Tag: M.W:300-400

1,1′-Dibromoferrocene, cas is 1293-65-8, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis 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 is used more and more widely, we look forward to future research findings about 1,1′-Dibromoferrocene

Reference£º
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

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

1 ,1′-Dibromoferrocene (0.67 g, 1.97 mmol) in anhydrous tetrahydrofuran (THF) (30 ml) was placed in a reaction vessel and cooled to -78 0C using a dry ice and acetone mixture, ?-butyl lithium (0.94 ml, 2.36 mmol) was added under inert conditions thereto and the contents of the reaction vessel kept stirred for approximately 1 hour while cold zinc chloride (2.16 ml, 2.16 mmol) was added. Tetrakis(triphenylphosphine)palladiumO (50 mg) and 4,5- dichlorophthalonitrile (0.5 g, 1.97 mmol) were then added. The contents of the reaction vessel were allowed to warm to room temperature and were kept stirred for approximately 2 hours before heating to approximately 90 C for 12 hours. Thereafter, water (20 ml) was added and extracted with dichloromethane (3 x 20 ml). The combined organic layers were dried over magnesium sulfate and reduced to dryness under reduced pressure to obtain a crude product. The crude product was placed on alumina and eluted with diethyl ether ; petroleum spirit (55:45) to yield red crystals.

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

Reference£º
Patent; CORUS UK LIMITED; HOLLIMAN, Peter; RUGEN-HANKEY, Sarah; WO2010/136178; (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.,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.

With the rapid development of chemical substances, we look forward to future research findings about 1,1′-Dibromoferrocene

Reference£º
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

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

1 ,1′-Dibromoferrocene (0.67 g, 1.97 mmol) in anhydrous tetrahydrofuran (THF) (30 ml) was placed in a reaction vessel and cooled to -78 0C using a dry ice and acetone mixture, ?-butyl lithium (0.94 ml, 2.36 mmol) was added under inert conditions thereto and the contents of the reaction vessel kept stirred for approximately 1 hour while cold zinc chloride (2.16 ml, 2.16 mmol) was added. Tetrakis(triphenylphosphine)palladiumO (50 mg) and 4,5- dichlorophthalonitrile (0.5 g, 1.97 mmol) were then added. The contents of the reaction vessel were allowed to warm to room temperature and were kept stirred for approximately 2 hours before heating to approximately 90 C for 12 hours. Thereafter, water (20 ml) was added and extracted with dichloromethane (3 x 20 ml). The combined organic layers were dried over magnesium sulfate and reduced to dryness under reduced pressure to obtain a crude product. The crude product was placed on alumina and eluted with diethyl ether ; petroleum spirit (55:45) to yield red crystals.

With the rapid development of chemical substances, we look forward to future research findings about 1,1′-Dibromoferrocene

Reference£º
Patent; CORUS UK LIMITED; HOLLIMAN, Peter; RUGEN-HANKEY, Sarah; WO2010/136178; (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

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

In a Schlenk tube CuI (100 mg, 0.53 mmol), PPh3 (1.60 mmol),1,1?-dibromoferrocene (1.8 g, 5.2 mmol), 4-t-butylphenol(1.02 g, 1.3 eq.), and Cs2CO3 (1.86 g, 1.1 eq.) were dissolved in toluene (35 mL), and the reaction mixture was stirred at 110 C for 26 h. After evaporation of the volatiles, the crude product was purified by silica column chromatography (cyclohexane-ethyl acetate). Of a light-yellow fraction, the solvent was removed, which resulted in 930 mg (43 %) of a yellow-brownish solid. – Rf = 0.65 [cyclohexane-ethylacetate (20:1)]. – 1H NMR (CDCl3): delta = 1.22 (s, 9 H; CH3), 3.95 (t, J = 1.9 Hz, 4 H, Cp), 4.21 (t, J = 1.9 Hz, 4 H, Cp), 6.87 (d,J = 8.6 Hz, 2 H, phenyl H2, H6), 7.19 ppm (d, J = 8.6 Hz, 2 H,phenyl H3, H5). – 13C NMR (75 MHz, CDCl3): delta = 31.7 (CH3), 34.4 (CCH3), 60.8 (C5H4), 64.2 (C5H4), 68.2, 68.8, 77.6, 117.0,123.2, 126.2, 145.4, 156.4 ppm.

