Tag: 1293-65-8

1293-65-8, 1,1′-Dibromoferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1293-65-8, General procedure: In a Schlenk tube CuI (1.2 mg, 6.3 mumol, 5 mol. %), the respective ligand (10-15 mol. %), the respective ferrocenyl halide (0.125 mmol), the respective phenol (0.25-0.35mmol), and a base (0.25 mmol) were dissolved in toluene (7.5 mL), and the reaction mixture was stirred at 110C for a given time (26-60 h). After evaporation of the volatiles the crude products were purified by column chromatography in cyclohexane-ethyl acetate.

The synthetic route of 1293-65-8 has been constantly updated, and we look forward to future research findings.

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Article; Frey, Guido D.; Hoffmann, Stephan D.; Zeitschrift fur Naturforschung – Section B Journal of Chemical Sciences; vol. 70; 1; (2015); p. 65 – 70;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

A common heterocyclic compound, the iron-catalyst compound, name is 1,1′-Dibromoferrocene,cas is 1293-65-8, mainly used in chemical industry, its synthesis route is as follows.

In a Schlenk flask (10 mL) equipped with a magnetic stir bar, 1,1′-dibromoferrocene (120 mg, 34.9 mumol) and THF (0.53 mL) were placed. A pentane solution of t-BuLi (0.88 mL, 1.6 M, 1.4 mmol) was dropwise added to the solution at -50 C and the resulting mixture was stirred at below -30 C for 1 h. Then, a THF suspension (3.5 mL) of compound 4 (448 mg, 704 mumol) was added to the resulting yellow suspension at -50 C and stirred at ambient temperature. After 0.5 h, the reaction mixture was quenched with water and the crude mixture was extracted with hexane. The organic layer was dried over anhydrous sodium sulfate. After removal of the resulting salt by filtration and the solvent in vacuo, the residue was subjected to silica gel column chromatography (eluent: hexane) and gel permeation chromatography (eluent: toluene). Recrystallization from hexane gave the title compound (50.8 mg, 39.2 mumol, 11%) as yellow crystals., 1293-65-8

As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

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Article; Kishimoto, Yusuke; Ishida, Shintaro; Iwamoto, Takeaki; Chemistry Letters; vol. 45; 2; (2016); p. 235 – 237;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

As a common heterocyclic compound, it belong iron-catalyst compound,1,1′-Dibromoferrocene,1293-65-8,Molecular formula: C10Br2Fe,mainly used in chemical industry, its synthesis route is as follows.,1293-65-8

120 ml (0.3 mol) of n-BuLi (2.5 M in hexane) are added dropwise at a temperature of <-30C to a solution of 103 g (0.3 mol) of 1 ,1 '-dibromoferrocene in 300 ml of THF. The mixture is stirred further at this temperature for 1.5 hours. The mixture is then cooled to -500C, and 66.2 ml (0.3 mol) of dicyclohexylphosphine chloride are slowly added dropwise at such a rate that the temperature does not rise above -45C. After stirring for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. After adding 150 ml of water, the reaction mixture is extracted by shaking with hexane. The organic phases are dried over sodium sulphate, and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is crystallized in ethanol. The product 13 is obtained with a yield of 84% (yellow solid). 1H NMR (300 MHz, C6D6): delta 1.20-2.11 (m, 22H), 3.97 (m, 2H), 4.23 (m, 2H), 4.26 (m, 2H), 4.41 (m, 2H). 31P NMR (121.5 MHz, C6D6): delta -8.3 (s). With the synthetic route has been constantly updated, we look forward to future research findings about 1,1'-Dibromoferrocene,belong iron-catalyst compound Reference£º
Patent; Solvias AG; WO2007/135179; (2007); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

1293-65-8, 1,1′-Dibromoferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1293-65-8, Example L; Preparation of (RC,SFC,SP)-1 -[2-(1 -dimethylaminoethyl)ferrocen-1 -yl]phenylphosphino-1 ‘-bromoferrocenes of the formula (A1) [Ph = phenyl; Me = methyl]; a) Preparation of i -phenylchlorophosphine-i ‘-bromoferrocene (X1); To a solution of 8 g (23.2 mmol) of 1 ,1’-dibromoferrocene in 30 ml of tetrahydrofuran (THF) are added dropwise, at a temperature of < -300C, 14.5 ml (23.2 mmol) of n-butyllithium (n-BuLi) (1.6 M in hexane). The mixture is stirred further at this temperature for 30 minutes. It is then cooled to -78C, and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at a sufficiently slow rate that the temperature does not rise above -600C. After stirring at -78C for a further 10 minutes, the temperature is allowed to rise to room temperature and stirring is continued for another hour. This affords a suspension of the monochlorophosphine X1. 1293-65-8 1,1'-Dibromoferrocene 72376387, airon-catalyst compound, is more and more widely used in various. Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2008/77917; (2008); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1293-65-8,1,1′-Dibromoferrocene,as a common compound, the synthetic route is as follows.,1293-65-8

