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A direct process for the trifluoromethylthiolation of allylic and benzylic alcohols under mild conditions has been developed. A wide range of free alcohols underwent nucleophilic substitution in the presence of stable CuSCF3 and BF3·Et2O to give the corresponding products in good to excellent yields.

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Reference:
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

 

Top Picks: new discover of 1,1′-Ferrocenedicarboxaldehyde

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Planar chiral phosphines displaying a new ferrocenophane scaffold have been prepared via a stereoselective approach. The P-cyclohexyl substituted phosphine affords high levels of asymmetric induction in the organocatalytic [3 + 2] annulation reaction between allenes and electron-poor olefins. Copyright

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Reference:
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

 

Archives for Chemistry Experiments of 1,1′-Diacetylferrocene

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The iron 2p and carbon 1s near-edge X-ray absorption fine structure (NEXAFS) spectra of substituted ferrocene compounds (Fe(Cp-(CH3) 5)2, Fe(Cp)(Cp-COOH), Fe(Cp-COOH)2, and Fe(Cp-COCH3)2) are reported and are interpreted with the aid of extended Hiickel molecular orbital (EHMO) theory and density functional theory (DFT). Significant substituent effects are observed in both the Fe 2p and C 1s NEXAFS spectra. These effects can be related to the electron donating/withdrawing properties of the cyclopentadienyl ligands and their substituents as well as the presence of pi* conjugation between the cyclopentadienyl ligand and unsaturated substituents.

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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

 

A new application about Vinylferrocene

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Chemistry involves the study of all things chemical – chemical processes, Formula: C12H3Fe, chemical compositions and chemical manipulation – in order to better understand the way in which materials are structured, how they change and how they react in certain situations. In a patent,Which mentioned a new discovery about 1271-51-8

Ion exchange of ferro/ferricyanide into oxidized polyvinylferrocene (PV-Fc) films occurs upon repetitious cycling of a PV-Fc film between its oxidized and reduced forms in the presence of either Fe(CN)63- and Fe(CN)64-. The ion exchange is evident from cyclic voltammetry and the response of a quartz crystal microbalance coated with a PV-Fc film. Insertion of the multiply charged anions appears to result in deactivation of polyvinylferrocene sites, with the exchanged films initially exhibiting voltammetric waves due to confined ferro(ferri)cyanide. Prolonged cycling of the exchanged films causes complete passivation of the films towards redox species in the film, as well as solution species, suggesting extensive electrostatic cross-linking by the multiply charged anions. Coulometric experiments suggest that approximately one ferro(ferri)cyanide exchanges for three PV-Fc redox sites. The visible spectra of the exchanged films after prolonged cycling suggests the presence of prussian blue-like species in the polymer film which presumably arise from decomposition of the polymer.

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Reference:
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 Shocking Revelation of 1,1′-Diacetylferrocene

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Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes. Formula: C14H6FeO2. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 1273-94-5, Name is 1,1′-Diacetylferrocene

A ferrocenyl chalcone (OFcPV) with attractive optical and magnetic properties for its potential application in optoelectronic devices, excellent processability in solution, and thermal stability is reported. It was derived from the synthesis of ferrocenyl chalcone with different degrees of conjugation and the preliminary selection of the most attractive molecule based on its linear optical and electrochemical properties, and processability. Three ferrocene-derived compounds: a low-molecular weight molecule (3FcPV), an oligomer (OFcPV), and a polymer (PFcPV) were synthesized through Friedel?Crafts reactions and aldol condensations. The chemical structure of the compounds has been elucidated by proton nuclear magnetic resonance and Fourier-transform infrared spectroscopies. UV?Vis and fluorescence spectroscopies were used to evaluate the optical properties of these new compounds. The frontier orbitals levels of the materials deposited as films were determined using cyclic voltammetry. The optical bandgaps for 3FcPV, OFcPV, and PFcPV were 2.8, 2.4, and 2.36 eV, respectively. These results place these materials within the organic semiconductors and evidence the influence of the degree of electronic conjugation of the molecule in the reduction of the bandgap. The results showed that the oligomer and the polymer possess similar electronic and optical properties. However, the oligomer solubility improves the processability necessary for the manufacturing photonic devices. OFcPV was characterized by Z-scan technique, and the results indicate that OFcPV is candidate to be used as an optical limiter, fast optical switch, or optical logic gates. Also, OFcPV exhibits quasi-superparamagnetic behavior resulting from the iron disposal in the structure.

