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A reaction between cynichrodenoic acid, (eta5-C5H4COOH)Cr(CO)2NO (6) and phosphorus pentachloride produces cynichrodenoyl chloride (11) in high yield.Subsequent reaction of 11 with sodium azide affords cynichrodenoyl azide (12), which undergoes Curtius rearrangement to form cynichrodenyl isocyanate (13).Subsequent hydrolysis of isocyanate 13 in aqueous KOH solution yields aminocynichrodene (14).Azide 12 also undergoes Curtius rearrangement in the presence of benzyl alcohol to produce benzyl N-cynichrodenylcarbamate (15).Reactions of acid chloride 11 with ammonia, dimethylamine or aniline lead to the corresponding carboxamides (16-18).Amide 16 is readily dehydrated to produce cynichrodenecarbonitrile (19).Reactions of acid chloride 11 with either benzyl alcohol or hydroxymethylferrocene generate the corresponding esters (20-21), whereas treatment of a tetrahydrofuran solution of 11 with pyridine affords cynichrodenecarboxylic anhydride (22) in low yield.Reactions of acetylcynichrodene (2) with organolithium reagents, leading to both carbonyl addtion and condensation products, have been investigated.Treatment of 2 with lithium diisopropylamide in diethyl ether solution produces the self-condensation product 1,3-dicynichrodenyl-but-2-en-1-one (24).Acetyl derivative 2 and benzaldehyde also undergo Claisen-Schmidt condensation in the presence of lithium diisopropylamide to afford cinnamoylcynichrodene (27).

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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 title compounds were synthesized in quantitative yields by interacting alpha-hydroxyalkyl ferrocenes with polyfluoroalkyl benzimidazoles in an aqueous-organic medium in the presence of HBF4. The resulting diastereomers and enantiomers were resolved using HPLC on silica bonded chiral stationary phases based on chiral cyclodextrins and cyclic antibiotics. The X-ray determination of molecular and crystal structure of 1-ferrocenylmethyl-2-(trifluoromethoxyfluoromethyl)benzimidazole (1) was carried out.

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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

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. Safety of Ferrocenemethanol. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 1273-86-5, Name is Ferrocenemethanol

Nitrogen doped multi-walled carbon nanotubes (N-CNTs) were synthesized by the solid state pyrolysis of ferrocenylmethylimidazole or a mixture of ferrocene (FcH)/i-methylimidazole (i = 1, 2 and 4) at 800 C at different ratios in sealed quartz tubes. Transmission electron microscopy (TEM) images confirmed that the carbon nanotubes (CNTs) obtained were doped with nitrogen to give nitrogen doped multi-walled CNTs (N-CNTs). N-CNTs showed bamboo-like structures for the CNTs produced from both ferrocenylmethylimidazole and the mixtures of FcH/i-methylimidazole at varying ratios. The study revealed that the different imidazoles produced different types/size distributions of shaped carbon nanomaterials (SCNMs) including N-CNTs with different diameters. An investigation of the bamboo structures revealed that the three methylimidazole isomers led to tubes with different individual bamboo compartment distances and different morphologies including different N contents. This confirms that the synthesis of N-CNTs is determined by fragments (ratios, types) produced by decomposition of reactants at high temperature.

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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 initial stage of corrosion behavior and the semiconductor property of a passive film formed on steel with zinc coating were investigated in 5 wt.% NaCl solution using scanning electrochemical microscopy (SECM), electrochemical impedance spectroscopy (EIS), potential-capacitance measurement and the Mott?Schottky analysis method. The SECM test results reveal that the Faradic currents on the tip of the ultramicro electrode decreased with the extension of immersion time, suggesting that the coating was slowly degrading, and the water and ions gradually permeated into the coating. The tip current remained stable without obvious bursting and swelling, which revealed that no blister occurred inside the coating. EIS results also support the above conclusion, especially for long-term immersion. The potential-capacitance and Mott?Schottky analysis show that the water and ions gradually entered into the coating during the immersion process, while at the same time the coating showed the characteristics of n-type semiconductor. As the time elapsed, the capacitance value decreased and the thickness of the space charge layer declined. The decrease in the slope of the Mott?Schottky curves suggested the simultaneous increase of the carrier density, and the coating was degrading. SEM observation also exhibits an obvious coating degradation after immersion compared with the previous coating without immersion in solution.

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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 electrochemical reactivity of a defect in organic coating was investigated by electrochemical noise (EN) and scanning electrochemical microscopy (SECM). Time dependent EN spectra and SECM image on a metal with defective organic coating was measured, and corresponding EN frequency domain spectra and probe approach curves (PACs) were used to obtain electrochemical reactivity information within the coating defects. All time domain and frequency domain analyses, and SECM measurements were successful indicators of corrosion intensity within the defect. The amplitude of electrochemical current noise (ECN) and the low-frequency plateau of the power spectral density (PSD) WL increased significantly with corrosion intensity.

