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Spectral response to oxy-anions based on ferrocenylphalene

A series of ferrocenyl derivatives (1, 2, 3 and 4) containing phenol group, chemosensors for anions, have been synthesized and optimized. Their binding ability for various anions (F-, Cl-, Br-, I-, AcO- and H2PO4-) were evaluated by theoretical investigation, UV-Vis, 1H NMR titration and cyclic voltammetry experiments and these chemosensors showed strong binding ability for oxy-anions. Theoretical investigation analysis revealed the substituent was different, the space structure was different. And the intramolecular hydrogen bond existed between -OH and other atoms in the structure of these compounds. UV-Vis titrations indicated the anion binding abilities could be tuned by electron push-pull properties of the substituents on the phenyl ortho or para position. Electrochemical titrations showed the addition of anions led to the weak of redox response and the oxidation peak potential moved to more positive potential gradually. In addition, these chemosensors were sensitive to the AcO- detection without the interference of other anions studied, as well as chemosensor 4 was sensitive to the H2PO4- detection.

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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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Using hydrazine to link ferrocene with Re(CO)3: A modular approach

Acetyl ferrocene and diacetyl ferrocene both readily react with an excess of hydrazine to afford the corresponding hydrazone compounds. These compounds can then be linked to Re(CO)3 via a metal-mediated Schiff base reaction, resulting in a series of ferrocene-Re(CO)3 conjugates with different stoichiometries. Conjugates with 1:1, 1:2, and 2:1 ferrocene: Re(CO)3 ratios can be produced via this “modular” type synthesis approach. Several examples of these conjugates were structurally characterized, and their spectroscopic, electrochemical, and spectroelectrochemical behaviors were investigated. The electronic structures of these compounds were also probed using DFT and TDDFT calculations.

Using hydrazine to link ferrocene with Re(CO)3: A modular approach

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A […] of highly dilute preparation method (by machine translation)

A […] of highly dilute preparation method, comprises the following steps: step 1), in the added into the dry CH […] in2 Cl2 , Pyridine and aniline derivatives stirring after; step 2), non-water treated CH2Cl2 dissolved 1, 1′ – ferrocene dicarboxylic acyl chloride, to slowly dropping in the […], after dropping the first reaction is carried out at room temperature, then slow heating, reflux; monitoring the reaction process for thin plate and, when one of the raw material point disappears, stopping the reaction; step 3), evaporate solution in dichloromethane, residual liquid water washing several times, the collected organic phase with anhydrous MgSO4 After drying the solvent evaporate under reduced pressure, then to admix the residual liquid in the silica gel, eluting agent selected: VPetroleum ether : VAcetic acid ethyl ester =3:1 elution, column purification, to obtain a final […]. The invention can simplify the link flourishing synthetic process, improve its productive rate with the fluorescence intensity, save the process cost. (by machine translation)

A […] of highly dilute preparation method (by machine translation)

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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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Formation and structural characterization of amino-substituted [3]ferrocenophanes derived from intramolecular Mannich-type coupling reactions at the metallocene framework

Treatment of lithium(1-dimethylamino-ethenyl)cyclopentadienide (5a) with FeCl2 generated the corresponding substituted ferrocene (2a) that rapidly underwent cyclization in a subsequent Mannich-type condensation reaction to yield the unsaturated dimethylamino-substituted [3]ferrocenophane 3a. The treatment of 1,1?-diacetylferrocene (1) with dimethylamine, diethylamine or piperidine in the presence of TiCl4 resulted in the formation of the analogously structured functionalized [3]ferrocenophanes 3a-3c, respectively, by a related intramolecular enamine-condensation pathway (complexes 3a and 3b were characterized by X-ray diffraction). Catalytic hydrogenation of 3a-c in THF at Pd/C gave the corresponding saturated amino-substituted [3]ferrocenophane systems 6a-c. The catalytic hydrogenation proceeds trans-product selectively with trans-6-cis-6 ratios ranging between ca. 5:1 and 7:1 for these examples (the complexes trans-6a¡¤HCl, trans-6b, and trans-6c were characterized by X-ray crystal structure analysis). Quaternization of 6a by treatment with methyliodide followed by the reaction with pyrrolidine led to amine exchange at the [3]ferrocenophane framework with the formation of 6d. The amine exchange proceeds stereoselectively with a predominant overall retention (the trans-6d-cis-6d ratio obtained is again ca. 7:1). The complex trans-6d was characterized by X-ray diffraction.

Formation and structural characterization of amino-substituted [3]ferrocenophanes derived from intramolecular Mannich-type coupling reactions at the metallocene framework

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The solubility of acetylferrocene and diacetylferrocene in dimethylsulfoxide and its mixtures with water

The solubility of acetylferrocene and diacetylferrocene in mixtures of water with dimethylsulfoxide was determined as a function of temperature and mole fraction of the organic component. Changes in the thermodynamic functions in the transfer of acetylferrocene and diacetylferrocene from water into a mixed solvent were estimated and analyzed.

