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Self-cross-linkable ferrocenyl-containing polymethylhydrosiloxanes were synthesized. Karstedt’s catalyst and cis-[PtCl2(BnCN)2] were examined as cross-linking catalysts at room temperature for the reaction between Si?H groups of the ferrocenyl-containing polymethylhydrosiloxanes. Cis-[PtCl2(BnCN)2] is an effective catalyst that allows cross-linked ferrocenyl-containing silicones (silicone rubbers) to be obtained with no visible mechanical defects (bubbles or cracks) compared with Karstedt’s catalyst. The ferrocene content of the ferrocenyl-containing silicone rubbers was found to be approximately 50 wt.% by energy-dispersive X-ray analysis. Compared with cross-linked non-modified polymethylhydrosiloxanes, the ferrocenyl-containing silicone rubbers exhibited improved tensile properties (the tensile strength increased from 0.47 to 0.75 MPa) and a 1.5?2.5 times lower cross-linking degree. The surface resistivity of the ferrocenyl-containing silicone rubbers (50 wt.% ferrocenyl units) was approximately 7 × 109 Omega/?, which was 10,000 times lower than that of pure polymethylhydrosiloxane. The obtained flexible electroactive ferrocenyl-containing silicone rubbers can potentially be applied as coatings for electronic and electrostatic-sensitive devices, interfaces, and sensors.

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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 series of novel copolymers consisting of a redox monomer, vinylferrocene, and an ion-conducting monomer, omega-methacryloyl-alpha-methoxy-oligo(ethylene oxide) (average molecular weight = 470), have been prepared by radical copolymerization and characterized.Ionic conductivity and redox activity of the copolymers, complexed with lithium perchlorate, have been explored by using complex impedance spectroscopy and solid state voltammetry with microelectrodes, respectively.The copolymer/salt complexes exhibit ionic conductivity of 1E-5 S cm-1 at room temperature and chemically reversible redox activity by themselves without any fluid solvents.The redox activity can be assigned to redox reactions of ferrocene sites in the bulk polymeric phases.The redox reactions are caused by propagation of oxidized (reduced) sites, generated at the electrode/copolymer interface, by electron transfer (electron hopping) reactions between mixed valent ferrocene/ferrocenium sites in the diffusion layer.Apparent electron diffusion coefficient for the electron transfer reactions, evaluated by potential step chronoamperometry, increases with increasing vinylferrocene composition in the copolymers.These copolymer/salt complexes are intrinsic redox conductors which exhibit appreciable ionic conductivity and redox activity by themselves without any fluid solvents and can be distinguished from conventional redox polymers.

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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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Mo(CH-t-Bu)(NAr)(O-t-Bu)2 (1a) in THf/0.1 M [n-Bu4N]AsF6 is not oxidized at potentials up to 1.0 V and undergoes a reversible, one electron reduction at -2.16 V vs SCE at a Pt electrode. An analogous intiator containing a ferrocenylmethylidene ligand (1b) can be synthesized by treating 1a with vinylferrocene. Redox-active derivatives of norbornene, containing ferrocene (2) or phenothiazine (3), were prepared and polymerized by 1a or 1b to give living block copolymers containing the ring-opened norbornene derivatives. The living polymer was cleaved from the metal in a Wittig-like reaction with pivaldehyde, trimethylsilylbenzaldehyde, or octamethylferrocenecarboxaldehyde. Polydispersities for the longer block copolymers containing up to ?80 monomer units were found to be as low as 1.05 by GPC. In one case the polydispersity of a homopolymer made from the ferrocene-containing monomer was determined by FD-mass spectroscopy to be 1.06. DSC studies suggest that microphase formation occurs in the block copolymers, even in the case of relatively low molecular weight materials. Solution voltammetric studies of homo and block copolymers showed that the redox centers were electrochemically independent and that all centers exchanged electrons with the electrode. Neutral polymers became insoluble upon oxidation to a polycation, yielding an adsorbed polymer layer on the electrode that could then be cathodically stripped. This oxidative deposition process depended on the electrolyte and the polymer molecular weight but also could be controlled by the size of a nonelectroactive block in the block copolymers. Problems resulting from precipitation of the redox polymers could be circumvented by employing normal pulse voltammetry. Polymers containing redox centers in both end groups as well as in the polymer chain itself have been prepared and their nature confirmed in electrochemical studies.

