Category: iron-catalyst

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A soluble (E)-poly(p-phenylenephosphaalkene) having sterically encumbering ligands has been prepared by a phospha-Wittig reaction. This material exhibits a bathochromic shift with respect to E-PPV and with respect to representative model oligomers. We also report the first fluorescence study of a poly(p-phenylenephosphaalkene) and find that this material exhibits fluorescence, though with modest intensity relative to similarly sized carbon-based analogues.

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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 redox behavior and kinetic parameters of five ferrocene derivatives were investigated in 1M LiPF6 in 50:50 volume percent EC:EMC, a typical electrolyte used in lithium-ion batteries. Using cyclic voltammetry (CV) and rotating disk electrode voltammetry (RDE) techniques, the effect of electron donating and withdrawing substituents on each derivative was evaluated from the view point of the Hammett substituent constant. We found that electrochemical rate constants of the ferrocene derivatives can be related to the Hammett equation which gives an accurate approximation for predicting the oxidation potential of redox shuttles when changes are desired in their electron donating and electron withdrawing properties by means of functional group substitution. Our results show that the exchange current density and reaction rate for oxidation decrease as the electron withdrawing property of the substituent increases. It is also shown that electron donating and electron withdrawing property of a substituent affect the exchange current density and electrochemical oxidation reaction rate obeying a trend opposite to that of the Hammett substituent constants (sigma). The correlations found here are expected to improve the ability to systematically design chemical overcharge protection reagents through judicious substitution of functional groups on redox shuttles.

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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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Functional monolayers containing ferrocenylphosphines have been assembled at silicon surfaces by reaction with the hydrogen-terminated layer.

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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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Ferrocenyl-nucleobases are an increasingly important class of complexes with possible applications in biology, pharmacy and material sciences. This review focuses on synthetic methods for ferrocenyl-nucleobases and on the chemical transformations of these compounds. Utilization of ferrocenyl-nucleobases for self-assembly material preparation and as building blocks for XNA synthesis and anticancer and antibacterial agents is also discussed herein. This review shows that the combination of the redox-active biologically artificial ferrocenyl moiety and genetically essential nucleobases leads to conjugates that retain their electrochemical and self-pairing properties. These properties make ferrocenyl-nucleobases attractive objects for further studies and for applications across the entire spectrum of physico-chemical and engineering sciences.

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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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A number of organometallic stilbenes of the general type [Co(eta4-C4Ph4)(eta5-C 5H4CHCHR] are reported where R is C6H 4X-4 (X = H, OMe, Br, NO2), 1-naphthyl, 9-anthryl, 1-pyrenyl, (eta5-C5H4)Co(eta4- C4Ph4), and (eta5-C5H 4)Fe(eta5-C5H4Y) {Y = CHO, CHC(CN)2 and CHCHC5H4-eta5) Co(eta4-C4Ph4)}. They were prepared by Wittig or Horner-Wadsworth-Emmons reactions which yield both E and Z or only E products respectively. The isomers were separated and all compounds characterised by standard spectroscopic techniques as well as by X-ray diffraction methods in many cases. The electrochemistry of the stilbene analogues in dichloromethane solution is also reported. In most, the (eta5-C5H4)Co(eta4-C 4Ph4) functional group undergoes a reversible one-electron oxidation. For those molecules that also include (eta5-C 5H4)Fe(eta5-C5H4Y), this is preceded by the reversible oxidation of the ferrocenyl group. Spectroscopic and structural data suggests that for most compounds there is little electronic interaction between Co(eta4-C4Ph 4)(eta5-C5H4) and the R end groups which are effectively independent of one another. The only exceptions to this are Z and E-[Co(eta4-C4Ph4) (eta5-C5H4CHCHC6H 4NO2-4], and [Co(eta4-C4Ph 4)(eta5-C5H4CHCHC 5H4-eta5)Fe{eta5-C 5H4CHC(CN)2}] where the electronic spectra are respectively consistent with a significant Co(eta4-C 4Ph4)(eta5-C5H4)/ NO2 donor/acceptor interaction and a less significant Co(eta4-C4Ph4)(eta5-C 5H4)/C(CN)2 one. However, OTTLE studies show that in the electronic spectra of [Co(eta4-C4Ph 4)(eta5-C5H4CHCHR]+ there are low energy absorption bands (950-1800 nm) which are attributed to R ? Co(eta4-C4Ph4)(eta5- C5H4)+ or, when R is a ferrocenyl-base group, Co(eta4-C4Ph4)(eta5-C 5H4) ? (eta5-C5H 4)Fe(eta5-C5H4Y)+ charge transfer transitions. The ferrocenyl compounds undergo cis/trans isomerisation on the OTTLE experiment timescale.

