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The invention discloses containing carbon-carbon and carbon-nitrogen double bonds of the long-chain conjugated system of the ferrocene derivative and its preparation and use, its structure is: The ferrocene derivative has good second-order and third-order non-linear optical activity, can be used as the photoelectric material role. (by machine translation)

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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 regioisomeric mixture of 1,1?-didodecylferrocenedicarbaldehydes 3 was prepared from the reaction of a regioisomeric mixture of 1,1?-didodecyldilithioferrocenes and dimethylformamide. Three ligating heteroaromatics were synthesized each containing two amino substituents: 5,5?-diamino-2,2?-bipyridine and 5,5?-diamino-2,2? : 6?,2?-terpyridine were prepared from appropriate dinitro compounds by reduction with palladium on charcoal-hydrazine hydrate. The reaction of 2-cyano-5-nitropyridine and hydrazine hydrate gave an isolable amidine derivative and this was transformed with hydrazine in a separate reaction under more forcing conditions into 3,6-bis(5-amino-2-pyridyl)-1,2-dihydro-1,2,4,5-tetrazine. The latter was converted into the tetrazine by oxidation (2,3-dichlpro-5,6-dicyano-1,4-benzoquinone) and then trifluoroacetylated [(CF3CO)2O] to give the bis(trifluoroacetylamino) derivative. Diels-Alder reaction of the latter with dodec-1-yne afforded 4-n-decyl-3,6-bis[5-(trifluoroacetylamino)-2-pyridyl]pyridazine which was deprotected (K2CO3) to give the corresponding diamine. Bis(ferrocenyl) Schiff bases were prepared from ferrocenecarbaldehyde and the appropriate diamine in either uncatalysed or acid-catalysed condensations. Tetracarbonylmolybdenum complexes were prepared by treating the appropriate diamines with molybdenum hexacarbonyl. Reaction of one of these complexes with ferrocenecarbaldehyde gave a heterobimetallic complex.

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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 number of organometallic stilbenes of the general type [Co(eta4-C4Ph4)(eta5-C 5H4CHCHR] are reported where R is C6H 4X-4 (X = H, OMe, Br, NO2), 1-naphthyl, 9-anthryl, 1-pyrenyl, (eta5-C5H4)Co(eta4- C4Ph4), and (eta5-C5H 4)Fe(eta5-C5H4Y) {Y = CHO, CHC(CN)2 and CHCHC5H4-eta5) Co(eta4-C4Ph4)}. They were prepared by Wittig or Horner-Wadsworth-Emmons reactions which yield both E and Z or only E products respectively. The isomers were separated and all compounds characterised by standard spectroscopic techniques as well as by X-ray diffraction methods in many cases. The electrochemistry of the stilbene analogues in dichloromethane solution is also reported. In most, the (eta5-C5H4)Co(eta4-C 4Ph4) functional group undergoes a reversible one-electron oxidation. For those molecules that also include (eta5-C 5H4)Fe(eta5-C5H4Y), this is preceded by the reversible oxidation of the ferrocenyl group. Spectroscopic and structural data suggests that for most compounds there is little electronic interaction between Co(eta4-C4Ph 4)(eta5-C5H4) and the R end groups which are effectively independent of one another. The only exceptions to this are Z and E-[Co(eta4-C4Ph4) (eta5-C5H4CHCHC6H 4NO2-4], and [Co(eta4-C4Ph 4)(eta5-C5H4CHCHC 5H4-eta5)Fe{eta5-C 5H4CHC(CN)2}] where the electronic spectra are respectively consistent with a significant Co(eta4-C 4Ph4)(eta5-C5H4)/ NO2 donor/acceptor interaction and a less significant Co(eta4-C4Ph4)(eta5-C 5H4)/C(CN)2 one. However, OTTLE studies show that in the electronic spectra of [Co(eta4-C4Ph 4)(eta5-C5H4CHCHR]+ there are low energy absorption bands (950-1800 nm) which are attributed to R ? Co(eta4-C4Ph4)(eta5- C5H4)+ or, when R is a ferrocenyl-base group, Co(eta4-C4Ph4)(eta5-C 5H4) ? (eta5-C5H 4)Fe(eta5-C5H4Y)+ charge transfer transitions. The ferrocenyl compounds undergo cis/trans isomerisation on the OTTLE experiment timescale.

