Category: 250285-32-6

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Finely powdered (CH3CN)2PdCl2 (25.9 mg, 1.00 mmol) was suspended in CH3CN (5 mL) and (S)-alpha,N,N- trimethylbenzylamine (173 muL, 157 mg, 1.05 mmol) was added. The solution was heated to 800C for 5 min and finely powdered K2CO3 (691 mg, 5.00 mmol) was added. The stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min). IPr-HCl (467 mg, 1.10 mmol) was added and the mixture was stirred at 800C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2Cl2, CH2Cl2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL), and the solvents were evaporated. The products were triturated with hexanes (25 mL). After drying in high vacuum, IPr-PdCl-(A2N C-(S)-a-MeBnNMe2) (542 mg, 80%) was obtained as beige solid. 1H NMR (CDCl3, 400 MHz) delta: 7.46 (t, J= 8.0 Hz5 2H), 7.34 (d, J= 4.4 Hz, 2H); 7.30- 7.25 (m, 3H), 7.24 (d, J= 1.6 Hz, IH); 7.19 (d, J= 1.6 Hz), 7.04 (rn, IH), 6.80 (td, J= 7.2, 1.2 Hz, IH), 6.74 (m, IH), 6.70 (dd, J= 7.2, 2.0 Hz, IH), 6.55 (d, J= 6.8 Hz5 IH), 3.81 (m, IH), 3.67 (m, IH), 3.10 (q, J= 6.4 Hz, IH), 2.92 (m, IH), 2.45 (m, IH), 2.37 (s, 3H), 2.27 (s, 3H), 1.52 (d, J= 6.8 Hz, 3H), 1.44 (d, J= 6.8 Hz, 3H), 1.20 (d, J= 6.8 Hz, 3H), 1.17 (d, J= 5.6 Hz, 3H)5 1.15 (d, J= 5.6 Hz, 3H), 1.08 (d, J= 6.8 Hz, 3H), 0.96 (d, J= 6.4 Hz, 3H), 0.90 (d, J= 6.8 Hz, 3H), 0.46 (d, J= 6.4 Hz, 3H). 13C NMR (CDCl3,100 MHz) delta: 178.0, 154.5, 149.4, 147.9, 147.6, 144.8, 144.7, 136.5, 136.1, 136.0, 129.8, 129.5, 125.2, 125.2, 124.1, 123.8, 123.7, 122.7, 121.1, 75.3, 50.0, 46.6, 29.0, 29.0, 28.4, 28.2, 27.0, 26.8, 26.0, 25.3, 23.6, 23.4, 22.8, 22.6.

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

IPr-HCI (82.04 mg, 0.193 mmol), [Pd(allyl)(M-CI)]2 (35.3 mg, 0.0965 mmol), a magnetic stir bar and acetone (0.8 mL) were charged to a vial . The mixture was stirred at 60 C for 1 h. Then the solvent was removed and dried under vacuum. The product was obtained as a yellow powder in a 99% (117 mg). XH NMR (400 MHz, CDCIs): delta (ppm) = 9.16 (s, 1H), 8.28 (d, J = 1.62 Hz, 2H), 7.54-7.50 (m, 2H), 7.32 (d, J = 7.17 Hz, 4H), 5.16-5.10 (m, 1H), 3.76 (s, 2H), 2.67 (d, J = 11.57 Hz, 2H), 2.48-2.44 (m, 4H), 1.27 (d, J = 6.79 Hz, 12H), 1.20 (d, J = 7.20 Hz, 12H).13C {XH} NMR (100 MHz, CDCIs): delta (ppm) = 5144.9 (C), 136.8 (CH), 131.8 (C), 129.7 (C), 127.3 (CH), 124.4 (CH), 108.9 (C), 60.3 (CH), 28.8 (CHs), 24.4 (CHs), 23.8 (CHs). Elemental analysis: Expected : C 59.07, H 7.27 N 4.59, Found : C 58.90 H 7.17 N 4.57.