The solubility of acetylferrocene and diacetylferrocene in dimethylsulfoxide and its mixtures with water

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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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Stereospecific synthesis, structural characterisation and resolution of 2-phospha[3]ferrocenophane derivatives – A new chiral scaffold

The first 2-phospha[3]ferrocenophanes containing stereogenic carbon atoms in the three-atom bridge have been synthesised from phenylphosphane by stereospecific ring-closing phosphanation reactions. Either alpha-substituted 1,1?-bis-(hydroxymethyl)ferrocenes or the corresponding 2-oxa-[3]ferrocenophanes have been used as diastereomerically pure starting materials. The resolution of 1,2,3-triphenyl-[2]phosphaferrocenophane has been achieved by chromatographic separation of the diastereomeric adducts of a chiral cyclopalladate complex. The X-ray crystal structures of two 2-phospha[3]ferrocenophane-borane complexes are also reported. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Stereospecific synthesis, structural characterisation and resolution of 2-phospha[3]ferrocenophane derivatives – A new chiral scaffold

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EFFECTS OF SURFACE ENERGETICS AND SURFACE OXIDE LAYERS ON THE CYCLIC VOLTAMMETRY OF METALLOCENES AT NONILLUMINATED p-InP ELECTRODES.

In order to investigate the ways in which heterogeneous kinetics at semiconductor electrodes are affected by various combinations of the formal reduction potentials of solution species and the energetic condition of the electrode surface. The authors have measured cyclic voltammetric dark currents in acetonitrile solutions for cobaltocene and a number of ferrocene derivatives at highly doped p-InP electrodes. Proper interpretation of the cyclic voltammetric data requires specific knowledge of the energetics at the semiconductor electrode/solution interface. This information has been derived from capacitance data that was obtained in the same solutions and within the same potential regions as the cyclic voltammetry and with experiments.

EFFECTS OF SURFACE ENERGETICS AND SURFACE OXIDE LAYERS ON THE CYCLIC VOLTAMMETRY OF METALLOCENES AT NONILLUMINATED p-InP ELECTRODES.

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Synthesis, spectroscopic and biological activity of new mononuclear transition metal complexes of macrocyclic schiff bases derived from 1,1′-diacetylferrocin

Two series of mono-nuclear complexes with tetradentate macrocyclic Schiff base ligands, derived from the condensation of 1,1′-diacetylferrocene with 1,3-diaminopropanein in the molar ratio 1:1 and 1:2 have been prepared. The structures of these ligands were elucidated by different spectroscopic methods. The two Schiff base ligands react with copper(II), nickel(II), cobalt(II), and Zinc(II) metal ions in the molar ratio 1:1. The structures of complexes were identified by elemental analyses, infrared, electronic spectra, 1H-NMR,13C-NMR, magnetic susceptibility, conductivity measurement and TGA analysis. The ligands and the complexes show growth inhibitory activity against pathogenic bacteria and plant pathogenic fungi.

Synthesis, spectroscopic and biological activity of new mononuclear transition metal complexes of macrocyclic schiff bases derived from 1,1′-diacetylferrocin

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
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Highly efficient reduction of ferrocenyl derivatives by borane

Borane, as a DMS or a THF complex, can efficiently reduce a large range of ferrocenyl derivatives (aldehydes, ketones, ethers, acetals, carboxylic acids, esters,…) if they bear at least one oxygen at a carbon at the alpha position. On the contrary, similar molecules, which contain nitrogen instead of oxygen, do not react with borane.

Highly efficient reduction of ferrocenyl derivatives by borane

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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 phosphine oxygen ligands containing ferrocene group of the preparation method of the (by machine translation)

The invention discloses a simple and rapid synthesis of ferrocene phosphine oxygen ligands of the preparation method. In order to ferrocene as the starting material, first of all through the Friedel-crafts acylation reaction to obtain the acyl ferrocene, generated by the reaction with toluene shPs containing ferrocene-based paratoluene sulfonyl hydrazone compounds, copper under the catalysis of hydrogen bond with phosphorus – and phosphorus oxide formed by the reaction of carbon – bond involving phosphorus, containing ferrocene-based of the obtained phosphine oxide compound. The invention relates to a synthesis method of reaction steps is small, simple and convenient operation, high yield, to a functional group has very good power density. Can be synthesized by the method contains a plurality of different substituents at the ferrocene phosphine oxygen ligands. (by machine translation)

A phosphine oxygen ligands containing ferrocene group of the preparation method of the (by machine translation)

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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