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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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Ferrocenylmethylation and alpha-ferrocenylethylation of indazole were carried out for the first time. Both reactions afforded two isomers, which were characterized by physical and physicochemical methods, among them by X-ray diffraction analysis. 1-(alpha-Ferrocenylethyl)indazole is thermally more stable than the 2-substituted isomer. Both isomers serve as ferrocenylalkylating agents with respect to s-triazole.

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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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Pseudo-para bis(ferrocenylvinyl)-[2.2]-paracyclophane 2 and its constitutional isomer 3 have been prepared and investigated with respect to their electrochemical and UV/Vis/NIR spectroelectrochemical properties. Cyclic and Square Wave voltammetric measurements show two consecutive one-electron oxidations with a modest redox splitting of 60 and 84 mV, respectively, for the individual Fc/Fc+ couples. In spite of the redox splitting, radical cations 2+ and 3+ constitute class I mixed-valent systems with no detectable electronic coupling between the individual redox sites. The results are thus very similar to those for the pseudo-ortho isomer 1 +, which was previously reported (J. Organomet. Chem. 2012, 717, 14) but erroneously assigned the pseudo-para structure.

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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 reaction of ferrocenylalkenes with chloromethyl alkyl ethers catalyzed by Lewis acids gives 3-alkoxy-1-ferrocenyl carbocations, which can be trapped by nucleophiles to give 1,3-disubstituted ferrocenylalkane derivatives.The application of this reaction to the preparation of chiral 3-hydroxy-1-ferrocenylalkylamines is described; their structures and conformations have been elucidated by NMR spectroscopy.The stereochemical course of the alkoxymethylation reaction involves “exo” attack of the chloromethyl ether at the beta carbon of the double bond relative to the ferrocene, and subsequent “exo” attack of the nucleophile at the carbocationic centre formed in the first step.

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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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Electrochemical molecularly imprinted polymers (e-MIPs) are reported for the first time. Their elaboration is based on the introduction of a redox tracer (vinylferrocene) inside the binding cavities of a cross-linked MIP. Determination of the analyte (benzo[a]pyrene) can be simply performed by measuring the redox tracer signal. the Partner Organisations 2014.

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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 systematic study of the reactions of a number of alpha-hydroxylated ferrocene derivatives with thioglycolic acid confirms that the reaction is extremely fast, viz., 15-20 min <1>, as compared with earlier procedures (12 h) <2,3>.The important kinetic parameters of the reaction of 1-ferrocenylethanol with the thioglycolic acid in the presence of trifluoroacetic acid have been determined.

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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 [4+2] cycloaddition reaction of the (dimesitylphosphino)cyclopentadienes 5a,b with N-phenylmaleimide gave the norbornene derivative 9. Its reduction with LiAlH4 produced the N-phenylpyrrolidino-annulated system 10. Treatment with Piers’ borane gave the respective P/B FLP 12 as the major product, which cleaved dihydrogen under mild conditions to yield the phosphonium/hydrido borate product 14. Reaction of the phosphino-norbornene 10 with 2 M equiv. of Piers? borane [HB(C6F5)2] followed by exposure to dihydrogen eventually gave the HB(C6F5)2 adduct 15. This served as a catalyst for the hydrogenation of a series of chalcone derivatives. The system requires a pre-activation period before becoming active for the conjugated enone hydrogenation.

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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 super electrophilicity of a shelf-stable, easily prepared trifluoromethylthiolating reagent N-trifluoromethylthio-dibenzenesulfonimide 7 was demonstrated. Consistent with the theoretical prediction, 7 exhibits reactivity remarkably higher than that of other known electrophilic trifluoromethylthiolating reagents. In the absence of any additive, 7 reacted with a wide range of electron-rich arenes and activated heteroarenes under mild conditions. Likewise, reactions of 7 with styrene derivatives can be fine-tuned by simply changing the reaction solvents to generate trifluoromethylthiolated styrenes or oxo-trifluoromethylthio or amino-trifluoromethylthio difunctionalized compounds in high yields.

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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