Example 1; L11,1′ bis-[(Sp,Rc,SFe)(1-N,N- Dimethylamino)ethylferrocenyl)phenylphosphino] ferrocene L1To a solution of (R)-N, N-dimethyl-1-ferrocenylethylamine [(R)-Ugi’s amine] (3.09 g, 12 mmol) in Et2O (20 ml) was added 1.5 M t-BuLi solution in pentane(8.0 ml, 12.0 mmol) at -78 0C. After addition was completed, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then cooled to -78 0C again, and dichlorophenylphosphine (1.63 ml, 12.0 mmol) was added in one portion. After stirring for 20 min at -78 0C, the mixture was slowly warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then cooled to -78 0C again, and a suspension of 1 ,1′ dilithioferrocene [prepared from 1 ,1′ dibromoferrocene(1.72 g, 5.0 mmol) and 1.5 M t-BuLi solution in pentane (14.0 ml, 21.0 mmol) in Et2O (20 ml) at -78 0C] was added slowly via a cannula. The mixture was warmed to room temperature and allowed to stir for 12 h. The reaction was quenched by the addition of saturated NaHCO3 solution (20 ml). The organic EPO layer was separated and dried over MgSO4 and the solvent removed under reduced pressure. The filtrate was concentrated. The residue was purified by chromatography (SiO2, hexane-EtOAc-Et3N = 85:10:5) to afford an orange solid (3.88 g, 85%) as a mixture of 95% his-(Sp,Rc,SFe) title compound L1 and 5% (Rp, Rc, S Fe-S p, Rc, S Fe) meso compound. The meso compound can be removed by further careful purification using chromatography (SiO2, hexane- EtOAc-Et3N = 85:10:5). Orange/yellow crystalline solid m.p. 190-192 0C. [alpha]D = -427 (c=0.005 (g/ml), toluene); 1H NMR (CDCI3, 400.13 MHz): delta 1.14 (d,6H,J = 6.7 Hz), 1.50 (s, 12H); 3.43 (m; 2H); 3.83 (m, 2H); 3.87 (m, 2H); 4.01 (s, 10H), 4.09 (t, 2H, J = 2.4 Hz); 4.11 (m, 2H); 4.20 (m, 2H); 4.28 (m, 2H); 4.61 (m, 2H); 4.42 (d, 2H1 J = 5.3 Hz); 7.18 (m, 6H); 7.42(m, 4H) ppm. 13C NMR (CDCI3, 100.61 MHz): delta 38.28, 57.40 (d, J = 5.6 Hz); 67.02, 69.04 (d, J = 4.0 Hz); 69.16 (d, J = 51.6 Hz); 69.66, 71.60 (d, J = 4.8 Hz), 71.91 (d, J = 7.2 Hz), 72.18 (d, J = 5.6 Hz), 75.96 (d, J = 35.7 Hz), 79.96 (d, J = 6.4 Hz), 95.73 (d, J = 19.1 Hz), 127.32 (d, J = 7.9 Hz), 127.62, 133.12 (d, J = 21.4 Hz), 139.73 (d, J = 4.0 Hz). 31P NMR (CDCI3, 162 MHz): delta -34.88 (s). Found: C, 65.53; H, 5.92; N 3.01 Calculated for C50H54Fe3N2P2; C, 65.81 ; H, 5.97; N, 3.07. HRMS (1OeV, ES+): Calcd for C50H55Fe3N2P2 [M+H]+: 913.1889; Found: 913.1952. The label SP refers to S configuration at phosphorus, Rc refers to R configuration at carbon (or other auxiliary) and Spe refers to S configuration at the planar chiral element.

1293-65-8 1,1′-Dibromoferrocene 72376387, airon-catalyst compound, is more and more widely used in various.

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Patent; PHOENIX CHEMICALS LTD.; WO2006/75177; (2006); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

A common heterocyclic compound, the iron-catalyst compound, name is 1,1′-Dibromoferrocene,cas is 1293-65-8, mainly used in chemical industry, its synthesis route is as follows.

