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FERROCENYLAMINE

A general method for the preparation of ferrocenylamines involves the reactions of ferrocenyl bromide, FcBr*, with the sodium salt of an amine or amide in the presence of copper(I)bromide/pyridine.The syntheses of diferrocenylphenylamine and triferrocenylamine, NFc2Ph and NFc3, respectively, are reported, and the hydrolysis of N-ferrocenyl acetamide to give ferrocenylamine, NH2Fc, is described.The system of the ferrocenyl- and/or phenyl-substituted derivatives of ammonia, NFcnX3-n (n=0-3; X=H, Ph), is characterised on the basis of mass, UV VIS and in particular of 1H and 13C NMR spectroscopic data.

FERROCENYLAMINE

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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

 

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Acceptor-substituted ferrocenium salts as strong, single-electron oxidants: Synthesis, electrochemistry, theoretical investigations, and initial synthetic application

A series of mono- and 1,1′-diheteroatom-substituted ferrocene derivatives as well as acylated ferrocenes was prepared efficiently by a unified strategy that consists of selective mono- and 1,1′-dilithiation reactions and subsequent coupling with carbon, phosphorus, sulfur and halogen electrophiles. Chemical oxidation of the ferrocene derivatives by benzoquinone, 2,3-dichloro-5,6- dicyanobenzoquinone, AgPF6, or 2,2,6,6-tetramethyl-1-oxopiperidinium hexafluorophosphate provided the corresponding ferrocenium salts. The redox potentials of the synthesized ferrocenes were determined by cyclic voltammetry, and it was observed that all new ferrocenium salts have stronger oxidizing properties than standard ferrocenium hexafluorophosphate. An initial application of selected derivatives in an oxidative bicyclization revealed that they mediate the transformation under considerably milder conditions than ferrocenium hexafluorophosphate. Quantum chemical calculations of the reduction potentials of the substituted ferrocenium ions were carried out by using a standard thermodynamic cycle that involved the gas-phase energetics and solvation energies of the contributing species. A remarkable agreement between theory and experiment was found: the mean average deviation amounted to only 0.030-V and the maximum deviation to 0.1-V. This enabled the analysis of various physical contributions to the computed reduction potentials of these ferrocene derivatives, thereby providing insight into their electronic structure and physicochemical properties. Copyright

Acceptor-substituted ferrocenium salts as strong, single-electron oxidants: Synthesis, electrochemistry, theoretical investigations, and initial synthetic application

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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

 

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1293-65-8, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.1293-65-8, Name is 1,1′-Dibromoferrocene, molecular formula is C10Br2Fe. In a article£¬once mentioned of 1293-65-8

Synergistic effects in ambiphilic phosphino-borane catalysts for the hydroboration of CO2

The benefit of combining both a Lewis acid and a Lewis base in a catalytic system has been established for the hydroboration of CO2, using ferrocene-based phosphine, borane and phosphino-borane derivatives.

Synergistic effects in ambiphilic phosphino-borane catalysts for the hydroboration of CO2

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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

 

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1293-65-8, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.1293-65-8, Name is 1,1′-Dibromoferrocene, molecular formula is C10Br2Fe. In a Article, authors is Shafir, Alexandr£¬once mentioned of 1293-65-8

Synthesis, structure, and properties of 1,1?-diamino- and 1,1?-diazidoferrocene

We report an improved synthesis of 1,1?-diaminoferrocene, employing the reduction of 1,1?-diazidoferrocene with H2-Pd/C, along with extensive characterization data for both compounds. Diaminoferrocene undergoes a reversible 1e- oxidation in CH3CN at a potential of -602 mV vs Fc0/+, one of the most negative redox potentials for a ferrocene derivative. The chemical reversibility of this process was confirmed by isolation of the stable, 17-electron [Fc(NH2)2]+ cation as PF6-, OTf-, and TCNE- salts. In the solid state, diaminoferrocene exists in two conformations: one with the NH2 groups eclipsed, and the other with the NH2 groups offset by one-fifth turn around the Cp-Fe-Cp axis. Diazidoferrocene, on the other hand, exhibits only the fully eclipsed conformation in the solid state. The Fe-Cp(centroid) vectors in the diazidoferrocene molecules are roughly aligned with the crystallographic c-axis, and the molecules form layers perpendicular to this axis. The compound is thermally unstable at elevated temperatures, and rapid heating above its melting point results in explosion.

Synthesis, structure, and properties of 1,1?-diamino- and 1,1?-diazidoferrocene

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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

 

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THE PREPARATION OF A DYE COMPOUND AND A METHOD FOR MAKING THE SAME

The invention relates to a dye compound consisting of four cyclically linked components, the four components comprising at least one linker compound. According to the invention the at least one linker compound is selected from a first linker compound or a second linker compound, the first linker compound having an aromatic carboxylic acid or an alkyl ester thereof, the aromatic group being bonded to fumaronitrile, and the second linker compound having an aromatic carboxylic acid or an alkyl ester thereof, the aromatic group being bonded to phthalonitrile.

THE PREPARATION OF A DYE COMPOUND AND A METHOD FOR MAKING THE SAME

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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

 

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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. Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1,1'-Dibromoferrocene, 1293-65-8 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

 

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

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.

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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

 

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

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, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1293-65-8 ,1,1′-Dibromoferrocene, other downstream synthetic routes, hurry up and to see

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

 

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

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.

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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

 

Application of 2-Benzoxazolinone

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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.

The chemical industry reduces the impact on the environment during synthesis,1293-65-8,1,1′-Dibromoferrocene,I believe this compound will play a more active role in future production and life.

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