Category: chiral-catalyst

7181-87-5, 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1,3-Dimethylbenzimidazolium iodide (0.24 g, 0.88 mmol)and silver(I) oxide (0.10 g, 0.44 mmol) were added to CH2Cl2(20 mL) and ethanol (20 mL), and the mixture was stirred atroom temperature for 5 h under argon atmosphere in absenceof light. Subsequently, (tht)AuCl (0.28 g, 0.88 mmol) wasadded and the reaction mixture was stirred at room temperaturefor further 9 h. The mixture was filtered throughCelite, and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography(eluent: acetone). The product was further purifiedby recrystallization from a mixture of CH2Cl2 andhexane to afford Au NHC complex 1 as colorless platecrystals (84%, 0.28 g, 0.74 mmol). M.p.: 293 C. 1H NMR(CDCl3, delta): 7.47 (s, 4H; 4,5,6,7-H in benzimidazole), 4.05 (s,6H; CH3). 13C NMR (CDCl3, delta): 179.0 (2-C in benzimidazole),133.8 (5,6-C in benzimidazole), 124.7 (ring-fusion C),111.3 (4,7-C in benzimidazole), 35.2 (N-CH3). IR (KBr, nu):2943, 2862, 1457, 1387, 746 cm-1. HRMS (FAB) m/z [M+H]+ calcd. for C9H11AuClN2: 379.0276; found, 379.0280.Anal. calcd. for C9H10AuClN2: C, 28.55; H, 2.66; Au, 52.02;N, 7.40; found: C, 28.35; H, 2.54; N, 7.42; ash, 47.0.

7181-87-5 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide 11821793, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Sathyanarayana, Arruri; Nakamura, Shin-ya; Hisano, Kyohei; Tsutsumi, Osamu; Srinivas, Katam; Prabusankar, Ganesan; Science China Chemistry; vol. 61; 8; (2018); p. 957 – 965;,
Chiral Catalysts
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33100-27-5, 1,4,7,10,13-Pentaoxacyclopentadecane is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of H3MST (323mg, 0.467mmol) and NaH (34.7mg, 1.45mmol) in 5mL of DMA was allowed to stir for 45min. After H2 evolution ceased, In(OAc)3 (137mg, 0.469mmol) was added and the solution stirred vigorously. After 2h, 5mL of Et2O was added and the solution stirred for an additional 30min, followed by filtration (see Note). The filtrate was concentrated to dryness under reduced pressure, then the residue was triturated with Et2O and dried to afford a white precipitate. The solid was collected in a medium-porosity glass fritted funnel, washed with Et2O and pentane, and dried in vacuo to yield 356mg (?90percent) of a white powder, which was used without further purification. 1H NMR (500MHz, DMSO-d6, ppm): 2.22 (s, 9H), 2.52 (br t, 6H), 2.58 (s, 18H), 2.80 (br t, 6H), 6.87 (s, 6H). A suspension of this white powder that was assumed to be [InMST] (117mg, 0.145mmol), NaOH (6.3mg, 0.16mmol) and 15-crown-5 (46muL, 0.23mmol) in 4mL THF was allowed to stir for 8h, after which the mixture was filtered with a medium-porosity glass fritted funnel into a vial. Diethyl ether was slowly allowed to diffuse into the vial and within 1day a white powdery residue formed, which was removed via filtration and the filtrate was again exposed to Et2O vapor. Over the next 5days colorless crystals formed, which were collected, washed with Et2O, and dried in vacuo to yield 65mg (40percent) of the product. 1H NMR (500MHz, CDCl3, ppm): 1.79 (s, OH), 2.26 (s, 9H), 2.58 (t, 6H), 2.72 (s, 18H), 2.92 (t, 6H), 3.62 (m, 20H), 6.87 (s, 6H). 13C{1H} NMR (500MHz, CDCl3, ppm): 21.0, 23.6, 40.2, 52.9, 69.4, 131.4, 136.5, 139.4, 140.0. FTIR (Nujol, selected bands, cm?1) nu(OH) 3561; 1602, 1563, 1113, 975, 817, 653. Anal. Calc. for [15-crown-5?NaI-(mu-OH)-InIIIMST], C47H76InN4NaO13S3: C, 49.24; H, 6.64; N, 5.10. Found: C, 49.56; H, 6.72; N, 4.92percent.

