.59; N, 6.16; Cl, 10.84.Crystals of the title compound suitable for X-ray crystal structure analysis were grown by vapor diffusion of pentane into a solution of 10 mg of [RuCl2(=CH(o-OCH(Me)CONH2) Ph)(ImH2MeS)] in 0.5 ml of tetrahydrofuran at room temperature.Fig. 3 shows a labeled view of the complex of formula E.

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/124853; (2009); A1;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Downstream synthetic route of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

With the complex challenges of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium,belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO111,mainly used in chemical industry, its synthesis route is as follows.,246047-72-3

General procedure: To a Schlenk flask charged with Grubbs? catalyst 2 (0.42 g,0.50 mmol) and CuCl (0.05 g, 0.50 mmol), compound 14 (or 15, 16)(0.6 mmol) in 10 mL dry dichloromethane was added at room temperature under N2. The resulting mixture was stirred for 40 min at 40 C. After being cooled to room temperature, the reaction mixturewas filtered and the clear filtrate was collected. The solvent from the filtrate was evaporated under vacuum to give a residue. The residue was purified by silica gel chromatography (CH2Cl2:ethyl acetate 2:1 or pentanes: ethyl acetate 3:2 or 1:1) to givethe desired product as a green crystalline solid.

Reference£º
Article; Zhang, Yiran; Shao, Mingbo; Zhang, Huizhu; Li, Yuqing; Liu, Dongyu; Cheng, Yu; Liu, Guiyan; Wang, Jianhui; Journal of Organometallic Chemistry; vol. 756; (2014); p. 1 – 9;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Downstream synthetic route of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO336,mainly used in chemical industry, its synthesis route is as follows.,246047-72-3

After a 50 mL two-necked flask was replaced with argon, the ligands 3bx (10 mmol), CuCl (30 mmol, 3 eq) and 30 mL of dry DCM were sequentially added and the mixture was purged three times with argon to protect the closed system with argon balloon. Ruthenium complex 1b (12 mmol) was added under argon atmosphere, and the reaction was carried out at room temperature for 0.5 hour. After the reaction was completed, silica gel was added to the filtrate to produce sand. The crude product was obtained by silica gel column chromatography and then washed with methanol or pentane-DCM to obtain 4bx as a green solid, yield: 65%.

The important role of 246047-72-3

Name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, as a common heterocyclic compound, it belongs to ruthenium-catalysts compound, and cas is 246047-72-3, its synthesis route is as follows.,246047-72-3

To a solution of 6e (33.0 mg, 0.05 mmol) in anhydrous CH2Cl2 (6.0 ml) was added 2ndgeneration Grubbs catalyst (39.7 mg, 0.05 mmol) and CuCl (I) (4.6 mg, 0.05 mmol)under nitrogen at 30 C and stirred for 3 h. The reaction mixture was concentrated invacuo, and the residue was purified by column chromatography on silica gel (hexane /CH2Cl2 = 1 / 1) to give 2i (25.2 mg, 46%).Green crystals; mp 116.3-117.0 C; 1H NMR (270 MHz, CDCl3) delta 0.86 (d, J = 6.2 Hz,6H), 2.50 (br s, 18H), 4.23 (s, 4H), 4.45-4.54 (m, 1H), 7.07-7.12 (m, 6H), 7.26-7.54 (m,3H), 7.62 (d, J = 2.2 Hz, 1H), 7.80-7.87 (m, 4H), 16.51 (s, 1H); 19F (466 MHz, CDCl3)delta -80.6 (3F), 109.6 (2F), -121.1 (4F), -121.7 (4F), -122.5 (2F), -125.9 (2F); 13C NMR(68 MHz, CDCl3) delta 15.3, 22.1, 22.7, 66.0, 77.3, 110.3-119.9 (m, C8F17), 123.9, 124.3,124.7, 126.4, 127.3, 127.7, 127.9, 128.2, 129.1, 131.7, 132.8, 133.5, 133.7, 135.8, 136.3,155.8; IR (FT) 2919, 2360, 1605, 1481, 1398, 1242, 1207, 1145, 1109, 1094, 743 cm-1;HRMS (FAB) m/z [M+H]+ calcd for C49H44Cl2F17N2ORu 1172.1689; found 1172.1731.