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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 heterobimetallics containing ferrocene and Pd(II) or Pt(II) have been synthesized by oxidative addition of ferrocene-substituted halothiophenes with zerovalent palladium or platinum precursors. The stable solids were thoroughly characterized by elemental analysis, NMR, UV-vis spectroscopy, and cyclic voltammetry. The rich redox chemistry of the complexes depends on the conjugation length that separates the two metal sites. The crystal structure of a platinum sigma-thienyl complex, (C5H5)Fe(C5H4CH=CH-th-Pt(PPh 3)2(Br)) (th = 2,5-disubstituted thiophene) has been determined.

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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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In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. In homogeneous catalysis, catalysts are in the same phase as the reactants. HPLC of Formula: C12H10FeO2. 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

The chiral 1,1?-bis-acetals, bis-1,1?-[(2S, 4S)-(hydroxymethyl)-2-dioxane1,3]-ferrocene (3) and 1,1?-bis-1,1?-[(2S, 4S)-(methoxymethyl)-2-dioxane1,3]-ferrocene (4) were synthesized. (3) was crystallographically characterised. The ortholithiation of (4) was studied in various conditions. Fair yields of monosubstituted compounds could be obtained with a complete regioselectivity in favor of the 2 position but the diastereoselectivities were moderate (up to 35%). Some disubstituted compounds can be isolated but in low yields (up to 8%). The regioselectivity is complete in favor of the 2,2?-disubstituted isomer. Only the diastereoisomer with two opposite planar chiralities is observed.

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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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Ferrocenyl and pyridyl methylenepyrans were obtained from a Wittig reaction between a pyran phosphorane and ferrocenyl or pyridyl-aldehydes. The nucleophilic nature of the exocyclic C-C bond allowed the formylation of these compounds by a Vilsmeier type reaction. All the new products were characterized by IR spectroscopy, 1H and 13C NMR spectroscopy, mass spectroscopy and (or) elemental analysis. Electrochemistry of representative compounds 2, 10 and 13 was undertaken. In addition, a crystal structure of the ferrocenylpyranylidene aldehyde 5 was described, and the pyrylium character of this compound was specified.

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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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Complexes containing one, two, or three 1,2-dihydro-3-xylylquinazolinium-4- yl palladium units are obtained by reacting dialdehydes (C6H 4(CHO)2-1,4, C6H4(CHO) 2-1,3, 1,1?-ferrocenedicarboxaldehyde) or the trialdehyde 1,3,5-tris-(4-formylphenyl)benzene) with 1, 2, or 3 equiv of each of the amino(iminobenzoyl) complex trans-[PdI{C(=NXy)C6H4NH 2-2}(CNXy)2] (Xy = C6H3Me 2-2,6) and triflic acid (HOTf), through a hydroiminiumation of the imine formed between the aldehyde and 2-amino group. The crystal structures of the dinuclear derivatives prepared from C6H4(CHO) 2-1,4 and C6H4(CHO)2-1,3 have been determined, and the electrochemical behavior of the dinuclear ferrocenyl derivative has been studied.

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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 bisferrocenyl pyridine, nitrile and nitro terminated compounds have been obtained by Wittig reactions. The coordination capabilities of the nitrile and pyridine compounds have been proved by coordination to M(CO)5 fragments, M being Cr, Mo or W. The electrochemical properties of the compounds have been studied by means of cyclic voltammetry, showing an effective electronic coupling between the two ferrocenyl fragments. The crystal structures of several of the described complexes are reported, showing that, in all cases, the syn conformation on the 1,1? bis-substituted ferrocene is preferred over the anti one.

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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 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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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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Meso-substituted corroles bearing directly linked ferrocene unit have been synthesized for the first time. Among various methods studied, only the condensation of pentafluorophenyldipyrromethane with a formylferrocene led to this type of product. A triad containing corrole and porphyrin bridged with ferrocene has been obtained by a convergent approach. Bilanes were used as crucial substrates in the porphyrin-forming step. For the first time it was shown that H2O-MeOH-HCl conditions are suitable for preparation of various 10-(formylaryl)corroles via the direct condensation of aromatic dialdehydes with dipyrromethanes. Electrochemical studies of 10-ferrocenyl-5,15-bis(pentafluorophenyl)corrole support the possibility of intramolecular electron transfer from the corrole to the ferrocene system after the electrode oxidation of the ferrocene to a ferrocenium cation. We have studied the structure of 1-(corrolyl)-1?-(porphyrinyl)ferrocene by 1H NMR and UV-Vis. NMR spectra show that this compound has more conformational freedom than analogous, previously studied bis- porphyrinylferrocenes. Absorption spectra suggest the lack of strong electronic interaction between ferrocene and porphyrinoids for dyads and significant conjugation for the triad. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

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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