The synthetic route of 33100-27-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sickerman, Nathaniel S.; Henry, Rene?e M.; Ziller, Joseph W.; Borovik; Polyhedron; vol. 58; (2013); p. 65 – 70;,
Chiral Catalysts
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173035-10-4, 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: conditions 1), NHC.HCl (1.0mmol) was dissolved/suspended in 5mL water. Tollens? reagent was prepared by mixing silver(I) oxide (127mg, 0.548mmol) and concentrated ammonia (0.73mL, 15.3mol/L, 11mmol) until complete dissolution. The reagent was diluted with quantum satis water for a final volume of 5mL. An instantaneous precipitation was observed. After 30minat RT, the white solid was filtered and washed with water. Conditions 2), NHC.HCl (1.0mmol) was dissolved/suspended in 10mL of water or ethanol. Silver(I) oxide (127mg, 0.549mmol) and ammonia (0.65mL, 15.3mol/L, 9.9mmol) were added. After 30-200min at RT, the white solid was isolated by filtration and washed with water (IMes, SIMes) or ethanol (IPr, SIPr).

The synthetic route of 173035-10-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Gibard, Clementine; Fauche, Kevin; Guillot, Regis; Jouffret, Laurent; Traikia, Mounir; Gautier, Arnaud; Cisnetti, Federico; Journal of Organometallic Chemistry; vol. 840; (2017); p. 70 – 74;,
Chiral Catalysts
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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
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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
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141556-45-8, 1,3-Dimesityl-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

8. Chemical reaction involving potassium metal in phosphonium-based ionic liquids: generation of an NHC in a PIL; [00063] l,3-6/s(2,4,6-trimethylphenyl) imidazolium chloride (2.00 g, 5.87mmol) and an excess of potassium metal (0.35 g, 8.75 mmol), previously washedwith anhydrous THF, were added to trihexyl(tetradecyl) phosphonium chloride (10 mL). The reaction mixture was heated at 80 C under nitrogen for 24 hours. Hexanes (10 ml) were added to the resulting suspension and the solution was filtered through Celite to remove undissolved materials. Evacuation to remove hexanes gave a brown viscous residue that was characterized as a solution of trihexyl(tetradecyl) phosphonium chloride and l,3-ft/s(2,4,6-trimethylphenyl)-imidazol-2-ylidene.; 10. Formation of ./V-heterocvclic carbenes in phosphonium-based ionic liquids; [00065] l,3-&w(2,4,6-trimethylphenyl)imidazolium chloride (0.25 g, 100% 13Clabeled at C2) and a solution composed of ether free PhMgBr (2.00 mmol) dissolved in trihexyl(tetradecyl) phosphonium decanoate (5 mL) were mixed at room temperature. A small amount of toluene was added to reduce the viscosity and to facilitate stirring. NMR studies on the reaction mixtures show the presence of a major peak in the 13C NMR spectrum at 218 ppm, consistent with the formation of l,3-Z>/.s(2,4,6-trimethylphenyl) imidazol-2-ylidene.[00066] l,3-*w(2,4,6-trimethylphenyl) imidazolium chloride (2.00 g, 5.87mmol) and an excess of potassium metal (0.35 g, 8.75 mmol), previously washed with anhydrous THF, were added to trihexyl(tetradecyl) phosphonium chloride (15 mL). The reaction mixture was heated at 80 C under nitrogen for 24 hours. Hexanes (10 mL) were added to the resulting suspension and the solution was filtered through Celite. Evacuation to remove hexanes gave a reddish brown viscous material, and this residue was characterized as a solution of trihexyl(tetradecyl) phosphonium chloride and l,3-izs(2,4,6-trimethylphenyl)imidazol-2-ylidene.

As the paragraph descriping shows that 141556-45-8 is playing an increasingly important role.

Reference£º
Patent; SIMON FRASER UNIVERSITY; WO2006/7703; (2006); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14098-24-9,Benzo-18-crown 6-Ether,as a common compound, the synthetic route is as follows.