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; UMICORE AG & CO. KG; NOLAN, Steven P.; (47 pag.)WO2018/115029; (2018); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

Finely powdered PdCl2 (177 mg, 1.00 mmol) was suspended in CH3CN (5 mL), and N- benzyldimethylamine (160 muL, 143 mg, 1.05 mmol) were added. The solution was heated to 8O0C with stirring a until clear, orange solution was formed (approx. 20 min). Finely powdered K2CO3 (691 mg, 5.00 mmol) was added and the stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min) . IPr-HCl (467 mg, 1.10 mmol) was added and the mixture was stirred at 8O0C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2Cl2, CH2Cl2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL), and the solvents were evaporated. The products were triturated with hexanes (25 mL). After drying in high vacuum, IPr- Pd(dmba)Cl (543 mg, 82%) was obtained as beige solid. 1H NMR (CDCl3, 400 MHz) delta: 7.40 (t, J= 7.6 Hz, 2H), 7.30 (d, J= 7.6 Hz, 2H); 7.21 (s, 2H), 6.82-6.70 (m, 3H), 6.53 (d, J = 7.6 Hz, IH), 3.46 (s, 2H), 3.37 (m, 2H), 3.15 (m, 2H)5 2.39 (s, 6H)5 1.49 (d, J= 6.8 Hz, 6H), 1.18 (d, J= 6.8 Hz, 6H), 1.02 (d, J= 6.8 Hz, 6H), 0.81 (d, J= 6.4 Hz, 6H). 13C NMR (CDCl3, 100 MHz) delta: 177.5, 150.5, 147.8, 147.8, 144.7, 136.2, 136.1, 129.7, 125.4, 124.6, 124.0, 123.8, 122.6, 121.5, 72.6, 49.8, 29.0, 28.3, 26.4, 26.2, 23.2, 23.2. Anal, calcd for C36H48ClN3Pd (665.67): C, 65.05; H, 7.28; N, 6.32. Found: C, 65.14; H, 7.41; N, 6.53.

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

General procedure: Under an N2 atmosphere, the mixture of imidazolium salts 1 (1.1 mmol), benzoxazole or benzothiazole (2.0 mmol), PdCl2 (1.0 mmol) and K2CO3 (1.1 mmol) was stirred in anhydrous THF (10 mL) under reflux for 16 h. After cooling, filtration and evaporation,the residue was purified by preparative TLC on silica gelplates eluting with CH2Cl2 to afford the corresponding N-heterocyclic carbene-palladium(II) complexes 3a-d.

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Wang, Tao; Xie, Huanping; Liu, Lantao; Zhao, Wen-Xian; Journal of Organometallic Chemistry; vol. 804; (2016); p. 73 – 79;,
Chiral Catalysts
Chiral catalysts – SlideShare

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 4.23.1. [1,3-Bis(2,6-di-iso-propylphenyl)imidazol-2-ylidene] copper(I) chloride, (IPr)CuCl [23] An oven-dried Schlenk flask containing 1,3-bis(2,6-di-iso-propylphenyl) imidazolium chloride (849.0 mg, 2.00 mmol), CuCl (198.0 mg, 2.00 mmol), NaOt-Bu (192.0 mg, 2.00 mmol) was evacuated and refilled with argon three times. THF (10 mL) were added to this Schlenk flask. The resulting suspension was stirred at room temperature for 4 h. Then, it was filtered through Celite in glovebox. Yield: 81%; white powder; IR (KBr): 3160, 3137, 3070, 2968, 2926, 2869, 1963, 1577, 1469, 1456, 1405, 1383, 1327, 1114, 1104, 1212, 1058, 937, 946, 809, 765, 742, 699 cm 1; 1H NMR (400 MHz, CDCl3): d = 7.48 (t, J = 8.0 Hz, 2H), 7.29 (d, J = 7.6 Hz, 4H), 7.11 (s, 2H), 2.53-2.60 (m, 4H), 1.30 (d, J = 12 Hz, 12H), 1.22 (d, J = 6.8 Hz, 12H); 13C NMR (100 MHz, CDCl3): d = 180.6, 145.6, 134.4, 130.6, 124.2, 123.2, 28.8, 24.9, 23.9.

