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Reaction of Cp4Fe4(CO)4 (1) with RLi and HBF4 in sequence affords Cp3Fe4(CO)4(C5H4R) (R= Me, Bun, and Ph) in moderate yields. Further sequential PhLi/HBF4 treatment of Cp3Fe4(CO)4(C5H4Ph) produces Cp2Fe4(CO)4(C5H4Ph) 2. On the other hand, 1 reacts with lithium diisopropylamide (LDA) and bromoferrocene sequentially to produce a ferrocenylated cluster [Cp3Fe4(CO)4(C5H 4)][(C5H4)FeCp] (3) and a double cluster [Cp3Fe4(CO)4(C5H4)] 2 (2). A similar LDA/dibromoferrocene treatment with 1 leads to 2, [Cp3Fe4(CO)4(C5H 4)][(C5H4)(C5H4Br)Fe] (4), and a ferrocenyl-bridged double cluster [Cp3Fe4(CO)4(C5H4)] 2[(C5H4)2Fe] (5). The new compounds have been characterized by elemental analysis and IR, mass, and NMR 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

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Monobromoferrocene (1) was obtained in 95% yield from ferrocene via lithiation with tert-BuLi/KO-tert-Bu and bromination with dibromotetrachloroethane. Starting from 1 mixtures of 1,2-dibromoferrocene (2) and apparently unreacted 1 (ranging from 80:20 to 50:50, depending on the reaction conditions) can be obtained via a lithiation- zincation- bromination sequence. These mixtures can be transferred directly with a tenfold excess of Lithium-tetramethylpiperidinide, followed by bromination with 1,1,2,2-tetrabromoethane to pentabromoferrocene (3), in an overall yield of 36% starting from ferrocene. The molecular structures of 3 and of 1,2,3-tribromoferrocene (4) have been determined by X-Ray diffraction.

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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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Accurate computationally derived reduction potentials are important for catalyst design. In this contribution, relatively inexpensive density functional theory methods are evaluated for computing reduction potentials of a wide variety of organic, inorganic, and organometallic complexes. Astonishingly, SCRF single points on B3LYP optimized geometries with a reasonably small basis set/ECP combination works quite well–B3LYP with the BS1 [modified-LANL2DZ basis set/ECP (effective core potential) for metals, LANL2DZ(d,p) basis set/LANL2DZ ECP for heavy nonmetals (Si, P, S, Cl, and Br), and 6-31G(d’) for other elements (H, C, N, O, and F)] and implicit PCM solvation models, SMD (solvation model based on density) or IEFPCM (integral equation formalism polarizable continuum model with Bondi atomic radii and alpha = 1.1 reaction field correction factor). The IEFPCM-Bondi-B3LYP/BS1 methodology was found to be one of the least expensive and most accurate protocols, among six different density functionals tested (BP86, PBEPBE, B3LYP, B3P86, PBE0, and M06) with thirteen different basis sets (Pople split-valence basis sets, correlation consistent basis sets, or Los Alamos National Laboratory ECP/basis sets) and four solvation models (SMD, IEFPCM, IPCM, and CPCM). The MAD (mean absolute deviation) values of SCRF-B3LYP/BS1 of 49 studied species were 0.263 V for SMD and 0.233 V for IEFPCM-Bondi; and the linear correlations had respectable R2 values (R2 = 0.94 for SMD and R2 = 0.93 for IEFPCM-Bondi). These methodologies demonstrate relatively reliable, convenient, and time-saving functional/basis set/solvation model combinations in computing the reduction potentials of transition metal complexes with moderate accuracy.

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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

Reference of 1293-65-8, Academic researchers, R&D teams, teachers, students, policy makers and the media all rely on us to share knowledge that is reliable, accurate and cutting-edge. In a document type is Article, and a compound is mentioned, 1293-65-8, name is 1,1′-Dibromoferrocene, introducing its new discovery.