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

Reference£º
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

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

Preparation of i-phenylchlorophosphine-i ‘-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 a further 30 minutes at this temperature. It is then cooled to -78C and 3.15 ml (23.2 mmol) of phenyldichlorophosphine are added dropwise at such a rate that the temperature does not exceed -60C. After stirring the mixture at -78C 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.; Preparation of i-dicyclohexylphosphino-i '-bromoferrocene of the formula (A2)120 ml (0.3 mol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 103 g (0.3 mol) of 1 ,1 '-dibromoferrocene in 300 ml of THF at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours. It is then cooled to -50C and 66.2 ml (0.3 mol) of dicyclohexylphosphine chloride are added dropwise at such a rate that the temperature does not exceed -45C. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. After addition of 150 ml of water, the reaction mixture is shaken 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 in 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).; Example B17: Preparation of the compound (Rc,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen- i-yllcyclohexylphosphino-i '-bis-beta.S-d^trifluoromethylJphenyllphosphinoferrocene (B17):4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 '-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours to give a suspension of 1-bromo-1 '-lithioferrocene X5.In a second reaction vessel, 7.7 ml (10 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.57 g (10 mmol) of (R)-1-dimethylamino-1-ferrocenylethane in 15 ml of TBME at <-10C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to 0 and the mixture is stirred for another 1.5 hours. The reaction mixture is then cooled to -78C and 1.51 ml (10 mmol) of dichlorocyclohexyl- phosphine are added. Further stirring at -78C for 30 minutes and, after removal of cooling, at room temperature for another one hour gives a suspension of the chlorophosphine X4 which is subsequently added at a temperature of <-10C to the suspension of 1-bromo-1 '-lithio- ferrocene X5. The cooling is then removed and the mixture is stirred at room temperature for a further 1.5 hours. After renewed cooling to <-50C, 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise. After the addition, the temperature is allowed to rise to 0C and the mixture is stirred for a further 30 minutes. It is then cooled to -20C and 4.63 g (10 mmol) of bis[3,5-di(trifluoromethyl)phenyl]chlorophosphine are added. The cooling is subsequently removed and the mixture is stirred at room temperature for another 1.5 hours. The reaction mixture is admixed with 1 N NaOH and extracted. The organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is subsequently heated at 150C for one hour. Chromatographic purification (silica gel 60; eluent = hexane/ethyl acetate 8:1 ) gives the compound B17 as a yellow solid (yield: 66%). 1H NMR (300 MHz, C6D6): delta 1.25 (d, 3H, J = 6.7 Hz), 1.00-2.29 (m, 1 1 H), 2.20 (s, 6H), 3.78 (m, 1 H), 4.02 (m, 1 H), 4.04 (s, 5H), 4.09 (m, 1 H), 4.14 (m, 1 H), 4.17 (m, 1 H), 4.21 (m, 1 H), 4.40 (m, 2H), 4.60 (m, 1 H), 7.80 (d, 2H, J = 6.8 Hz), 8.00 (d, 4H, J = 6.0 Hz). 31P NMR (121.5 MHz, C6D6): delta -27.1 (s); -14.1 (s).; Example B18: Reaction schemeX24 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 ‘-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours. 2.21 ml (10 mmol) of dicyclohexylphosphine chloride are then added dropwise at such a rate that the temperature does not exceed -20C. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. It is cooled back down to 30C and 4.4 ml (11 mmol) of n-BuLi (2.5 M in hexane) are added dropwise. The mixture is subsequently stirred at -10C for 30 minutes. The reaction mixture is the... As the paragraph descriping shows that 1293-65-8 is playing an increasingly important role. Reference£º
Patent; SOLVIAS AG; WO2007/116081; (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

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 L:Preparation of (RC,SFC,SP)-1 -[2-(1 -dimethylaminoethyl)ferrocen-1 -yl]phenylphosphino-1 ‘-bromoferrocene of the formula (B1 ) [Ph = phenyl; Me = methyl].N MthetaQ diastereomers One diastereomer a) Preparation of i -phenylchlorophosphine-i ‘-bromoferrocene (X1 ).At a temperature of <-30C, 14.5 ml (23.2 mmol) of n-butyllithium (n-Bu-Li) (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 tetrahydrofuran (THF). The mixture is stirred at this temperature for a further 30 minutes. The mixture 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 the mixture is stirred for another hour. A suspension of the monochlorophosphine X1 is thus obtained. As the paragraph descriping shows that 1293-65-8 is playing an increasingly important role. Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2008/113835; (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

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is 1,1′-Dibromoferrocene, and cas is 1293-65-8, its synthesis route is as follows.,1293-65-8

