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The redox switching of poly(vinylferrocene) (PVF) films was investigated using the electrochemical quartz crystal microbalance in conjunction with cyclic voltammetry (at different voltage scan rates) and reverse potential steps. The mechanism of the redox process was determined using PVF films supported on Au electrodes and exposed to aqueous bathing solutions of 0.1 M sodium hexafluorophosphate. PVF electro-oxidation proceeds via coupled oxidation of uncharged ferrocene sites and entry of counterion and is followed by the entry of water into the film. Structural changes within the polymer may also accompany the latter two steps. Any of these three steps may be the slowest for particular redox conditions. The controlling kinetic step depends on the film’s instantaneous water content, its instantaneous oxidation state, the electrochemical control function, the direction of redox switching, and the associated time scale of the experiment. We describe a new general quantitative approach based upon comparison of the instantaneous fluxes of solvent (water) and counterion during the redox cycle to characterize the rate-controlling process as a function of the extent of film oxidation. This new methodology has the capability to resolve time scale- and potential- (charge-) dependent mechanistic shifts and film relaxation phenomena as they are reflected through the ratio of fluxes of solvent and counterions.

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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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2,3-Diferrocenyl-1-methylthiocyclopropenylium iodide reacts with water, metal alkoxides, phenolates and with alcohols in the presence of Et3N to give E-1,2-diferrocenyl-3-methylthioprop-2-enone or its ketals. Their structures were established based on data from 1H and 13C NMR spectroscopy and X-ray diffraction analysis. The mechanistic aspects of these reactions are discussed. Electrochemical properties of 8 and 13b have been studied. The compounds present two oxidation processes (I-II), attributed to the oxidations of the ferrocenes groups, E0?(I), E0?(II), DeltaE0?(II-I) and comproportionation constant Kcom are reported.

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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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Highly enantioselective iron-catalyzed C?H alkylations by inner-sphere C?H activation were accomplished with ample scope. High levels of enantiocontrol proved viable through a novel ligand design that exploits a remote meta-substitution on N-heterocyclic carbenes within a facile ligand-to-ligand H-transfer C?H cleavage.

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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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A study has been made of the possibility of increasing the stability of the 1,1?-bis(diphenylphosphino)ferrocenium monocation by introduction of appropriate substituents into the cyclopentadienyl ligands. The electrochemical behaviour of a series of 1,1?-bis(diphenylphosphino)ferrocenes bearing substituents with a range of electronic properties has been examined. The results reveal that, the higher the electron-donating ability of the substituents, the longer is the lifetime of the corresponding 1,1?-bis(diphenylphosphino)ferrocenium monocation. However, no stable ferrocenium cation has been obtained; mass spectrometry shows that mixtures of mono- and di-bis(diphenylphosphine)oxides are ultimately formed as products resulting from decomposition of the initially electrogenerated 1,1?-bis(diphenylphosphino)ferrocenium species.

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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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4-Thiaflavan is a sulfur-substituted flavonoid with a benzoxathiin scaffold. The aim of this work is to compare abilities of sulfur and oxygen atom, hydroxyl groups, and ferrocene moiety at different positions of 4-thiaflavan to trap radicals and to inhibit DNA oxidation. It is found that abilities of thiaflavans to trap radicals and to inhibit DNA oxidation are increased in the presence of ferrocene moiety and are further improved by the electron-donating group attaching to thiaflavan skeleton. It can be concluded that the ferrocene moiety plays the major role for thiaflavans to be antioxidants even in the absence of phenolic hydroxyl groups. On the other hand, the antioxidant effectiveness of phenolic hydroxyl groups in thiaflavans can be improved by the electron-donating group. The influences of sulfur and oxygen atoms in thiaflavans on the antioxidant property of para-hydroxyl group exhibit different manners when the thiaflavans are used to trap radicals and to inhibit DNA oxidation.

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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 tetramethylene-bridged PMes2/B(C6F 5)2 frustrated Lewis pair (FLP) 8 was prepared by hydroboration of Mes2P-(CH2)2CH=CH2 with HB(C6F5)2. It is an active FLP that splits dihydrogen under mild conditions and, consequently, serves as a metal-free hydrogenation catalyst for a variety of substrates. It also reacts typically with terminal acetylenes. The C4-bridged FLP 23 was prepared by HB(C6F5)2 hydroboration of 1- dimesitylphosphino-2-vinylferrocene. It represents a rare example of a FLP where the equilibrium between the open form and the closed internal P/B adduct form is experimentally observable. It also shows a variety of typical FLP reactions, including dihydrogen splitting. The FLPs 8 and 23 (open form) and many precursors and products were characterized by X-ray diffraction.

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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 reaction of tris(3-iodopentane-2,4-dionato)cobalt(III) with vinylferrocene in the presence of triphenylphosphine and a catalytic amount of PdII produced two structural isomers.The characterisation of these isomers, 2- and 3-ferrocenyl-4-acetyl-2,3-dihydro-5-methylfuran <(B) and (C), respectively> is described.Their structures have been determined by single-crystal X-ray diffractometry: (B) is orthorhombic, space group Pbca with a=9.821(2), b=10.414(4), c=27.761(6) Angstroem, final R=0.031, R’=0.050 for 1706 reflections; (C) is monoclinic, space group is P21/c with a=9.692(1), b=7.678(5), c=19.082(3) Angstroem, final R=0.031, R’=0.048 for 1641 reflections.

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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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Reaction of [IrCp?Cl2]2 with ferrocenylimines (Fc=NAr, Ar=Ph, p-MeOC6H4) results in ferrocene C-H activation and the diastereoselective synthesis of half-sandwich iridacycles of relative configuration Sp?,RIr?. Extension to (S)-2-ferrocenyl-4-(1-methylethyl)oxazoline gave highly diastereoselective control over the new elements of planar chirality and metal-based pseudo-tetrahedral chirality, to give both neutral and cationic half-sandwich iridacycles of absolute configuration Sc,Sp,RIr. Substitution reactions proceed with retention of configuration, with the planar chirality controlling the metal-centred chirality through an iron-iridium interaction in the coordinatively unsaturated cationic intermediate.

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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 stereochemistry of two processes, viz., alpha-ferrocenylalkylation of indazole with optically active S-(+)-1-ferrocenylethanol and the thermal rearrangement of S-(+)-2-N-(ferrocenylethyl)indazole into S-(+)-1-N- (ferrocenylethyl)indazole, was studied. Both reactions proceed stereoselectively.

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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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Abstract New dyes containing pyridine anchoring group and different nitrogen-based heterocyclic electron-donating units linked via benzothiadiazole moiety have been synthesized and characterized by photophysical studies. Incorporation of benzothiadiazole extended the absorption onset into the lower energy region up to 600 nm. The dyes possessing vinyl linker between the heterocyclic donor and benzothiadiazole exhibited red-shifted absorption with high molar extinction coefficient than the dyes, which contain heterocyclic donor directly attached to the benzothiadiazole unit. The dyes exhibited acidochromism in the absorption spectra presumably due to the protonation of the pyridine nitrogen. These materials exhibited good thermal stability and their thermal-decomposition temperatures are in the range, 355-407 C. The dye-sensitized solar cells fabricated using a dye containing phenothiazine donor showed power conversion efficiency of 1.97%. Electrochemical impedance studies reveal that the charge separation is highly dependent on the structural composition of the dyes.

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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