A mononuclear non-heme Mn(III)-aqua complex, [(dpaq)MnIII(OH2)]2+ (1, dpaq = 2-[bis(pyridin-2-ylmethyl)]amino-N-quinolin-8-yl-acetamidate), is capable of conducting hydrogen atom transfer (HAT) reactions much more efficiently than the corresponding Mn(III)-hydroxo complex, [(dpaq)MnIII(OH)]+ (2); the high reactivity of 1 results from the positive one-electron reduction potential of 1 (Ered vs SCE = 1.03 V), compared to that of 2 (Ered vs SCE = -0.1 V). The HAT mechanism of 1 varies between electron transfer followed by proton transfer and one-step concerted proton-coupled electron transfer, depending on the one-electron oxidation potentials of substrates. To the best of our knowledge, this is the first example showing that metal(III)-aqua complex can be an effective H-atom abstraction reagent.

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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

SDS of cas: 12180-80-2, Academic researchers, R&D teams, teachers, students, policy makers and the media all rely on us to share knowledge that is reliable, accurate and cutting-edge. In a document type is Article, and a compound is mentioned, 12180-80-2, name is 1,1′-Dibenzoylferrocene, introducing its new discovery.

In the solid state, molecules of 1,1?-dibenzoylferrocene, [Fe(Cl12H9O)2], (I), are linked to form infinite chains in the [100] direction via (cyclopentadienyl)C – H…O hydrogen bonds [C…O 3.354 (4) A]. In the structure of (4-nitrophenyl)ferrocene, [Fe(C5H5)(C11H8NO2)], (II), there are no C – H-…O hydrogen bonds and molecules are separated by normal van der Waals distances. For earlier determinations see Struchkov [Dokl. Akad. Nauk SSSR (1956), 110, 67-70] for (I) and Roberts et al. [J. Chem. Soc. Dalton Trans. (1988), pp. 1549-1556] for (II).

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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 ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes. Quality Control of 1,1′-Dibromoferrocene. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 1293-65-8, Name is 1,1′-Dibromoferrocene

A novel polar dppf derivative possessing only planar chirality, 1?,2-bis(diphenylphosphino)-ferrocene-1-carboxylic acid (Hdpc), has been synthesised in racemic form and resolved into enantiomers via esters with d-glucose diacetonide ((Rp)- and (Sp)-3). (R p)-Hdpc was further converted to a series of N-substituted amides that were studied as ligands for Pd-catalysed enantioselective allylic alkylation of racemic (E)-1,3-diphenylprop-2-en-1-yl acetate or ethyl carbonate with malonate esters, showing high activity and good enantioselectivity (er up to 10: 90). The catalytic results were correlated with the structural data (X-ray diffraction and solution NMR) for (eta3-allyl)palladium(ii) complex (Rp)-[Pd(eta3-1,3-Ph2C 3H3){Fe(eta5-C5H 3-1-(C(O)NHCH2Ph)-2-(PPh2-kappaP)) (eta5-C5H4PPh2-kappaP)}]ClO 4 (16) as a model of the plausible reaction intermediate. A further study into the coordination properties of Hdpc led to isolation of chelate complex [PdCl2(Hdpc-kappa2P,P?)] (12). The crystal structures of rac-Hdpc, methyl ester of (Rp)-Hdpc, glycoside (R p)-3, and 12·Me2CO suggested a close structural relationship between dppf and Hdpc. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2009.

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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

As a society publisher, everything we do is to support the scientific community – so you can trust us to always act in your best interests, Computed Properties of C24H10FeO2, and get your work the international recognition that it deserves. Introducing a new discovery about 12180-80-2, Name is 1,1′-Dibenzoylferrocene

Title full: Synthesis and characterization of 1,1?-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes. Crystal structures of [Fe{(eta5-C5H4)-C(C6H 5){double bond, long}N-CH2C6H4CH3-4} 2] and 2[Fe{(eta5-C5H4)-CH2N (CH3)-C6H4OCH3-4}2] · 1/4H2O. Direct or catalytic condensation of diacylferrocenes (acyl = formyl, acetyl, and benzoyl) and anilines or benzylamines with titanium tetrachloride as a catalyst resulted in the corresponding diimines 1-3, respectively. Reduction of these imines with sodium borohydride or lithium aluminum hydride/aluminum chloride in THF yielded 1,1?-bis[(N-phenyl)aminomethyl(ethyl)]ferrocenes (4, 5) and 1,1?-bis[(N-benzyl)aminobenzyl]ferrocenes (6), respectively. Reductive methylation of 4-6 with aqueous formaldehyde, cyanoborohydride and acetic acid only afforded 1,1?-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes (7, 8). 1,1?-Bis[{(N-methyl-N-benzyl)amino}benzyl]ferrocenes (9) were not obtained, probably due to their debenzylation under the acidic conditions. The molecular structures of 3g and 7a were determined by single crystal X-ray analysis.