Reference£º
Article; Kobayashi, Yuki; Suzumura, Naoki; Tsuchiya, Yuki; Goto, Machiko; Sugiyama, Yuya; Shioiri, Takayuki; Matsugi, Masato; Synthesis; vol. 49; 8; (2017); p. 1796 – 1807;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Some tips on (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

Grubbs’ second generation catalyst (226 mg, 1 eq) and copper (I) chloride (26 mg, 1 eq) were charged in a Schlenk tube and degassed. A degassed solution of compound C4 (26 mg, 21 eq.) in anhydrous dichloromethane (50 mL) was transferred via cannula to the solid. The mixture was heated at 30 C. for 60 min. The solvent was removed in vacuo and the residue was purified by chromatography on silica gel (PE/EA) to afford compound C5 (202 mg) as a green solid in 100% yield. 31P NMR (CDCl3, 161.8 MHz) delta (ppm) 22.88 (s, 1P); HRMS (ES+): m/z=764 (M+H+).

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

Reference£º
Patent; Idenix Pharmaceuticals, Inc.; Parsy, Christophe Claude; Alexandre, Francois-Rene; Bonnaterre, Florence Marie-Emilie; Surleraux, Dominique; US9115095; (2015); B2;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Some tips on (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

A suspension of 1.00 g (1.18 mmol) of [RuCl2(PCy3)(ImH2Mes)(phenylmethylene)] (commercially available from Sigma- Aldrich Inc., St. Louis, USA), 0.13 g (1.30 mmol) of copper chloride and 0.36 g (1.30 mmol) of 2-[((?,Z)-2-propenyl)-phenoxy]-l -pyrrolidine- 1-yl- propan-1-one as a 4:1 mixture ofE/Z-isomers in 75 ml of dichloromethane was stirred for 30 min at 400C. The reaction mixture was evaporated to dryness at 400C/ 10 mbar. The residue was stirred in 60 ml of ethyl acetate for 30 min at room temperature. The dark green suspension was filtered and the filtrate was evaporated to dryness at 40C/10 mbar. The crude title product was purified by silica gel chromatography (dichloromethane/methanol 98:2) to yield 0.52 g (62% yield) of the title compound as a green powder.MS: 709.2 (M+). Anal, calcd. for C35H43Cl2N3O2Ru ? 0.85 CH2Cl2: C, 55.04; H, 5.76; N, 5.37, Cl 16.83. Found: C, 54.52; H, 5.74; N, 5.29, Cl 16.82.

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

The important role of 246047-72-3

To a solution of 18 (10.5 g, 22.4 mmol) in THF (120 mL) was added TBAF (1.0 mol/L in THF, 90 mL, 90 mmol) at 20 C, and the mixture was stirred for 5 h. Then, the mixture was concentrated under reduced pressure, and the residue was purified by recrystallization (PhH + H2O) to give 19 (7.50 g, 21.2 mmol, 95%) as a colorless needle. 19: mp 217e219 C; [a]D24 39.7 (c 0.0350, CHCl3); IR (KBr) n 3484, 3054, 3026, 2891, 1436, 1380, 1265, 1103, 1031, 861, 828, 801, 744, 678, 549, 476 cm1; 1H NMR (400 MHz, CDCl3) d 2.36e2.45 (1H, m), 2.66 (1H, ddd, J 3.6, 8.3, 15.9 Hz), 2.80 (1H, s), 3.34 (1H, t, J 8.5 Hz), 3.39 (1H, ddd, J 4.0, 9.7, 19.4 Hz), 3.53 (1H, dt, J 5.2, 9.7 Hz), 3.65 (1H, t, J 9.3 Hz), 3.77 (1H, t, J 10.5 Hz), 3.89 (1H, t, J 8.8 Hz), 4.07 (1H, brqd, J 2.9, 15.3 Hz), 4.35e4.40 (2H, m), 5.73(1H, s), 5.82e5.88 (1H, m), 5.92e5.98 (1H, m), 7.46e7.50 (2H, m), 7.62 (1H, d, J 8.5 Hz), 7.82e7.88 (3H, m), 7.99 (1H, s); 13C NMR (100 MHz, CDCl3) d 34.3 (CH2), 68.5 (CH2), 68.9 (CH2), 69.9 (CH), 73.6 (CH), 76.4 (CH), 80.9 (CH), 87.8 (CH), 101.9 (CH), 123.8 (CH), 125.8 (CH), 126.1 (CH), 126.4 (CH), 127.3 (CH), 127.7 (CH), 128.2 (CH),128.4 (CH), 131.7 (CH), 132.9 (C), 133.7 (C), 134.4 (C); EI-HRMS (m/z) calcd for C21H22O5 [M]: 354.1467, found: 354.1464.