Part (I)Preparation of 1-bromo-l’ -triphenylsilyl ferroceneTo 1, l’-dibromoferrocene (10.14g, 29.49mmol) in dry THF (200ml) cooled to -780C (dry ice/acetone bath) was added n-butyllithium(12.56ml, 28.02mmol, 0.95eq) and the reaction was stirred underN2 for 30 min. Chlorotriphenylsilane (8.26g, 28.02mmol, 0.95eq) dissolved in the minimum amount of dry THF was then added dropwise and the solution was then allowed to warm up to room temperature and further stirred for twelve hours resulting in a red solution.The reaction was then quenched with water, and stirred for a further fifteen minutes. The ethereal layer, containing product was separated and the aqueous layer was further extracted several times with diethyl ether. The combined ether fractions were dried over magnesium sulphate and filtered through celite. The ether solvent was removed by rotary evaporator (resulting in red oil) . The product was purified by column chromatography. Starting material was removed with petrol and the product was then obtained with petrol/10% Et2theta as an orange band. The resulting oil was finally dried under vacuum leaving pure product as orange crystals: (11.09g, 72 % yield).

With the complex challenges of chemical substances, we look forward to future research findings about 1293-65-8,belong iron-catalyst compound

Reference£º
Patent; LUCITE INTERNATIONAL UK LIMITED; WO2008/65448; (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

Bis(pentamethylcyclopentadienyl)iron(II), cas is 12126-50-0, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,12126-50-0

A premixture was prepared by dissolving (i) 0.76 g (4.09 mMoles) of decamethyl ferrocene and (ii) 0.48 g (4.09 mMoles) of isoamyl nitrite in 15 mL CHCI3. A reaction mixture was prepared by adding to said premixture a solution of (iii) 1.15 g (4.09 mMoles) Bis(trifluormethylsulfonyl)imide in 15 mL CHCI3 at room temperature under stirring. The color of the reaction mixture quickly turned from yellow-orange to dark green upon addition of the solution of (iii), and gas evolved. The reaction mixture was heated under reflux conditions up to its boiling point, and was kept at its boiling point under reflux conditions for one hour. Then the reaction mixture was allowed to cool and the liquid phase was removed by evaporation so that a solid residue was obtained. The obtained solid residue was digested using either diethyl ether or toluene as the digesting agent. The digesting agent was removed from the digested solid residue by filtration. The digested solid residue was collected and dried at 25 C for 6 hours in vacuo. The obtained product is a dark green powder. The amount of the obtained product was 1 .7 g, corresponding to a yield of 89.2 % based on the initial amount of decamethyl ferrocene. The chemical composition of the obtained product was analyzed by elemental analysis. The results are listed in the table below. For comparison, the theoretical weight percentage of each element in decamethyl ferrocenium bis(trifluoromethylsulfonyl)imide are given. The deviations between the calculated and the measured weight percentages are within the accuracy of measurement. element Calculated content/ Measured content

With the synthetic route has been constantly updated, we look forward to future research findings about Bis(pentamethylcyclopentadienyl)iron(II),belong iron-catalyst compound

Reference£º
Patent; BASF SE; HEMGESBERG, Maximilian; FRANK, Juergen; NOeRENBERG, Ralf; (28 pag.)WO2017/97969; (2017); 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

1 ,1 ‘-Dibromoferrocene (0.67 g, 1.97 mmol) in anhydrous tetrahydrofuran (THF) (30 ml) was placed in a reaction vessel and cooled to -78 0C using a dry ice and acetone mixture, n-butyl lithium (0.94 ml, 2.36 mmol) was added under inert conditions thereto and the contents of the reaction vessel kept stirred for approximately 1 hour while cold zinc chloride (2.16 ml, 2.16 mmol) was added. Tetrakis(triphenylphosphine)palladiumO (50 mg) and 4,5- dichlorophthalonitrile (0.5 g, 1.97 mmol) were then added. The contents of the reaction vessel were allowed to warm to room temperature and were kept stirred for approximately 2 hours before heating to approximately 90 0C for 12 hours. Thereafter, water (20 ml) was added and extracted with dichloromethane (3 x 20 ml). The combined organic layers were dried over magnesium sulfate and reduced to dryness under reduced pressure to obtain a crude product. The crude product was placed on alumina and eluted with diethyl ether ; petroleum spirit (55:45) to yield red crystals., 1293-65-8

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

Reference£º
Patent; CORUS UK LIMITED; HOLLIMAN, Peter; RUGEN-HANKEY, Sarah; WO2010/136178; (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