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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

Related Products of 12180-80-2, With the volume and accessibility of scientific research increasing across the world, it has never been more important to continue building the reputation for quality and ethical publishing we’ve spent the past two centuries establishing.In an article, 12180-80-2, molcular formula is C24H10FeO2, belongs to iron-catalyst compound, introducing its new discovery.

The structure of protonated ferrocenes has been investigated using 1H NMR and 57Fe Moessbauer spectroscopy.The ketones were fully protonated in CF3CO2H and in 70percent H2SO4/H2O.In more concentrated sulphuric acid < > 90percent H2SO4/H2O) rapid heteroannular sulphonation occurred.No evidence was obtained of any iron protonation in these systems.For the para substituted aromatic derivatives C5H5FeC5H4COC6H4X the NMR data indicates steric inhibition to resonance. 1,1′-Diketones are doubly protonated in strongly acid media (98percent H2SO4, CF3SO3H).Moessbauer data on the solid ketones showed decrease in quadrupole splitting (QS), relative to ferrocene itself, of about 0.12 mm s-1 for each successive acyl function added.For solid solutions of the protonated ketones in CF3CO2H this decrease (DeltaQS) was much larger at about 0.28 mm s-1.The results are interpreted as involving electron withdrawal from ring-based orbitals (epsilon1), rather than the iron-based orbitals (epsilon2).In the aromatic series, DeltaQS was significantly smaller for electron withdrawing substituents.

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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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Various metalloligands and inorganic-organic hybrid bridging ligands have been incorporated in polynuclear complexes and bimetallic coordination polymers. Ferrocene, exhibiting redox activity and facile chemical modification, is a versatile metalloligand component. However, most metal complexes with ferrocene-containing ligands form discrete low-dimensional chelate complexes or coordination polymers. Thus, we designed and synthesized ferrocene-based multidentate ligands, 1,2-di(4-pyridylthio)ferrocene (L1) and 1,2-di(2-pyridylthio)ferrocene (L2). Here we report the synthesis and structures of molecular square complexes and coordination polymers containing L1, which reacted with M(hfac)2 (hfac = 1,1,1,5,5,5-hexafluoroacetylacetonate) and AgCF3SO3 to yield molecular square complexes [M(hfac)2(L1)]2·2C6H5CH3 [M = Ni (1) and Co (2)] and [Ag(CF3SO3)(L1)(H2O)0.5]2·2CH2Cl2·H2O (3). The molecular square units comprise two metal ions bridged by two ligands. Isomorphic complexes 1 and 2 accommodate two toluene molecules above and below the molecular square. L1 reacted with Cu(hfac)2 and CuI to yield zigzag, {[Cu(hfac)2(L1)]}n·0.25n(CH2Cl2) (4), and ribbon-shaped, {[Cu4I4(L1)2]}n (5), coordination polymers. In 4, L1 behaves as a bidentate N,N-ligand bridging the CuII ions, while in 5 it acts as a tridentate S,N,N-ligand linking the stepped-cubane Cu4I4 units. L1 reacted with AgX to form two-dimensional coordination polymers {[Ag(ClO4)(L1)]}n (6) and {[Ag(L1)]PF6}n (7), in which it acted as a tetradentate S,S,N,N-ligand. These complexes have topologies based on multidentate coordination of 1,2-substituted L1.

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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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We have measured the optical absorption of gaseous ferrocene, 1,1 prime -dimethylferrocene, 1,1 prime -dibromoferrocene, and 1,1 prime -dichloroferrocene using synchrotron radiation. From these data we have estimated the ligand field parameters and noted increasing e//2//g(d) to Cp( pi ) overlap with increasing charge transfer from the Cp ring to the substitution. The optical absorption spectra for ferrocene, dibromoferrocene, and dichloroferrocene are remarkably similar. The halogen substitutions result in greater Cp( pi ) to e//2//g-(d(x2-y2)) hybridization. The e//2//g orbitals become more bonding while the a//1//g and e//1//g orbitals become more non-bonding or antibonding. This change is reflected in a change of the ligand field parameters.

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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