Reference£º
Article; Sato, Takuto; Nogoshi, Keisuke; Goto, Akiyoshi; Domon, Daisuke; Kawamura, Natsumi; Nomura, Yoshitaka; Sato, Daisuke; Tanaka, Hideki; Murai, Akio; Katoono, Ryo; Kawai, Hidetoshi; Suzuki, Takanori; Fujiwara, Kenshu; Kondo, Yoshihiko; Akiba, Uichi; Tetrahedron; vol. 73; 6; (2017); p. 703 – 726;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Some tips on 246047-72-3

Example 3 – Synthesis of the complex 3 according to the invention The commercially available complex G (200 mg, 0.24 mmol) was placed in a flask, to which methylene chloride was added (6 ml). This was followed by adding the compound of the formula: (63 mg, 0.47 mmol) and tricyclohexylphosphine (132 mg, 0.47 mmol). The resulting solution was stirred at a temperature of 40C for 5 hours. The reaction mixture was introduced at the top of a chromatographic column packed with silica gel (eluent: ethyl acetate/cyclohexane, 0 to 10 vol.%). After evaporating the solvents, the complex 3 was obtained as a green solid (140 mg, 72% yield). 3 H NMR (500 MHz, CD2Cl2) delta ppm: 15.85 (s, 1H), 7.07 (s, 1H), 7.00-6.96 (m, 3H), 6.66 (d, J = 8.4 Hz, 1H), 6.44 (dd, J = 7.7, 1.4 Hz, 1H), 6.24 (s, 1H), 6.20 (t, J = 7.2 Hz, 1H), 4.01-3.96 (m, 1H), 3.83-3.70 (m, 2H), 3.64-3.59 (m, 1H), 2.63 (s, 3H), 2.54 (s, 3H), 2.50 (s, 3H), 2.35 (s, 3H), 2.27 (s, 3H), 1.66-1.50 (m, 13H), 1.29 (s, 3H), 1.11-0.70 (m, 20H). 13C NMR: (125 MHz, CD2CI2) delta ppm: 281.36, 222.21, 221.66, 180.31, 148.30, 139.54, 139.17, 138.78, 137.63, 137.32, 136.98, 134.69, 130.23, 130.05, 129.70, 129.00, 122.38, 116.17, 111.26, 32.52, 32.39, 29.45, 28.92, 28.23, 28.15, 28.12, 28.04, 27.34, 27.03, 21.33, 21.14, 19.40, 18.92, 18.66, 16.76. 31P NMR (124.5 MHz, CDCI3) delta ppm: 29.11.

Reference£º
Patent; APEIRON SYNTHESIS S.A.; SKOWERSKI, Krzysztof; BIENIEK, Micha?; WO2014/16422; (2014); A1;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

New learning discoveries about 246047-72-3

With the rapid development of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

(1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, cas is 246047-72-3, it is a common heterocyclic compound, the ruthenium-catalysts compound, its synthesis route is as follows.,246047-72-3

After a 50 mL two-necked flask was purged with argon, the ligand 7t (10 mmol), 30 mL of CuCl (30 mmol, 3 eq) and 30 mL of dry DCM were sequentially added and the mixture was purged three times with argon to protect the closed system with argon balloon. Ruthenium complex 1b (12 mmol) was added under argon atmosphere, and the reaction was carried out at room temperature for 0.5 hour. After the reaction was over, silica gel was added to the filtrate to produce sand after filtration. The crude product was obtained by silica gel column chromatography, and then washed with methanol or pentane-DCM to obtain 8t as a green solid product in a yield of 87%.