A mixture of 3a (1 mmol) and benzo[18]krown-6 (312 mg, 1 mmol) in trifluoroacetic acid (2 mL) was kept for 24 h at room temperature. The solvent was removed under reduced pressure. The residue was diluted in aqueous ethanol and neutralized with a triethylamine to pH = 7. The obtained solution was stayed for 3 days in an open vessel. The precipitated product was separated by filtration and washed three times with water (3 * 5 mL) and dried in vacuo at 120 C. Yellow crystals; Yield 50%; Mp 240-242 C. 1H NMR (400 MHz, DMSO-d6) delta 8.66 (s, 1H), 8.48 (dd, J = 8.0, 2.0 Hz, 1H), 8.23 (d, J = 2.0 Hz, 1H), 7.22 (d, J = 8.0 Hz, 1H), 4.24-4.20 (m, 4H), 3.86-3.80 (m, 4H), 3.67-3.62 (m, 4H), 3.62-3.60 (m, 4H), 3.55 (s, 4H). 13C NMR (101 MHz, DMSO-d6+CCl4) delta 154.58, 154.04, 153.99, 152.08, 148.14, 143.60, 129.32, 126.68, 124.18, 112.45, 69.91, 69.77, 69.69, 68.57, 68.49, 68.22. Anal. Calcd. For C21H25N7O6: C, 53.50; H,5.34; N, 20.80. Found: C, 53.42; H, 5.47; N, 20.73.

As the paragraph descriping shows that 14098-24-9 is playing an increasingly important role.

Reference£º
Article; Gorbunov, Evgeny B.; Rusinov, Gennady L.; Ulomsky, Evgeny N.; Rusinov, Vladimir L.; Charushin, Valery N.; Chupakhin, Oleg N.; Tetrahedron Letters; vol. 57; 21; (2016); p. 2303 – 2305;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.94-91-7,N,N’-Bis(salicylidene)-1,2-propanediamine,as a common compound, the synthetic route is as follows.

A mixture of H2salipn (28.2mg, 0.100mmol) and [Ru(PPh3)3Cl2] (95.8mg, 0.100mmol) inTHF (30mL) was refluxed with stirring for 6 h, during which there was a color changefrom brown to dark green. The solvent was evaporated in vacuo, and the residue waswashed with diethyl ether (5mL 2) and hexane (5mL 2). Recrystallization fromCH2Cl2/hexane afforded black block crystals of 11.5CH2Cl2 in 7 days. Yield: 33.4mg,55.6% (based on Ru). IR (KBr disc, cm-1): 1594 (C=N), 1314 (Ar-O); MS (FAB): m/z 679[M], 644 [M – Cl], 417 [M – PPh3]. Anal. Calcd. for C35H31N2O2PClRu1.5(CH2Cl2) (%): C,54.41; H, 4.26; N, 3.48. Found: C, 54.47; H, 4.23; N, 3.50.

94-91-7 N,N’-Bis(salicylidene)-1,2-propanediamine 7210, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Ji, Jiao; Chen, Xin; Wang, Chang-Jiu; Jia, Ai-Quan; Zhang, Qian-Feng; Journal of Coordination Chemistry; vol. 72; 3; (2019); p. 480 – 490;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33100-27-5,1,4,7,10,13-Pentaoxacyclopentadecane,as a common compound, the synthetic route is as follows.

Sodium hydride (60percent dispersion in mineral oil, 0.14 g) was added portionwise to a stirred solution of a portion (0.87 g) of the 3-hydroxypyrrolidine so obtained and 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.05 g) in DMF (10 ml). The mixture was stirred at ambient temperature for 15 minutes. A solution of methyl 4-toluenesulphonate (0-56 g) in THF (2 ml) was added dropwise and the mixture was stirred at ambient temperature for 2 hours. The mixture was partitioned between diethyl ether and water. The organic phase was dried (Na2 SO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of hexane and ethyl acetate as eluent. There was thus obtained 1-benzyl-3-(3,5-difluorophenyl)-3-methoxypyrrolidine (0.82 g, 90percent).

33100-27-5 1,4,7,10,13-Pentaoxacyclopentadecane 36336, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; Zeneca Limited; Zeneca Pharma S.A.; US5420298; (1995); A;,
Chiral Catalysts
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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
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