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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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A unique double ligand-transfer reaction is described for the preparation of substituted cyclopentadienyltricarbonylrhenium complexes. In the reaction, potassium perrhenate(VII) is reduced and carbonylated by treatment with chromium trichloride and chromium hexacarbonyl to provide a proposed alkoxy carbonyl rhenium(I) intermediate. It is believed that this intermediate then undergoes a Cp ligand-transfer reaction with an acyl-substituted ferrocene to provide the corresponding (acyl-cyclopentadienyl)tricarbonylrhenium complex. A strongly coordinating solvent such as methanol is necessary to promote the reduction of perrhenate, and a carbonyl substituent conjugated to the Cp ring is necessary to activate it for transfer from iron to rhenium. This method has potential value for the synthesis of rhenium and technetium organometallic radiopharmaceuticals.

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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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1,1?-Bis(1,1-dimethylsulfanyl-3-oxo-1-propene)ferrocene and 1,1?-Bis(methyl-3-hydroxy-prop-2-ene-dithioate)ferrocene have been shown to be useful three-carbon synthons for the efficient synthesis of hitherto unreported and synthetically demanding Fc-heterocycles. Five-membered (pyrazole, isoxazole, and thiophene) and six-membered (pyrimidine, coumarin, and quinoline) heterocycles have been constructed on both Cp rings of the ferrocene matrix via regioselective heteroaromatic annulation. The Royal Society of 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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Ferrocene-1,1′-diylbis(diphenylmethanol), , forms hydrogen-bonded host-guest adducts with a wide range of hydrogen-bond donors and acceptors.Adducts with a diol:guest ratio of 1:1 were formed by MeOH, EtOH, Me2SO, Me2NCHO, piperazine, and 4,4′-bipyridyl and 1:2 adducts by Me2SO, dioxane, pyridine and piperidine.The 1:1 adduct with MeOH has been shown to be triclinic, space group P<*> with a = 8.7624(3), b = 12.2797(6), c = 14.8773(8) Angstroem, alpha = 106.572(4), beta = 97.879(4), gamma = 100.873(4) deg with a final R of 0.044 for 4982 observed reflections.The structure consists of a centrosymmetric assembly of two molecules of diol and two molecules of the guest MeOH, hydrogen bonded together to form a chair conformation (OH)6 ring.The 1:2 adduct with pyridine has been shown to be monoclinic, space group C2/c with a = 16.6252(10), b = 11.1016(9), c = 20.9440(16) Angstroem, beta = 107.855(6) deg with a final R of 0.042 for 3260 observed reflections.In the structure the diol lies on a two-fold rotation axis with its hydroxyl hydrogens disordered and participating in both intramolecular O-H…O and intermolecular O-H…N hydrogen bonding with the two pyridine guest molecules.

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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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Due to using (R)- or (S)-alpha-methylbenzylamine as a chiral auxiliary, and low-temperature regime for reduction of the intermediate ferrocenyl-mono- or 1,1?-bis-ketimines, the corresponding secondary mono- or 1,1?-bis-amines were prepared with high diastereoselectivity. Removal of the alpha-methylbenzyl group afforded the optically active primary mono- and bis-ferrocenylethylamines in high yields. The absolute configuration of (R,R)-3a and (S,S)-3b was determined by X-ray single crystal diffraction. We have developed an efficient and highly stereoselective synthesis of the chiral mono- and bis-ferrocenylamines via sodium borohydride reduction, followed by reductive cleavage of the alpha-methylbenzyl moiety using 5% Pd/C and HCOONH 4. The selectivity was up to 99% de. 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

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. Related Products of 1273-94-5. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 1273-94-5, Name is 1,1′-Diacetylferrocene

The reaction of the organometallic enolates Fe(eta5-C5H4C(O)CH2>- and – with <(OC)3M(C7H7)>+ (M = Cr, Mo) proceed with C-C coupling and give the complexes (eta5-C5H4C(O)CH3>Fe (3) is obtained from CpFe and Re(CO)5-.The structures of 1b and 3 have been determined by X-ray diffraction.