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Wu, Shaoxiang; Guo, Jiyi; Sohail, Muhammad; Cao, Chengyao; Chen, Fu-Xue; Journal of Fluorine Chemistry; vol. 148; (2013); p. 19 – 29;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

General procedure: A 20 mL vial was charged with the NHC¡¤HCl (300 mg, 1 equiv.) and the zinc salt (1 equiv.). Tetrahydrofuran (5 mL) was added, the vial was sealed with a screw-cap and the reaction was stirred at 60C for two hours. The mixture was allowed to reach room temperature and the solvent was removed under reduced pressure toafford the desired product. 2.2.1. Synthesis of [IPrH][ZnCl3] (4a) Colorless solid (368 mg, 93%). 1H NMR (400 MHz, CDCl3, 298 K): delta = 1.14 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 1.31 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 2.53 (sept, 3JH-H = 6.9 Hz, 4H, CH-CH3), 7.32 (d, 3JH-H = 7.7 Hz, 4H, CH phenyl), 7.55 (t, 3JH-H = 7.8 Hz, 2H, CH phenyl), 8.00 (s, 1H, H2), 8.46 (s, 2H, H4 and H5). 13C-{1H} NMR (75 MHz, CDCl3, 298 K): delta = 24.0 (s, CH-CH3), 25.0 (s, CH-CH3), 29.0 (s, CH-CH3), 124.8 (s, CH Ar), 128.6 (s, CH Ar), 129.9 (s, CIV), 132.2 (s, CIV), 134.3 (s, C2), 145.6 (s, C4 and C5). Anal. Calcd for C27H37Cl3N2Zn: C, 57.77; H, 6.64; N, 4.99. Found: C, 57.84; H, 6.61; N, 5.05.

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Santoro, Orlando; Nahra, Fady; Cordes, David B.; Slawin, Alexandra M.Z.; Nolan, Steven P.; Cazin, Catherine S.J.; Journal of Molecular Catalysis A: Chemical; vol. 423; (2016); p. 85 – 91;,
Chiral Catalysts
Chiral catalysts – SlideShare

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under an N2 atmosphere, the mixture of imidazolium salts 1 (1.1 mmol), benzoxazole or benzothiazole (2.0 mmol), PdCl2 (1.0 mmol) and K2CO3 (1.1 mmol) was stirred in anhydrous THF (10 mL) under reflux for 16 h. After cooling, filtration and evaporation,the residue was purified by preparative TLC on silica gelplates eluting with CH2Cl2 to afford the corresponding N-heterocyclic carbene-palladium(II) complexes 3a-d. Complex (3a): 458.4 mg, 67% yield, orange solids. mp:139-142 C. 1H NMR (400 MHz, CDCl3): delta 8.30 (s, 1H, OCH]N), 8.02-8.00 (m, 1H, ArH), 7.51 (t, J 7.8 Hz, 2H, ArH), 7.40-7.36 (m, 5H,ArH), 7.30-7.23 (m, 2H, ArH), 7.16 (s, 2H, NCH ), 3.25-3.15 (m, 4H,CH(CH3)2), 1.49 (d, J 6.6 Hz, 12H, CH3CHCH3), 1.13 (d, J 6.9 Hz,12H, CH3CHCH3). 13C NMR (100 MHz, CDCl3): delta 156.5 (Pd-Ccarbene), 153.5, 148.4, 145.9, 134.1, 129.3, 125.3, 125.1, 124.0, 123.7, 123.0, 120.5, 27.8, 25.4, 22.1. IR (KBr, cm-1): y 3122, 3091, 2965, 2927,2866, 1593, 1529, 1454, 1414, 1382, 1348, 1137, 800, 756, 708. Anal.Calcd. for C34H41Cl2N3OPd: C, 59.61; H, 6.03; N, 6.13. Found: C,59.58; H, 6.08; N, 6.09%.