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Reference:
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 intramolecular M…HO bond in alpha-metallocenylcarbinols (M = Fe, Ru, Os) and the intermolecular Os…HOH bond in the water complex with osmocene have been studied by extended Hueckel (EH) and density functional theory (DFT) methods at the BLYP and B3PW91 levels. There is no evidence that Fe will form such a H-bond. bonds involve the d-orbitals of the more basic Ru and Os atoms, but otherwise appear to be conventional H-bonds. The approximate intramolecular M…H bond energies are 5.0 and 4.1 kcal/mol for Os and Ru, respectively, as compared to 11.7 kcal/mol for the intermolecular Os…HOH bond. The intermolecular M…H-O bond appears to be of linear type with elongation of the H-O distance. There are steric requirements that accompany these H-bonds. The M-ring distances must be long enough in the intramolecular complexes to permit the carbinal to correctly approach the metal; bulky substituents on the cyclopentadienyl rings inhibit intermolecular bonding.

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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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In this paper, we have investigated the reactivity of the molybdenum oxide film toward some standard redox systems (e.g., ferrocene (Fc) and its derivatives) and observed a few interesting phenomena. The results demonstrate that the electrochemical behaviour of Fc and its derivatives at the oxide-modified carbon fiber (CF) microelectrode differs from that at a bare CF microelectrode. The conductivity of the molybdenum oxide film is seriously affected by the range and the direction of the potential scan, which influences the electrochemical behaviour of these redox systems at the film electrode. If the cycling potential is more positive than the reduction potential of the molybdenum oxide film, the reduction and oxidation peak currents of Fc and its derivatives could not be observed. The result indicates that the molybdenum oxide film on a microelectrode surface cannot transfer electrons between the surface of the electrode and Fc or its derivatives due to the existence of a high resistance between the interface in these potential ranges. On the other hand, if the lower limit of the scan potential was extended to a potential more negative than the reduction peak potential of the film, the oxidation peak of Fc or its derivatives appeared at about the potential relative to Eo of Fc or its derivatives on the bare electrode, and the peak current is proportional to the concentration of these couples in the electrolyte. To our surprise, the peak height on the modified electrode is much larger than that on the bare CF microelectrode under the same conditions in the range of low concentration of these couples, and the oxidation peak potential of these couples is more negative than that on the bare CF microelectrode. On the basis of the experimental observation, we propose that these redox couples may undergo an interaction with the reduction state of the molybdenum oxide film. The new phenomena that we observed have been explained by using this interaction.

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Reference:
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

 

Chemical Properties and Facts of 1,1′-Diacetylferrocene

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PROBLEM TO BE SOLVED: To provide a novel method for producing a silylamine, which uses a catalyst comprising an iron complex containing no molybdenum.SOLUTION: There is provided the method for producing a silylamine, which includes forming a silylamine represented by formula N(SiRRR)(In the formula, R, R, and Rare each independently selected from the group consisting of hydrogen and a C- Clinear, branched, or cyclic hydrocarbon group) by reacting a nitrogen gas with a silyl halide represented by formula SiRRRX (In the formula, R, R, and Rare each independently selected from the group consisting of a hydrogen atom and a C- Clinear, branched, or cyclic hydrocarbon group, and X is a halogen atom) in the presence of a catalyst which comprises an iron complex containing iron but not containing molybdenum, and a reducing agent.

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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 microfabrication and characterization of glass surfaces patterned with enzymes (diaphorase, horseradish peroxidase(HRP)) or antigen-antibodies (carcinoembryonic antigen (CEA), human chorionic gonadotropin (HCG) and human placental lactogen (HPL)) were studied using scanning electrochemical microscopy (SECM). Localized enzymes and antigen-antibody complexes with labeled enzymes were characterized on the basis of detection of catalytic current for ferrocenylmethanol by SECM. The SECM technique was extended to the enzyme-linked immunosorbent assay (ELISA). This method detects as low as ? 104 CEA molecules in a single microspot. We also demonstrated a novel dual assay using microfabricated glass substrates with anti-HCG and anti-HPL microspots.

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Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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We have synthesized a series of novel SERMs bearing a ferrocenyl unit based on a three-dimensional oxabicyclo[2.2.1]heptene core scaffold. These compounds displayed high receptor binding affinities as well as ERalpha or ERbeta selectivity. In cell proliferation assays, we found that these ligands were cytotoxic at micromolar concentrations in both ER-positive and ER-negative breast cancer cells. On further examination, we found that the antiproliferative effects of compounds 9b, 10h and 11b on MCF-7 cells line does not arise from antiestrogenicity, but rather proceeds through a cytotoxic pathway. Possible mechanisms for the unique activities of these ligands were also investigated by molecular modeling. These new ligands could act as scaffolds for the development of novel anti-breast cancer agents. The Royal Society of Chemistry 2012.

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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