To a solution of 103 g (0.3 mol) of 1 ,1 ‘-dibromoferrocene in 300 ml of THF are added dropwise, at a temperature of < -300C, 120 ml (0.3 mol) of n-BuLi (2.5 M in hexane). The mixture is stirred at this temperature for a further 1.5 hour. The mixture is then cooled to -500C, and 66.2 ml (0.3 mol) of dicyclohexylphosphine chloride are added dropwise sufficiently slowly that the temperature does not rise above -45C. After stirring for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another hour. After 150 ml of water have been added, the reaction mixture is extracted by shaking with hexane. The organic phases are dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is crystallized in ethanol. The product A2 is obtained with a yield of 84% (yellow solid).31P NMR (121.5 MHz, C6D6): delta -8.3 (s); 1H NMR (300 MHz, C6D6): delta 4.41 (m, 2H), 4.26 (m, 2H), 4.23 (m, 2H), 3.97 (m, 2H), 1.20-2.11 (m, 22H).

As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

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Patent; SOLVIAS AG; WO2009/65784; (2009); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, name is 1,1′-Dibromoferrocene,cas is 1293-65-8, mainly used in chemical industry, its synthesis route is as follows.

At 78 C, 1.6M n-butyllithium in hexane (1.25 mL) was addeddropwise to a solution of 1,10-dibromoferrocene (0.69 g, 2.0 mmol)in 10 mL THF. The reaction mixture was stirred at the same temperaturefor 0.5 h before adding 2,2,6,6-tetramethylpiperidine(0.40 mL, 2.2 mmol) dropwise. The reaction mixture was stirredfor 3 h, keeping the temperature below 40 C. A solution of tetramethylthiuramdisulfide (0.48 g, 2.0 mmol) in 20 mL THF wasadded, and the reaction mixture was slowly warmed to roomtemperature. After adding water (5 mL), the reaction mixture wasextracted with dichloromethane (2 x 40 mL). The collected organiclayers were washed with water (2 x 20 mL) and dried with anhydroussodium sulfate. After removing the solvent under reducedpressure, the crude product was purified by column chromatography(alumina, dichloromethane/hexane 3:7) to afford P1 as ayellow solid (0.33 g, 43%). 1H NMR (400 MHz, CDCl3): delta 3.18 (s,3H,-N-CH3), 3.54 (s, 3H,-N-CH3), 4.28 (s, 5H, Cp-H), 4.39 (q, 1H,Cp-H, J 1.8 Hz), 4.43 (t, 1H, Cp-H, J 2.8 Hz), 4.76 (q, 1H, Cp-H,J 1.4 Hz). IR (ATR/cm-1): nu 2359, 2342, 1622, 1574, 1508, 1443,1242, 1157, 1107, 1045, 978, 930, 827, 772, 685, 615, 542, 494, 473.

As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

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Article; Horikoshi, Ryo; Sumitani, Ryo; Mochida, Tomoyuki; Journal of Organometallic Chemistry; vol. 900; (2019);,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

The iron-catalyst compound, cas is 1293-65-8 name is 1,1′-Dibromoferrocene, mainly used in chemical industry, its synthesis route is as follows.

A) Preparation of Intermediates; EXAMPLE A1; Preparation of (Rc,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1′-bromoferrocene of the formula (A1) [Ph=phenyl; Me=methyl]; a) Preparation of 1-phenylchlorophosphino-1′-bromoferrocene (X1); 14.5 ml (23.2 mmol) of n-BuLi (1.6 M in hexane) are added dropwise to a solution of 8 g (23.2 mmol) of 1,1′-dibromoferrocene in 30 ml of THF at a temperature of <-30 C. The mixture is stirred for another 30 minutes at this temperature. It is then cooled to -78 C. and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at such a rate that the temperature does not exceed -60 C. After stirring at -78 C. for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. This gives a suspension of the monochlorophosphine X1.; b) Preparation of 1-bromo-1'-lithioferrocene X5; 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of <-30 C. The mixture is stirred at this temperature for another 1.5 hours and subsequently cooled to -78 C. This gives a suspension of 1-bromo-1'-lithioferrocene X5.; Reaction mixture b): In a second reaction flask, 4.0 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.43 g (10 mmol) of 1,1'-dibromo-ferrocene in 10 ml of THF which has cooled to -30 C. at such a rate that the temperature does not exceed -30 C. The mixture is subsequently stirred at -30 C. for a further 1.5 hours and the mixture containing the 1-bromo-1'-lithioferrocene is finally cooled to -78 C. As the rapid development of chemical substances, we look forward to future research findings about 1293-65-8 Reference£º
Patent; Chen, Weiping; Spindler, Felix; Nettekoven, Ulrike; Pugin, Benoit; US2010/160660; (2010); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

1,1′-Dibromoferrocene, cas is 1293-65-8, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.

