Day: September 15, 2021

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A stepwise synthesis of octamethylferrocene-1,1?-dicarbaldehyde (3), starting from 1,2,3,4-tetramethyl-5-(methoxycarbonyl)cyclopentadiene (7) is described, involving ferrocene formation, ester reduction to the corresponding bis(hydroxymethyl) derivative 9, and MnO2 oxidation. The aldehyde 3 readily reacts with different phosphonates derived from sulfurcontaining heterocycles in a Wittig-Horner reaction to form new electron donors that may be used in the preparation of various charge transfer complexes. The X-ray crystal structures of 1-[(1,3-benzodithiol-2-ylidene)methyl]-2,2?,3,3?,4,4?,5, 5?-octamethylferrocene (11a), 1-[(1,3-dithiolo[4,5-b][1,3]dithiol-2-ylidene)methyl]-2,2?,3,3?,4, 4?,5,5?-octamethylferrocene (11b), 1,1?-bis[(1,3-benzodithiol-2-ylidene)methyl]-2,2?,3,3?,4, 4?,5,5?-octamethylferrocene (12a), and 1,1?-bis[(5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiol-2-ylidene)methyl]-2, 2?,3,3?,4,4?,5,5?-octamethylferrocene (12c) have been determined. In these compounds the planes of the sulfur heterocycles are oriented at angles of 60-75, with respect to the plane of the respective Cp ring.

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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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This paper describes the preparation of a variety of 1?-substituted iodoferrocenes from 1-iodo-1?-(tri-n-butyltin)ferrocene by an electrophilic substitution of the tri-n-butyltin moiety with functionalized acylium and benzoylium species. Additionally, we demonstrate a Heck coupling protocol for these functionalized iodoferrocenes with ethenylferrocene.

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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

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. Quality Control of 1,1′-Ferrocenedicarboxaldehyde. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde

New polyaza ferrocene macrocyclic ligands 4-7 have been synthesised and with 4, copper(II) and nickel(II) transition metal complexes isolated. Electrochemical investigations reveal these redox-active ligands can electrochemically sense various transition metal cations in polar organic solvents and in water at high pH values with ligands 4 and 5. Aqueous electrochemical competition experiments with Ni2+, Cu2+ and Zn2+ suggest 4 and 5 exhibit a selectivity preference for the copper(II) cation. At lower pH values (6-8) the respective protonated polyammonium forms of 4, 5 and 7 complex and electrochemically detect the biologically important phosphate anions, ATP and hydrogen phosphate in the aqueous environment.

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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

Chemical research careers are more diverse than they might first appear, Synthetic Route of 1271-51-8, as there are many different reasons to conduct research and many possible environments. In a article, mentioned the application of 1271-51-8, Name is Vinylferrocene, molecular formula is C12H3Fe

An asymmetric synthesis of various trifluoromethyl cyclopropanes from olefins, such as vinyl ferrocene, vinyl ethers, vinyl amines, vinyl carbamates and dienes, was achieved by using Ru(ii)-Pheox catalysts. This catalytic system can function at a low catalyst loading (3 mol%) compared with those reported previously, and the desired cyclopropane products are obtained in high yields with excellent diastereoselectivity (up to >99:1) and enantioselectivity (up to 97% ee).

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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 chemosensor compound (1) consisting of a central ferrocene with two butylaminomethyl arms showed unexpected facile electrochemical oxidation of the secondary amines in proximity to the ferrocene, which was utilized for electrochemical discrimination of phthalic acid selectively over two other isomers, isophthalic acid and terephthalic acid.

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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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Endothelial nitric oxide synthase (eNOS) is an important regulator of vascular and cardiac function. Peroxynitrite (ONOO?) inactivates eNOS, but questions remain regarding the mechanisms of this process. It has been reported that inactivation is due to oxidation of the eNOS zinc-thiolate cluster, rather than the cofactor tetrahydrobiopterin (BH4); however, this remains highly controversial. Therefore, we investigated the mechanisms of ONOO?-induced eNOS dysfunction and their dose dependence. Exposure of human eNOS to ONOO? resulted in a dose-dependent loss of activity with a marked destabilization of the eNOS dimer. HPLC analysis indicated that both free and eNOS-bound BH4 were oxidized during exposure to ONOO?; however, full oxidation of protein-bound biopterin required higher ONOO? levels. Additionally, ONOO? triggered changes in the UV/visible spectrum and heme content of the enzyme. Preincubation of eNOS with BH4 decreased dimer destabilization and heme alteration. Addition of BH4 to the ONOO?-destabilized eNOS dimer only partially rescued enzyme function. In contrast to ONOO? treatment, incubation with the zinc chelator TPEN with removal of enzyme-bound zinc did not change the eNOS activity or stability of the SDS-resistant eNOS dimer, demonstrating that the dimer stabilization induced by BH4 does not require zinc occupancy of the zinc-thiolate cluster. While ONOO? treatment was observed to induce loss of Zn binding, this cannot account for the loss of enzyme activity. Therefore, ONOO?-induced eNOS inactivation is primarily due to oxidation of BH4 and irreversible destruction of the heme/heme center.

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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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Two new complexes, namely, [Cd2(L1)2(NCS)4(DMF)2] · 4H2O (I) and {[Zn3(L2)4(SO4)3(H2O)8] · 3DMF · 6H2O}n (II) have been synthesized through self-assembly of Cd(II) or Zn(II) salts with ferrocenyl ligands bearing pyrazolyl pyridine substituents. The two compounds were characterized by IR spectra, element analysis, X-ray powder diffraction, single-crystal X-ray diffraction (?IF files CCDC nos. 949526 (I), 949527 (II)), and thermogravimetric analysis. Complex I crystallizes in the monocline space group P21/c and exhibits a discrete dinuclear structure. The adjacent dinuclear molecules are packed into a 1D linear chain through the hydrogen-bond interactions. Complex II is a neutral one-dimensional infinite zigzag coordination chain. The 3D packing diagram of II contains two types of voids and the solvated DMF and water molecules filled them and stabilized by the hydrogen bonds. In addition, the redox properties of both complexes I and II have also been investigated.

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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 method of preparing metal mesoporphyrin halide compounds is described. The metal mesoporphyrin halide compound may be formed by forming a novel mesoporphyrin IX intermediate compound and then converting the mesoporphyrin IX intermediate to the metal mesoporphyrin halide through metal insertion. The novel intermediate compound may be formed by a catalytic hydrogenation of hemin in acid and subsequent recovery.

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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 heterocyclic ferrocene derivative, 1,1′-diacetylferrocenebis(5-phenyl-1,3-oxazol-2-ylcarbonyl)hydrazone (H2Dfoh) and its coordination complexes, [M2(Dfoh)·(OAc)2]·nH2O [(M = Cu(II), Ni(II), Co(II), Cd(II), Pb(II), Mn(II)], were prepared by reacting H2Dfoh with the metal acetates and were characterized by elemental analyses, molar conductivities, IR, 1H NMR, UV spectra and thermal analyses. H2Dfoh appears to act as a bidentate ligand, coordinating to two metal atoms through the azomethine nitrogen and enolic oxygen atoms. OAc- coordinates to the metals as a symmetric bidentate ligand.

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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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An unprecedented approach that enables the direct and selective preparation of 1,5-disubstituted 1,2,3-triazoles from abundantly available building blocks such as primary amines, enolizable ketones and 4-nitrophenyl azide as a renewable source of dinitrogen via an organocascade process has been developed. Furthermore, this efficient methodology also enables the synthesis of fully functionalized and fused N-substituted heterocycles.

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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