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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 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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The catalytic hydrogenolysis of 1,2-disubstituted ferrocenes having planar chirality and functional groups such as carboxyl (including ester) or tertiary amino proceeds under mild conditions (1 atm of H2, Pd/C, CF3COOH, 50 deg C) with the retention of functional groups in the cyclopentane products.Stereosectivity has been observed for the examples investigated, the diastereomeric ratio, trans: cis being close to 4:1, but optically inactive products are formed the enantiomeric ferrocenes.In contrast, hydrogenolysis of enantiomeric alpha-(N,N-dimethylamino)ethylferrocene gives an optically active alpha-(N,N-dimethylamino)ethylcyclopentane with retention of configuration at the alpha-carbon, whose bonds are not affected during the hydrogenolysis.

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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 redox-active cyanomanganese carbonyl ligands cis- and trans-[Mn(CN)(CO)2{P(OR)3}(dppm)] (R = Ph or Et dppm = Ph2PCH2PPh2) reacted with ZnBr2, CdI2 and Hg(NO3)2 to give the tetrahedral (at M) complexes [X2M{(mu-NC)MnLx}2] [MX2 = ZnBr2, CdI2 or Hg(NO3)2; Lx = cis- or trans-(CO)2{P(OR)3}(dppm); R = Ph or Et]; similarly [Mn(CN)(NO)PPh3)(eta-C5H4Me)] gives [X2M{(mu-NC)MnLx}2] {MX2 = ZnBr2 or CdI2 Lx = (NO)-(PPh3)(eta-C5H4Me)}. Treatment of [Br2Zn{(mu-NC)MnLx}2] [Lx = trans-(CO)2{P(OEt)3}(dppm)] 4 with TlPF6 in the presence of 1 or 2 equivalents of trans-[Mn(CN)(CO)2{P(OEt)3}(dppm)] gave the tetra- and penta-metallic complexes [BrZn{(mu-NC)MnLx}3][PF6] 13 and [Zn{(mu-NC)MnLx}4][PF6]2 14 [Lx = trans-(CO)2{P(OEt)3}(dppm)] respectively. Differential pulse volammetry showed that 4, 13 and 14 are oxidised to weakly interacting mixed-valence complexes. The reaction of trans-[Mn(CN)(CO)(dppm)2] with ZnBr2 or CdX2 (X = Br or I) in thf gave the bimetallic species [X2(thf)M(mu-NC)Mn(CO)(dppm)2] (MX2 = ZnBr2 or CdI2) and [Br2Cd(mu-NC)Mn(CO)(dppm)2] which are oxidised by [Fe(eta-C5H5)2][PF6] to the MnII complexes [X2(thf)M(mu-NC)Mn(CO)(dppm)2][PF6] and [Br2Cd(mu-NC)Mn(CO)(dppm)2][PF6]. The crystal structures of the tetrahedral polynuclear complexes [I2Cd{(mu-NC)MnLx}2] [Lx = trans-(CO)2{P(OEt)3}(dppm)] 9 and [Br2(thf)Zn(mu-NC)Mn(CO)(dppm)2] 15 are reported, and the importance of steric effects (as quantified by cone angles) in the behaviour of cyanomanganese carbonyl ligands is noted.

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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 1,1?-ferrocenyldiimines [Fe{(eta5-C5H4)-C(Me)N-R}2 ], where R = n-hexyl 1a, cyclohexyl 1b, phenyl 1c, 4-methoxyphenyl 1d, 3-methoxyphenyl 1e, 4-nitrophenyl 1f, and 3-nitrophenyl 1g, have been synthesized by reactions of ca. 1:2 M ratio of 1,1?-diacetylferrocene and the corresponding amines. While ca. 1:1 M ratio of the starting materials was employed, acetylferrocenylimines [Fe{(eta5-C5H4)-C(CH3){dou ble bond, long}O}{(eta5-C5H4)-C(CH3) {double bond, long}N-R}], where R = 4-nitrophenyl 2f, and 3-nitrophenyl 2g, were obtained. Single crystal X-ray structural analysis revealed that the two cyclopentadienyl rings in 1d, 1e, 1g, 2f, and 2g were antiperiplanar staggered, anticlinal eclipsed, anticlinal eclipsed/synclinal eclipsed, synclinal eclipsed, and synclinal eclipsed to each other in solid state, respectively. All synthesized ferrocene derivatives exhibited a reversible one-electron redox process in their cyclic voltammograms, and the values of their redox potentials relied on the R groups. The correlation between the redox potential and the Hammett substituent constant, sigmap was quite well, with a correlation coefficient of 0.98. The UV-vis spectra showed that their optical property was also substituent dependent.

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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