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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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Ferrocene and ferrocenium sites in radiofrequency plasma polymer films on Pt electrodes can be electrochemically oxidized and re-reduced in contact with a variety of electrolyte/solvent systems.When the electrochemical reaction is conducted under near-equilibrium conditions, cyclic voltammetric and chronopotentiometric waveshapes reflect the modulation of ferrocene and ferrocenium site activities by solvent swelling of the film.In water, ferrocene sites exhibit a phase-like (constant) activity during film oxidation, but in acetonitrile ferrocene site activity is proportional to fractional film oxidation.When the film oxidation or reduction is driven by a large potential step (avoiding film ohmic resistance effects), the rate of film reaction is controlled by Fickian diffusion of electrochemical charge through the film.In water, the product of charge diffusion constant and initial concentration of electroactive sites, D1/2C, is 2 X 10-8 mol/cm2 s1/2 for film oxidation and 1.4 X 10-8 mol/cm2 s1/2 for film re-reduction.The difference may be due greater film swelling in the oxidized state.The relationship of charge diffusion rates in redox polymer films on electrodes to their electrocatalytic reactions is discussed.

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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

Formula: C11H3FeO, Healthcare careers for chemists are once again largely based in laboratories, although increasingly there is opportunity to work at the point of care, helping with patient investigation. 1273-86-5, Name is Ferrocenemethanol, molecular weight is 206.99. molecular formula is C11H3FeO. In an Article，once mentioned of 1273-86-5

A cyclometalated iridium(III) complex containing a N?C?N-coordinating terdentate ligand [Ir(dpyx-N,C,N)Cl(mu-Cl)]2 was found to be a general and highly effective catalyst for the alpha-alkylation of ketones and N-alkylation of amines with alcohols. In the presence of catalyst (1 mol % Ir) and base (0.2-0.5 equiv), a variety of desirable products were obtained in good yields under an air atmosphere. Notably, this research exhibited the new potential of Ir(III) complexes bearing non-Cp? ligand and will facilitate the progress of the hydrogen autotransfer process.

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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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Ethenylferrocene, C12H12Fe, was an unexpected product of the thermolysis of 1-aminoethylferrocene in a melt reaction with naphthalene-2,3-dicarboxylic acid. It was characterized by single crystal X-ray diffraction which revealed that the cyclopentadiene rings are slightly staggered and the ethenyl substituent lies approximately in the plane of the substituted cyclopentadiene ring. In the crystal structure C-H?pi interactions link molecules into parallel rows.

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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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A bis(phosphine)borane ambiphilic ligand, [Fe(h5-C5H4PPh2)(h5-C5H4PtBu{C6H4 (BPh2)-ortho})] (FcPPB), in which the borane occupies a terminal position, was prepared. Reaction of FcPPB with tris(norbornene)platinum(0) provided [Pt(FcPPB)] (1) in which the arylborane is h3BCC-coordinated. Subsequent reaction with CO and CNXyl (Xyl=2,6-dimethylphenyl) afforded [PtL(FcPPB)] {L=CO (2) and CNXyl (3)} featuring h2BC-And h1B-Arylborane coordination modes, respectively. Reaction of 1 or 2 with H2 yielded [PtH(m-H)(FcPPB)] in which the borane is bound to a hydride ligand on platinum. Addition of PhC2H to [Pt(FcPPB)] afforded [Pt(C2Ph)(m-H)(FcPPB)] (5), which rapidly converted to [Pt(FcPPB’)] (6; FcPPB’=[Fe(h5-C5H4PPh2)(h5- C5H4PtBu{C6H4 (BPh-CPh=CHPh-Z)-ortho}]) in which the newly formed vinylborane is h3BCC-coordinated. Unlike arylborane complex 1, vinylborane complex 6 does not react with CO, CNXyl, H2 or HC2Ph at room temperature.

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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 in situ reduction of ferrocenyl cyclopropylimines to the corresponding amines triggers a facile oxidative ring-opening to yield the formal four-electron oxidation products: N-ferrocenylmethyl beta-hydroxyamides. This process is believed to proceed via generation of a ferrocinium ion in the presence of air, leading to facile formation of a distonic radical cation that is ultimately trapped by oxygen.

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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