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Multicomponent reactions are fundamentally different from two-component reactions, as multicomponent reactions can enable the efficient and step-economical construction of complex molecular scaffolds from simple precursors. Here, an unprecedented three-component direct C-H addition was achieved in the challenging meta-selective fashion. Fluoroalkyl halides and a wide range of alkenes, including vinylarenes, unactivated alkenes, and internal alkenes, were employed as the coupling partners of arenes in this strategy. The detailed mechanism presented is supported by kinetic isotope studies, radical clock experiments, and density functional theory calculations. Moreover, this strategy provided access to various fluoride-containing bioactive 1,1-diarylalkanes and other challenging synthetically potential products.

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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 probe based on ferrocene structure has been designed, synthesized and elucidated from the single crystal X-ray method. It demonstrated fluorescence response to Hg2+ and Cu2+ in CH3OH. The results indicated that the title complex could be applied in the multianalyte detection. Binding ability of receptor 3 in CH3OH was tested for various cations (Fe3+, Co2+, Cu2+, Zn2+, Cd2+, Hg2+, Pb2+, and Ba2+ in water). The computed binding constants for Hg2+ and Cu2+ indicated a distinct absorbance shift. The receptor is an attractive array due to its distinct absorbance shift profile in a semi-aqueous phase, making it applicable in biology, environmental sciences and material chemistry.

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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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CycloN2P2-Phos! The use of the multidentate phosphine, CycloN2P2-Phos (see graphic), which contains four heteroatoms (two nitrogen and two phosphorus atoms), in the palladium-catalyzed asymmetric allylic etherification (AAE) of alcohols and silanols leads to excellent levels of enantioselectivity (up to 99 %ee). 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

 

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A series of ferrocene-based methylimidazolium receptors were prepared and their electrochemical properties of sensing the various anions, the dependence of alkyl chain length, were investigated by voltammetry technologies. All of these ferrocenylimidazolium compounds were fully characterized by elemental analysis, NMR and mass spectrometry. Moreover, the structures of ferrocene-based methylimidazolium receptors 1a, 1b, 2b, and 3b were confirmed by X-ray crystallography. The ferrocenylimidazolium 1a and 2a receptors in which the ferrocene center and methylimidazolium fragments are directly linked showed redox waves for both the ferrocenyl moiety and the methylimidazolium moiety and exhibited rather strong electrochemical sensing properties for F- anion.

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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

 

Can You Really Do Chemisty Experiments About 1,1′-Ferrocenedicarboxaldehyde

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Abstract A series of 1,1′-di(hydroxyalkyl)ferrocenes, [Fc'{(CH 2)nOH}2], with n = 1 (1), 2 (2), 3 (3) and 4 (4) and Fc’ = Fe(eta5-C5H4)2, was synthesized. The electrochemistry of the di(hydroxyalkyl)ferrocenes was studied by cyclic voltammetry in CH2Cl2/0.1 M [N nBu4][PF6] utilizing a glassy carbon working electrode. The ferrocenyl group showed reversible electrochemistry with the formal reduction potential, Eo’ , inversely proportional to alkyl chain length and approximately 59 mV smaller than those of the corresponding mono(hydroxyalkyl)ferrocenes derivatives [Fc(CH2)mOH] with m = 1 (1m), 2 (2m), 3 (3m), and 4 (4m) and Fc = Fe(eta5-C 5H5)(eta5-C5H4 -). The tetraalcohol [Fc'{CH(OH)(CH2)3OH} 2], 5, possessing four OH functionalities, two in the terminal positions and two more, one on each of the two alpha-C relative to the ferrocenyl (Fc’ for dialcohols or Fc for monosubstituted derivatives) group, was isolated as a side product during the synthesis of 4. The formal reduction potential of 5 was Eo’ = -24 mV vs. FcH/FcH+ and closely approached Eo’ of [FcCH(OH)CH3] (Eo’ = -11 mV), [Fc'{CH(OH)CH3}2] (-21 mV) and 1 (0.00 mV vs. FcH/ FcH+). The single crystal X-ray structure of the tetraalcohol 5 (Z = 8, orthorhombic, space group Pbca) was also solved.

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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

 

Why Are Children Getting Addicted To Vinylferrocene

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We report the results of a systematic electrochemical study of the host-guest supramolecular adducts between ferrocene (Fc), ferrocenium cation (Fc+), and other mono- and disubstituted ferrocene derivatives with different beta-cyclodextrins (CD) in mixed organic-aqueous media. The influence on the formation constants (Kf) of the organic cosolvent, the different substituents on Fc, and the type of CDs are evaluated. NMR and conductometry responses of ferrocenium cation solutions in the presence of CD confirm the weak propensity of Fc+ to enter into the cyclodextrin cavity. The Kf value generally decreases as the steric bulk and the rigidity of Fc substituents increases, consistent with an inclusion model in which the Fc fits into the CD cavity in an axial mode while the substituent protrudes out. Interestingly, the addition of sulfated beta-CD shifts the redox Fc/Fc+ couple toward cathodic values, indicating that the oxidized, cationic form Fc+ is more strongly bound to the sulfated cyclodextrin than neutral Fc, probably by means of electrostatic interaction with the external -SO3- functionalities.

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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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Four organometallic nucleobases have been prepared and characterized, each consisting of a disubstituted ferrocene unit connected through either a conjugated or saturated linker group to adenine or thymine nucleobases. Their assembly behavior has been studied in the solid state via X-ray crystallography, revealing intermolecular H-bonded arrays. The electrode potentials in DCM are strongly dependent upon the nature of the linker group between the ferrocene unit and the nucleobase.

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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 first example of an efficient and direct dehydrogenative boration of alkenes for vinyl boronate ester synthesis was achieved using a zirconium catalyst. Our methodology avoids using precious transition metals, additional hydrogen acceptors, high temperatures, and long reaction times, which were required to overcome the reducing ability of borane, to give alkyl boronate esters. Detailed mechanistic studies revealed a reversible reaction pathway and further suggested applying the zirconium complex as a ?shuttle catalyst? for transfer boration, which thus sidesteps the use of relatively sensitive borane.

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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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On the basis of the results obtained by computer simulation as well as experimentally for poly (vinyl-ferrocene) and chemically derivatized nickel electrodes the influence of layer thickness, uncompensated ohmic resistance and slow heterogeneous charge transfer on the chronoamperometric response in discussed. It is shown that in several cases reliable charge-transport diffusion coefficient can be extracted from the experimental i-t-1/2 data only with the help of simulation technique by using appropriate relationships; since no Cottrell-line can be drawn or the slope of a straight line passing the origo and several points deviates from that one corresponding to the actual D(ct)2/1 c value.This is due to the fact that there is no such time interval where the influence of the uncompensated ohmic potential drop and/or the slow charge transfer no more exist and the fall of the current related to the finite thickness of the surface layer does not appear yet.

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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 result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis. We will look forword to the important role of 1273-86-5, and how the biochemistry of the body works.Quality Control of Ferrocenemethanol

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A native oxide film on the biphasic alloy Ti6Al4V was studied with scanning electrochemical microscopy (SECM). This alloy is commonly used for biomedical applications due to its biocompatibility and mechanical properties. The heterogeneously composed, n-semiconducting oxide film is of particular interest as biological systems are in contact only with these oxides and immunological rejection mechanisms may be connected to their electrochemical properties. Auger electron spectroscopy showed that the elemental composition of the oxide films on the alpha and Beta phase differ from each other. Approach curves were recorded above individual grains of the alpha phase in the feedback mode with several redox mediators. They were selected to cover a wide range of redox potentials for a better understanding of the surface kinetics of the oxide layer. The electron-transfer kinetics changed strongly depending on the redox potential of the mediator with respect to the energetic position of the bandgap of the oxide film. Predictions about the value of the flatband potential on an individual phase were derived from these experiments. Furthermore, SECM images were recorded to laterally resolve different electrochemical properties of the oxide film originating from the heterogeneous composition of the oxide on both phases.

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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