Category: 1293-65-8

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

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

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

To a solution of 1,1?-dibromo ferrocene (1, 2.58 g, 7.50 mmol, 1.0 equiv) dissolved in tetrahydrofuran (40 mL) a 2.5 M solution of n-butyl lithium in hexane (2.85 mL, 7.13 mmol, 0.95 equiv) was added dropwise at-70 C. After stirring the reaction solution at this temperature for 1 h, chlorodi-2-(5-methyl)furyl phosphine (2c) (1.71 g, 7.50 mmol) was added in a single portion. The reaction mixture was stirred for 1 h at ambient temperature and was then concentrated in oil pump vacuum. The resulting residue was purified by column chromatography on alumina using a mixture of hexane-diethyl ether (ratio 5:1; v/v). After drying in oil pump vacuum the title compound was obtained as a pale yellow solid. Please, note that 3c could not be completely separated from P(Fc)(2-(5-Me)C4H2O)2 formed as by-product and hence was used without additional purification in further reactions. Anal. Calcd. for C20H18BrFeO2P (457.08 g/mol): C, 52.55; H, 3.97. Found: C, 54.22*; H 3.92*. Mp.: 77 C. IR (NaCl, /cm-1): 1019 (s, C-O-C), 1410/1446/1496/1593 (w, C=C), 2920/2951 (w, C-H), 3109 (w, =C-H). 1H NMR (500.30MHz, CDCl3, delta): 2.36 (s, 6H, CH3), 3.99 (pt, 3/4JHH=1.9Hz, 2H, Hbeta/C5H4Br), 4.31 (pt, 3/4JHH=1.9Hz, 2H, Halpha/C5H4Br), 4.38 (dpt, 4JPH=0.6Hz, 3/4JHH=2.0Hz, 2H, Hbeta/C5H4P), 4.47 (dpt, 3JPH=1.8Hz, 3/4JHH=2.0Hz, 2H, Halpha/C5H4P), 5.99 (ddq, 4JPH=1.4Hz, 3JHH=3.1Hz, 4JHH=1.0Hz, 2H, H4/5-MeC4H2O), 6.59 (ddq, 3JPH=1.9Hz, 3JHH=3.1Hz, 5JHH=0.2Hz, 2H, H3/5-MeC4H2O). 13C{1H} NMR (125.81MHz, CDCl3, delta): 14.1 (s, CH3), 68.5 (s, Cbeta/C5H4Br), 71.2 (s, Calpha/C5H4Br), 74.0 (d, 3JCP=5Hz, Cbeta/C5H4P), 75.5 (d, 1JCP=3Hz, Ci/C5H4P), 75.8 (d, 2JCP=18Hz, Calpha/C5H4P), 77.9 (s, Ci/C5H4Br), 107.0 (d, 3JCP=6Hz, C4/5-MeC4H2O), 121.1 (d, 2JCP=22Hz, C3/5-MeC4H2O), 150.2 (d, 1JCP=4Hz, C2/5-MeC4H2O), 156.7 (d, 3JCP=3Hz, C5/5-MeC4H2O). 31P{1H} NMR (202.5MHz, CDCl3, delta):-66.7 (s). *) The sample included 15% 1-di(2-(5-methylfuryl)phosphanyl)ferrocene (4b) which could not be separated from the title compound

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
Article; Schreiner, Claus; Jeschke, Janine; Milde, Bianca; Schaarschmidt, Dieter; Lang, Heinrich; Journal of Organometallic Chemistry; vol. 785; (2015); p. 32 – 43;,
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 quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO444,mainly used in chemical industry, 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, 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-iodophthalonitrile (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 16 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 synthetic route has been constantly updated, we look forward to future research findings about 1,1’-Dibromoferrocene,belong iron-catalyst compound

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

1,1′-Dibromoferrocene (5.1 g,14.8 mmol) was dissolved in 50 mL of thf and cooled to 100 C. nBuLi (6 mL, 14.8 mmol) was slowly added and the reaction mixture left to stir at this temperature for 45 min. Dry [ZnCl2*2thf] (4.2 g, 15.0 mmol) was added in a single portion and the resulting preparation was kept at 0 C for 30 min. Afterward, 2,5-dibromothiophene (0.83 mL, 6.45 mmol) and [Pd(CH2CMe2PtBu2)(mu-Cl)]2 (0.025 g, 36.4 mmol) were added to the solution. The reaction mixture was heated to 55 C and stirred for 36 h at this temperature. After cooling to ambient temperature, the crude product was adsorbed on alumina and purified by column chromatography on alumina, using an n-hexane/toluene mixture of ratio 4:1 (v:v) as eluent. Yield 1.60 g (43%), dark orange solid. Anal.Calcd. for C24H18Br2Fe2S (609.98): C:47.24%; H:2.98%; Found:C:47.16%; H: 2.99%. Mp: 220 C.

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

Reference£º
Article; Van Der Westhuizen, Belinda; Matthaeus Speck; Korb, Marcus; Bezuidenhout, Daniela I.; Lang, Heinrich; Journal of Organometallic Chemistry; vol. 772; (2014); p. 18 – 26;,
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