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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 the present report the well-known advantages of hydrodynamic mass transport in electrochemical systems are used in combination with scanning electrochemical microscopy (SECM). The hydrodynamic SECM system integrates a high-precision stirring device into the experimental setup. The well-defined stirring of the SECM electrolyte results in steady state diffusion layer characteristics in the vicinity of large substrate electrodes operated in chronoamperometric measuring mode. For a range of rotation frequencies of a rotating cylinder the thickness and the stability of the diffusion layer was studied by hydrodynamic SECM in the substrate generation/tip collection (SG/TC) as well as in the competition mode using ferrocene methanol as redox mediator. Different UME probe dimensions ranging from Pt diameters of 20 mum down to 0.6 mum were used. The smallest probe with dPt = 0.6 mum was found most suitable for these studies due to the almost convection-independent amperometric response associated with submum electrodes. Additionally, preliminary studies of hydrodynamic SECM imaging of a 2 mm Pt disk electrode surface in the SG/TC mode based on in situ produced hydrogen as a mediator are presented. Comparative images measured in the conventional positive feedback mode in quiescent solution show that hydrodynamic SECM offers attractive complementary information.

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
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Historic as well as new developments in chemistry of metallocenyl-containing porphyrins, phthalocyanines, naphthalocyanines, tetraazaporphyrins, subphthalocyanines, subporphyrins, BODIPYs, azaBODIPYs, and related systems were overviewed. Synthetic pathways for preparation as well as the redox and photophysical properties of metallocenyl-type compounds in which organometallic substituents connected to the respective core pi-system via (i) equatorial covalent bond; (ii) axial covalent or coordination bond; (iii) beta,beta’-fusion into the aromatic system; and (iv) eta5- or eta6-bonds to the central metal ion are discussed.

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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 introduction of mechanophores into polymers makes it possible to transduce mechanical forces into chemical reactions that can be used to impart functions such as self-healing, catalytic activity, and mechanochromic response. Here, an example of mechanically induced metal ion release from a polymer is reported. Ferrocene (Fc) was incorporated as an iron ion releasing mechanophore into poly(methyl acrylate)s (PMAs) and polyurethanes (PUs). Sonication triggered the preferential cleavage of the polymers at the Fc units over other bonds, as shown by a kinetic study of the molar mass distribution of the cleaved Fc-containing and Fc-free reference polymers. The released and oxidized iron ions can be detected with KSCN to generate the red-colored [Fe(SCN)n(H2O)6?n)](3?n)+ complex or reacted with K4[Fe(CN)6] to afford Prussian blue.

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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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Narrowly dispersed diblock copolymers containing poly(methyl methacrylate) [PMMA] or poly(nonafluorohexyl methacrylate) [PF9MA] as the first block and poly(ferrocenylmethyl methacrylate) [PFMMA] as the second block, were prepared by anionic polymerization for the first time. Disordered bulk morphologies in the case of PMMA-b-PFMMA were observed and explained in terms of low Flory?Huggins interaction parameter (chi ? 0.04). In the case of PF9MA-b-PFMMA hexagonally packed cylinder morphology (HEX) was substantiated from TEM and SAXS observations. Furthermore, high incompatibility between PF9MA and PFMMA blocks allowed for the formation of well-ordered ferrocene containing cylinders on silica substrate upon exposure of the thin films to a saturated solvent vapor. It was shown that the cylinder orientation, parallel or perpendicular to the surface, could easily be controlled by appropriate choice of the solvent and without the need for preliminary surface modification, for example by means of grafted brush layer.

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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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Coordination properties of phosphorus ylides towards electropositive metals are greatly improved in systems, where the carbanionic charge can be delocalized into the aromatic rings of substituents, as illustrated in the title compounds.The ferrocenyl-substituted ylide 2, synthesized from bis(diphenylphosphino)methane and (ferrocenyl)trimethylammonium iodide via the phosphonium salt intermediate 1, is thus easily converted into the alkali complexes 3a, b on treatment with NaNH2 or KH in tetrahydrofuran, respectively.The intensely coloured products are soluble in a number of organic solvents.NMR spectra of these solutions provide evidence for an interaction between alkali cations and the ferrocenyl rings. – From (C6H5)2CH2P(C6H5)2 and ferrocenylmethyl chloride a diquaternary salt 4 is obtained, which yields a double-ylide mixture 5a, b on treatment with base.Hydrolysis of this product affords the ylidic phosphine oxide 6. – The reaction of the ylides 7 and 9 (described previously) with NaNH2, KH or barium metal (in liquid ammonia) leads to the (earth) alkali complexes 8a-c and 10a, b, respectively.With the exception of 8c, but similar to 3a, these materials contain tetrahydrofuran solvate molecules.The 23Na NMR spectrum of 8a and the pronounced quadrupole broadening of the P(III) signals by the alkali cations in the 31P NMR spectra of 8a, b allow structural suggestions for the solution state as proposed in the formulae.Further treatment of 10b with KH yields a potassium complex 11, characterized, i.a., via a corresponding diquaternary salt 12. – Keywords: Ylides, Alkali Complexes, Phosphonium Salts, Phosphonium Ferrocenylmethylides

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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