General procedure: At 78 C, 1.6M n-butyllithium in hexane (1.25 mL) was addeddropwise to a solution of 1,10-dibromoferrocene (0.69 g, 2.0 mmol)in 10 mL THF. The reaction mixture was stirred at the same temperaturefor 0.5 h before adding 2,2,6,6-tetramethylpiperidine(0.40 mL, 2.2 mmol) dropwise. The reaction mixture was stirredfor 3 h, keeping the temperature below 40 C. A solution of tetramethylthiuramdisulfide (0.48 g, 2.0 mmol) in 20 mL THF wasadded, and the reaction mixture was slowly warmed to roomtemperature. After adding water (5 mL), the reaction mixture wasextracted with dichloromethane (2 x 40 mL). The collected organiclayers were washed with water (2 x 20 mL) and dried with anhydroussodium sulfate. After removing the solvent under reducedpressure, the crude product was purified by column chromatography(alumina, dichloromethane/hexane 3:7) to afford P1 as ayellow solid (0.33 g, 43%).

With the rapid development of chemical substances, we look forward to future research findings about 1293-65-8

Reference£º
Article; Horikoshi, Ryo; Sumitani, Ryo; Mochida, Tomoyuki; Journal of Organometallic Chemistry; vol. 900; (2019);,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1293-65-8,1,1′-Dibromoferrocene,as a common compound, the synthetic route is as follows.

1,10-Dibromoferrocene [23] (1.8 g, 5.2 mmol) was dried for 3 h at2 * 102 mbar. Subsequently it was dissolved in dry tetrahydrofuran(20 ml) and cooled to 78 C, causing a clear orange solution. Nbutyllithiumin n-hexane (3.7 ml, 5.6 mmol, 1.6 M) was addedslowly over 15 min. The resulting suspension was stirred for anadditional 30 min. In a second Schlenk flask, a suspension of NFSI(1.81 g, 5.8 mmol, dried for 3 h in vacuo) in diethylether (20 ml) wasprepared. After 30 min the reaction mixture was transferred intothe NFSI solution via cannula. Directly after the addition the solutionwasquenched with NaBH4 and 50 ml of 0.1MCa(OH)2, and theresulting slurry was diluted with hexane (100 ml). The two phasesystem was stirred for 1 h, the organic phase was separated andwashed three times with water. After evaporation of the solvent invacuo, the resulting brown oil was dissolved again in 50 ml ofhexane and the organic phasewas extracted thrice with 0.2MFeCl3solution and subsequently 3 times with water. The organic phasewas filtered through alumina (Activity III, diameter 2 cm, length25 cm) and dried with MgSO4. After the solvents were evaporatedthe crude product was purified by HPLC (isocratic CH3CN/H2O(70:30); isocratic). The HPLC fractions were extracted with hexane(4 20 ml). The organic phase was dried with MgSO4 and evaporatedin vacuo, leaving the product as a browneorange oil.HPLC: CH3CN/H2O (70:30; isocratic). Browneorange oil (674 mg,2.40 mmol, 46%);1H NMR (CDCl3): delta 4.51 (app. s, 2H, CpH, H2?,5?), 4.33 (app. s, 2H,CpH,H2,5), 4.21 (app. s, 2H, CpH,H3?,4?), 3.88 (app. s, 2H, CpH,H3,4). 13CNMR (CDCl3): delta 135.6 (d, 1JCF 270 Hz, C1), 78.1 (s, C1?), 71.6 (s, C2?,5?),68.6 (s, C3?,4?), 64.0 (d, 3JCF 3.8 Hz, C3,4), 58.7 (d, 2JCF 15.0 Hz, C2,5).19F{1H} NMR (CDCl3): delta 189 (s). IR (ATR): cm-1 3110 (w), 1471 n(CCaromatic,vs); 1242 n(CeF, m),1152 (m), 807 (vs), 657 (m).MS(EI): m/z282 [M], 128 [Cp2]; calcd for C10H8FBrFe 282. Anal. Calcd forC10H8FBrFe: C, 42.45; H, 2.85. Found: C, 42.26; H, 2.86.

As the paragraph descriping shows that 1293-65-8 is playing an increasingly important role.

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Article; Bulfield, David; Maschke, Marcus; Lieb, Max; Metzler-Nolte, Nils; Journal of Organometallic Chemistry; vol. 797; (2015); p. 125 – 130;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion