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New ferrocene naphthyridine derivatives were successfully synthesized. The di-substituted ferrocene derivative FecDN behaves as a selective visual chemosensor for mercury ions, exhibiting a rapid and clearly visible precipitation with good selectivity (precipitation) and sensitivity (0.01 muM). The interaction of the ferrocene derivatives and metal ions was investigated by ultraviolet-visible spectroscopy (UV-vis), electrochemical methods, 1H NMR, as well as infrared (IR), and energy dispersive X-ray spectroscopy (EDX). The application of FecDN in the detection and removal of mercury ions is very simple, rapid, and intuitive.

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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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Treatment of 1,1?-diacetylferrocene (10) with excess piperidine and a stoichiometric amount of TiCl4 in pentane leads to CC-coupling of the two functional groups at the ferrocene framework. This enamine condensation reaction leads to the formation of the 1,3-connected dienamine-bridged [3]ferrocenophane system 13a. Complex 13a was characterised by X-ray crystal structure analysis. The analogous TiCl4-mediated coupling and condensation reactions of 10 with morpholine, pyrrolidine or methyl-isopropylamine yield the corresponding substituted [3]ferrocenophane systems 13b-d.

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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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Chemical engineers work across a number of sectors, processes differ within each of these areas, but chemistry and chemical engineering roles are found throughout, creation and manufacturing process of chemical products and materials. Electric Literature of 12180-80-2. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 12180-80-2, Name is 1,1′-Dibenzoylferrocene

The visible absorption spectra and reduction potentials of 11 ferrocenes containing electron-withdrawing substituents were determined in an N-n-butylpyridinium chloride-aluminum chloride molten salt. When the substituent(s) on the cyclopentadienyl ring(s) of ferrocene were varied, the reduction potential was caused to range over 1.25 V, and the wavelength for maximum absorption of visible light was varied by nearly 200 nm. These changes are greater than have been observed for similar ferrocenes in other nonaqueous solvents. Evidence is presented for specific interactions of particular ferrocenes with the molten salt.

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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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Protein misfolding causes serious biological malfunction, resulting in diseases including Alzheimer’s disease, Parkinson’s disease and cataract. Molecules which inhibit protein misfolding are a promising avenue to explore as therapeutics for the treatment of these diseases. In the present study, thioflavin T fluorescence and transmission electron microscopy experiments demonstrated that hemin prevents amyloid fibril formation of kappa-casein, amyloid beta peptide and alpha-synuclein by blocking beta-sheet structure assembly which is essential in fibril aggregation. Further, inhibition of fibril formation by hemin significantly reduces the cytotoxicity caused by fibrillar amyloid beta peptide in vitro. Interestingly, hemin degrades partially formed amyloid fibrils and prevents further aggregation to mature fibrils. Light scattering assay results revealed that hemin also prevents protein amorphous aggregation of alcohol dehydrogenase, catalase and gammas-crystallin. In summary, hemin is a potent agent which generically stabilises proteins against aggregation, and has potential as a key molecule for the development of therapeutics for protein misfolding diseases.

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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 new method for the hydrosilylation of alkynes controlled by a platinum catalyst with a monophosphine ligand (called TBSO-MOP) was explored. The platinum-catalyzed multicomponent and sequential silylation reaction involving alkynes, alcohols, and dihydrosilanes resulted in the highly stereoselective and high-yielding construction of functional (E)-vinylsilyl ethers. Moreover, the one-pot bis-hydrosilylation of terminal alkynes with dihydrosilanes was also achieved with the same platinum catalyst system.

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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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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 label-free method that can doubly image both the physical patterns and the electrochemical information of latent fingerprints (LFPs) on nitrocellulose (NC) membrane has been achieved here by water and scanning electrochemical microscopy (SECM). In this approach, the NC membrane with LFP (LFP/NC) sample was first placed in water, where the different absorption of water onto relatively hydrophobic ridge residues of LFP versus NC membrane background resulted in a high-resolution physical ridge pattern of the fingerprint to naked eyes within just 1?3 s and could further be photographed by a digital camera. Thereafter, the LFP/NC sample was electrochemically imaged by recording the current variations of SECM tip scanning over the label-free fingerprint in the surface-interrogation (SI) mode. The methyl viologen (MV2+) was chosen as the redox mediator to react selectively with the electroactive species in the fingerprint ridge residues rather than furrow regions, which could cause the sharp contrast of the SECM tip current for imaging. Both the collected physical and electrochemical images of LFPs can provide high resolution up to level 2 and level 3 features required for personal identification. In addition, for the first time commercial NC membrane instead of adhesive forensic tape was discovered here for lifting the LFPs from various surfaces, which can then be imaged by this electrochemical approach. Taken together, this method demonstrates a powerful strategy for directly imaging the electrochemical information in LFPs without damaging the fingerprint physical ridge pattern on various substrates, so it has great potentiality in individual identity related applications.

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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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Exclusively planar chirality is exhibited by the ferrocenes obtained in a highly enantioselective synthesis in which a chiral aminoamide acts as a temporary protecting/directing group. This method was used to obtain an enantiomerically pure tetrasubstituted ferrocene, which was transformed into the first C2-symmetric disubstituted ferrocenophane [Eq. (1)].

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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 synthesis and characterization of pyrazole derivatives of general formula [C6H4-4-R-1-{(3,5-Me2-C3N 2)-CH2-(eta5-C5H4) Fe(eta5-C5H5)}] [R = OMe (1a) or H (1b)] with a ferrocenylmethyl substituent are described.The study of the reactivity of compounds 1 with palladium(II) acetate has allowed the isolation of complexes (mu-AcO)2[Pd{kappa2-C,N-C6H 3-4-R-1-[(3,5-Me2-C3N2)-CH 2-(eta5-C5H4)Fe(eta5-C 5H5)]}]2 (2) [R = OMe (2a) or H (2b)] that contain a bidentate [C(sp2, phenyl), N]- ligand and a central “Pd(mu-AcO)2Pd” unit.Furthermore, treatment of 2 with LiCl produced complexes (mu-Cl)2[Pd{kappa2-C,N-C6H 3-4-R-1-[(3,5-Me2-C3N2)-CH 2-(eta5-C5H4)Fe(eta5- C5H5)]}]2 (3) [R = OMe (3a) or H (3b)] that arise from the replacement of the acetato ligands by the Cl-.Compounds 2 and 3 also react with PPh3 giving the monomeric complexes [Pd{kappa2-C,N-C6H3-4-R-1-[(3,5-Me 2-C3N2)-CH2-(eta5- C5H4)Fe(eta5-C5H 5)]}X(PPh3)] {X- = AcO- and R = OMe (5a) or H (5b) or X- = Cl- and R = OMe (6a) or H (6b)}, where the phosphine is in a cis-arrangement to the metallated carbon atom. Treatment of 3 with thallium(I) acetylacetonate produced [Pd{kappa2-C,N-C6H3-4-R-1-[(3,5-Me 2-C3N2)-CH2-(eta5- C5H4)Fe(eta5-C5H 5)]}(acac)] (7) [R = OMe (7a) or H (7b)]. Electrochemical studies of the free ligands and the cyclopalladated complexes are also reported. The dimeric complexes 3 also react with MeO2C-C{triple bond, long}C-CO2Me (in a 1:4 molar ratio) giving [Pd{(MeO2C-C{double bond, long}C-CO2Me)2C6H3-4-R-1-[(3 ,5-Me2-C3N2)-CH2-(eta 5-C5H4)Fe(eta5-C5H 5)]}Cl] (8) [R = OMe (8a) or H (8b)], which arise from the bis(insertion) of the alkyne into the sigma{Pd-C(sp2, phenyl)} bond of 3.

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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 keto-phosphines (L1), <(Ph2PCH2C(O)(eta5-C5H4))2Fe> (L2) and <(Ph2PCH2C(O)(eta5-C5H4)C(O)CH3)> (L3) were respectively prepared by the reaction of Ph2PCl with the lithium enolates derived from acetylferrocene for L1, and 1,1′-bis(acetyl)ferrocene for L2 and L3.Ligand L1 crystallizes in the space group P1 with a 8.526(2), b 10.915(3), c 12.822(3) Angstroem, alpha 63.75(2), beta 69.04(2), gamma 70.77(2) deg, V 978.4 Angstroem3 and Z 2.The structure was solved and refined to R=0.034 and RW=0.042.The C5-rings are eclipsed (3.2 deg) and the plane of the keto group forms a dihedral angle of 13.1 deg with the C5H4 plane.In the complexes cis- and trans- (cis-1 and trans-1), <(o-C6H4CH2NMe2)PdClL1> (2), cis- (3), and (4) the phosphine ligand(s) behave as P-monodentate(s).The structure of trans-1 has been determined by X-ray diffraction at -145 deg C.The complex crystallizes in the monoclinic space group P21/c with a 10.622(7), b 12.647(7), c 15.59(1) Angstroem, beta 103.20(6) deg, V 2039 Angstroem3 and Z=2.The structure was solved and refined to R=0.037 and RW=0.053.The palladium atom lies on a centre of symmetry and the Pd-P and Pd-Cl bond lengths are respectively 2.314(1) and 2.287(1) Angstroem.The C5-rings of each ligand are slightly staggered (10.5 deg) and, as for L1, each keto group is almost parallel to the C5H4 plane (dihedral angle 8.9 deg).For the complex BF4, NMR and IR solution spectroscopy has shown that there is a dynamic exchange between chelating and P-monodentate L1.The possibility of using L2 as a binucleating ligand was demonstrated by the preparation of the trinuclear complex <((C10H8N)PdCl)2(mu-L2-P,P')> (6).The enolato complexes cis- (M=Pd (7), M=Pt (8)), and <(o-C6H4CH2NMe2)Pd(Ph2PCH=C(O)(eta5-C5H4)Fe(eta5-C5H5))> (9) were prepared in high yield by the reaction of NaH with complexes 1, 3, and 2, respectively.Complex 9 reacts with dimethylacetylenedicarboxylate to yield the alkenyl complex <(o-C6H4CH2NMe2)Pd(Ph2PCH(MeO2CC=CCO2Me))> (10), resulting from carbon-carbon coupling between the P bound enolate-carbon atom and the alkyne.All the complexes were characterized by elemental analysis, and 1H and 31P(1H) NMR and IR spectroscopy.

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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