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In the presence of tetrabutylammonium hydroxide as catalyst and at room temperature, ethyl ferrocenecarboxylate, ethyl ferrocenylacetate, ethyl 3-ferrocenylpropanoate, 1,1?-ferrocenyl-bis(ethyl propanoate), ethyl 3-ferrocenylpropenoate and 1,1?-ferrocenyl-bis(ethyl propenoate) undergoes facile transesterification reaction with aliphatic, benzyl and allyl alcohols to furnish the corresponding ferrocenyl esters in good to excellent yields. Ring closing metathesis of the ester Fc-1,1?-(CHCH-CO2CH 2CHCH2)2 yields the corresponding closed loop ferrocenyl ester.

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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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Indolin-2-one (oxindole), (I), undergoes a Knoevenagel con-densation with ferrocene-1,1?-dicarb-aldehyde, (II), to afford the title complex 3,3?-[(E,E)-ferrocene-1,1?-diyl-di-methyl-idyne]diindolin-2-one dichloro-methane disolvate, [Fe(C28H20N2O 2)]·2CH2Cl2, (IV). The structure of (IV) contains two ferrocene complex molecules in the asymmetric unit and displays, as expected, inter-molecular hydrogen bonding (N-H…O=C) between the indolin-2-one units. Inter-molecular pi-pi stacking inter-actions are also observed.

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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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Poly(ferrocenylene vinylene phenylene vinylene), a soluble conjugated aromatic polymer, can be doped with iodine to give an air-stable photoactive semiconductor.

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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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New open-chain tetraamines containing ferrocene, 1,1?-bis(5-methyl-2,5-diazahexyl)ferrocene L1 and 1,1?-bis(2,5-diazahexyl)ferrocene L2, have been synthesized and characterized. Their protonation behaviour has been studied by potentiometric titrations in water (0.1 mol dm-3 KNO3, 25C). The co-ordination ability of L1 towards the divalent metal ions Ni2+, Cu2+, Zn2+, Cd2+ and Pb2+ has also been studied. It forms both mono-and bi-nuclear complexes with Ni2+, Cu2+, Zn2+ and Cd2+ whereas only mononuclear species were found for Pb2+. The electrochemical behaviour of L1 has been studied in CH2Cl2 and water, E1/2 is pH-dependent and from the E1/2 vs. pH curve the protonation constants of oxidized L1 (FeIII) were determined. Similar electrochemical experiments were carried out for L1-H+-M2+ systems. The good agreement between the E1/2 vs. pH and z vs. pH curves (z = average charge calculated from potentiometric data) appears to suggest that the ferrocene-substrate interaction is mainly electrostatic.

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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 potential use of (aminomethyl)ferrocene and 1,1? -di(aminomethyl)ferrocene as precursor for Schiff base chemistry has been tested. (Aminomethyl)ferrocene reacts with 3,3? -(3-oxapentane-1,5-diyldioxy)bis(2-hydroxybenzaldehyde) to give the [2+1] diiminic ligand 8. 8 reacts with LaCl3 and Ni(CH3COO) 2 giving the corresponding complexes 9 and 10. 1,1? -Di(aminomethyl)ferrocene was prepared by conversion of 1,1? -di(formyl)ferrocene into 1,1?-di(formyl)ferrocene oxime, followed by reduction of the oxime with LiAlH4. Easy degradation of 1,1?-di(aminomethyl)ferrocene prevented its use as aminic precursor for the synthesis of Schiff base ligands. Isomerization occurred about the carbon-nitrogen double bonds of 1,1?-di(formyl)ferrocene oxime giving rise to three isomers. The X-ray analysis has shown that in the 5a complex three independent molecules having different conformation are present.

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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 series of ferrocenyl Schiff base derivatives was synthesized by condensation reactions of 1,1?-ferrocenedicarboxaldehyde and aromatic amines containing long chain alkyl groups as free ends which were characterized by their physical properties, elemental, FTIR, 1H NMR, 13C NMR spectral and thermal analysis. The thermal behaviour of the synthesized compounds was studied by differential scanning calorimetry (DSC) which revealed that these compounds may exhibit mesomorphic properties. The DSC results of aromatic amines and ferrocenyl Schiff bases were compared to study the effects of structure, i.e. rigid core and terminal chain length, on the phase transition behaviour.

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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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New multisite ligands containing either three peripherally linked ferrocene redox centres (L1,L3) or three externally orientated 2,2′-bipyridyl transition metal recognition sites (L2,L4) have been prepared and their homo- and hetero-polymetallic zinc(II) and copper(I) cryptates incorporating in the case of L2 and L4 externally coordinated ruthenium(II) cations have been isolated.

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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 the new ligand 4′-ferrocenylterpyridine is reported together with the synthesis and characterization of a new C3-ferrocenophane containing three acetylpyridine units. The terpyridine ligand was prepared in a two-step synthesis from ferrocenecarbaldehyde by aldol condensation and subsequent cyclization. Attempts to prepare the analogous 1,1′-bis-terpyridylferrocene derivative resulted in the formation of a new ferrocenophane: a consequence of inter-annular attackof an anion generated on the side chain of one cyclopentadienyl ring on a carbonyl centre on the side chain of the other cyclopentadienyl ring. The single crystal X-ray structure of this ferrocenophane, [(eta-C5H4 CHCH2C(O)2-C5H4N)2CHC(O)2-C5H4N]Fe, as its dichloromethane solvate, [Fe(C33H27N3O3)].CH2Cl2, has 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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A series of ferrocene-containing mono- and bis-dihydropyrimidines (DHP’s) were prepared by boric acid mediated three-component Biginelli reactions of formyl- and 1,1?-diformylferrocene, 1,3-dioxo-components and urea. A few further transformations including hydrogenolysis of a benzyl 4-ferrocenyl-DHP-5-carboxylate were also performed. Novel cis-fused saturated pyrimido[4,5-d]pyrimidine-2,7(1H,3H)-diones incorporating [3]-ferrocenophane moiety were constructed by means of iron(III)-catalyzed Biginelli-like condensations of 1,1?-diformylferrocene with urea and in situ generated methyl ketone-derived silyl enol ethers. The structures of the new compounds were established by IR and NMR spectroscopy, including HMQC, HMBC and DEPT measurements.

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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 novel solvent free synthetic method has been designed by using rice husk ash (RHA) as solid support for the selective functionalization of ferrocenyl derivatives and described the synthesis of a 1,1?-unsymmetrically bi-functionalized ferrocenyl compounds for their biological evaluation. Single crystal X-ray structural evaluation showed some interesting intra-molecular hydrogen bonding interactions across the chains of the ferrocenyl molecule, while DFT calculation revealed the significance of the orientation between the two cyclopentadienyl rings for the hydrogen bonding interaction. Redox and antibacterial properties have been studied to understand the electronic and biological effect of different hydrazone system and their potential for future application.

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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