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Tao; Xie, Huanping; Liu, Lantao; Zhao, Wen-Xian; Journal of Organometallic Chemistry; vol. 804; (2016); p. 73 – 79;,
Chiral Catalysts
Chiral catalysts – SlideShare

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

taken the imidazole chlorine salt [(R 1 NCHCHNR 1) CH]Cl (0.42 g, 1.0 mmol), ferrous bromide (0.22 g, 1.0 mmol) and sodium bromide (0.33 g, 3.2 mmol), in thf as the solvent, the 60 C reaction under 16 hours. Centrifugal, supernatant fluid transfer, remove precipitation, is added to the supernatant liquid of the three ring hexyl phosphine (0.28 g, 1.0 mmol), in 30 C reaction under 6 hours. Vacuum to remove the solvent, hexane washing, drying, in a mixed solvent of toluene and tetrahydrofuran extraction, centrifugal supernatant fluid transfer, after concentrating the serum to obtain a target product, yield 85%.

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Suzhou University; sun, hongmei; li, zhuang; liu, ling; chen, qi; (17 pag.)CN105541922; (2016); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under air environment, a 25 mL single-necked round-bottom flask, equipped with a magnetic bar, was charged with LiCl (4 mmol 170 mg) and PdCl2 (2 mmol 354 mg), then 10 mL MeOH was added into the flask. The resultant mixture was then stirred at rt for 8 hours to generate LiPdCl4-MeOH solution. After that, a 50 mL double-necked round-bottom flask, equipped with a magnetic bar, was charged with NaOAc (2 mmol 164 mg) and acetophenone oxime 5. Then, the flask was sealed with a rubber septum, and LiPdCl4-MeOH solution (2 mmol) was injected through the septum. The mixture was allowed to stirred at rt for 3 days. After this time, the reaction mixture was filtrated, washed by MeOH, and then dried under vacuum to afford palladacycle dimmer without further purification. Under Nitrogen, to a Schlenk flask charged with KOtBu (1.3 mmol 146 mg), palladacycle complex (0.5 mmol 290 mg) and excess NHC?HCl (1.25 mmol 531 mg) was added dry THF distilled from sodium/benzophenone at room temperature. The resultant mixture was allowed to stirred at rt for 2 days. Extraction with ethyl acetate, dried over anhydrous Na2SO4. After concentrated, the residue was purified by flash column chromatography using hexane-EtOAc=5:1 as eluent to afford the desired N-heterocyclic carbene palladium complex 6.

As the paragraph descriping shows that 250285-32-6 is playing an increasingly important role.

Reference£º
Article; Shen, An; Ni, Chen; Cao, Yu-Cai; Zhou, Hui; Song, Gong-Hua; Ye, Xiao-Feng; Tetrahedron Letters; vol. 55; 21; (2014); p. 3278 – 3282;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

A microwave -vial was loaded with NHC HCl (0.55 mmol), palladium(II) chloride (89 mg, 0.50 mmol), potassium carbonate (345 mg, 2.5 mmol), 3-chloropyridine (2 mL) and a magnetic bar. The mixture was heated in a microwave reactor for 45 min at 200 C. The mixture was diluted with methylene chloride, filtered over a plug of silica gel that was covered with celite and the silica gel was rinsed with methylene chloride. The solvent and excess chloropyridine were removed in vacuo, the product was triturated in pentane and the pentane was decanted. Drying in vacuo afforded the desired products as yellow solids.(IPr)PdCl2(3-chloropyridine):309 mg (88 %) of the title compound were obtained using IPr-HCl (234 mg, 0.550 mmol). 1H NMR (300 MHz, CDCI3): delta (ppm) = 8.60 (d, 3J= 2.4 Hz, 1H), 8.52 (dd, 3J = 5.5 Hz, 3J= 1.3 Hz, 1H), 7.55 (ddd, 3J= 8.2 Hz, 3J= 2.3 Hz, 3J= 1.3 Hz, 1H), 7.50 (t, 3J = 7.8 Hz, 2H), 7.35 (d, 3J= 7.7 Hz, 4H), 7.14 (s, 2H), 7.07 (dd, 3J= 8.2 Hz, 3J= 5.5 Hz), 3.16 (sept, 3J= 6.7 Hz, 4H), 1.48 (d, 3J= 6.6 Hz, 12H), 1.12 (d, 3J= 6.9 Hz, 12H).

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; UNIVERSITY OF HAWAII; NAVARRO, Oscar; WINKELMANN, Ole, H.; WO2011/71881; (2011); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare