Category: 1273-94-5

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Synthetic, structural and electrochemical studies on some ferrocenylazines: Crystal structures of [4](1)(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane and [42](1,1?)bist(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane

By reaction of the hydrazones of mono-and 1,1?-diacetylferrocene with mono-and diketones a series of ferrocenylazines has been prepared. The crystal structures of the monobridged ferrocenophane [4](1)(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane (II) and of the dibridged ferrocenophane [42](1,1?)bis-(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane (VII) have been determined. II exists as a centrosymmetric molecule with eclipsed cyclopentadienyl rings and a planar MeC=NN=CMe bridge whereas VII has staggered cyclopentadienyl rings and non-planar bridges. In II and VII the bridges are in the E,E configuration. The electrochemical results show that the ferrocenium ions of the acetylferrocene and the azines are stable in solution whereas those of the hydrazones are unstable. In agreement with a slightly increasing electronic communication between the two ferrocene units, II undergoes two almost overlapping one-electron oxidations (DeltaE? = 0.09 V) whereas VII displays two more widely separated one-electron oxidations (DeltaE? = 0.12 V).

Synthetic, structural and electrochemical studies on some ferrocenylazines: Crystal structures of [4](1)(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane and [42](1,1?)bist(1,4-dimethyl-2,3-diazabuta-1,3-dien) ferrocenophane

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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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Non-cyclic formylated dipyrromethanes as phosphate anion receptors

New tetrakis-and hexakis(1H-pyrrole-2-carbaldehyde) anion receptors are described. The anion binding properties of these receptors were studied in organic media and in the solid state. The receptors displayed good affinity for the dihydrogenphosphate and pyrophosphate anions (as the tetrabutylammonium salts) in chloroform even in the presence of a polar protic solvent, methanol. Solution phase spectroscopic analyses proved consistent with the binding mode seen in single crystal structural studies of the dihydrogenphosphate and pyrophosphate complexes and provided support for the contention that these receptors undergo conformational reorganization in order to accommodate the bound oxoanions both in chloroform solution and in the solid state.

Non-cyclic formylated dipyrromethanes as phosphate anion receptors

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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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Synthesis of organometallic-based biologically active compounds: In vitro antibacteroial and antifungal of asymmetric ferrocene-derived schiff-bases complexes

A SYMMETRIC 1,1′-disubstituted ferrocene- derived Schiff-bases have been prepared and used as ligands in the preparation of their novel Pd(II) and Pt(IV) metal chelates. The synthesized ligands and their metal chelates have been characterized by their physical, analytical and spectral data. These have also been used for screening against B. subtilis, S. aureus, E. coli, S. typhi (bacteria), C. albicans (yeast), A. niger and F. solani (fungi). The antimicrobial results indicated that the complexes prepared are more active than the ligand and have been found to be a novel class of organometallic-based antimicrobials.

Synthesis of organometallic-based biologically active compounds: In vitro antibacteroial and antifungal of asymmetric ferrocene-derived schiff-bases complexes

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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

 

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 1273-94-5, name is 1,1′-Diacetylferrocene, introducing its new discovery. name: 1,1′-Diacetylferrocene

Synthesis, optical, electrochemical, and magnetic properties of new ferrocenyl chalcone semiconductors for optoelectronic applications

A ferrocenyl chalcone (OFcPV) with attractive optical and magnetic properties for its potential application in optoelectronic devices, excellent processability in solution, and thermal stability is reported. It was derived from the synthesis of ferrocenyl chalcone with different degrees of conjugation and the preliminary selection of the most attractive molecule based on its linear optical and electrochemical properties, and processability. Three ferrocene-derived compounds: a low-molecular weight molecule (3FcPV), an oligomer (OFcPV), and a polymer (PFcPV) were synthesized through Friedel?Crafts reactions and aldol condensations. The chemical structure of the compounds has been elucidated by proton nuclear magnetic resonance?and Fourier-transform infrared spectroscopies. UV?Vis and fluorescence spectroscopies were used to evaluate the optical properties of these new compounds. The frontier orbitals levels of the materials deposited as films were determined using cyclic voltammetry. The optical bandgaps for 3FcPV, OFcPV, and PFcPV were 2.8, 2.4, and 2.36 eV, respectively. These results place these materials within the organic semiconductors and evidence the influence of the degree of electronic conjugation of the molecule in the reduction of the bandgap. The results showed that the oligomer and the polymer possess similar electronic and optical properties. However, the oligomer solubility improves the processability necessary for the manufacturing photonic devices. OFcPV was characterized by Z-scan technique, and the results indicate that OFcPV is candidate to be used as an optical limiter, fast optical switch, or optical logic gates. Also, OFcPV exhibits quasi-superparamagnetic behavior resulting from the iron disposal in the structure.

Synthesis, optical, electrochemical, and magnetic properties of new ferrocenyl chalcone semiconductors for optoelectronic applications

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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

 

Electric Literature of 1273-94-5, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 1273-94-5, Name is 1,1′-Diacetylferrocene, molecular formula is C14H6FeO2. In a Article£¬once mentioned of 1273-94-5

Synthesis of esters of metallocene alcohols and 4,5-dichloroisothiazol-3-carboxylic and 5-arylisoxazole-3-carboxylic acids

Acylation of alkyl- and 1,1?-dialkylferrocene alcohols and diols as well as (3,4,4-trichlorobut-3-ene-1-ol-1-yl)-4,5-cymantrene with dichloroisothiazole- and 5-arylisoxazole-3-carbonyl chlorides has afforded esters containing 1,2-azoles fragments. Some of the obtained compounds have exhibited potentiating action in the binary mixtures with insecticides.

Synthesis of esters of metallocene alcohols and 4,5-dichloroisothiazol-3-carboxylic and 5-arylisoxazole-3-carboxylic acids

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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

 

Electric Literature of 1273-94-5, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 1273-94-5, molcular formula is C14H6FeO2, introducing its new discovery.

Synthesis, structure, and spectroelectrochemistry of ferrocenyl-meldrum’s acid donor-acceptor systems

The synthesis of two new donor-acceptor ferrocenyl derivatives with Meldrum’s acid based nonplanar acceptor substituents is presented. Both compounds are obtained in high yields in a simple reaction protocol under mild conditions using either 1-acetyl- or 1,1?-diacetylferrocene and Meldrum’s acid. Both products have been characterized spectroscopically, by single-crystal X-ray structure analysis, by electrochemical and UV/vis/IR spectroelectrochemical measurements, and by (TD)-DFT calculations. The spectroelectrochemical measurements disclose that the 2,2-dimethyl-1,3-dioxane-4,6-dione moiety is a moderately strong electron acceptor. (Figure Presented)

Synthesis, structure, and spectroelectrochemistry of ferrocenyl-meldrum’s acid donor-acceptor systems

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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

 

Synthetic Route of 1273-94-5, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.1273-94-5, Name is 1,1′-Diacetylferrocene, molecular formula is C14H6FeO2. In a article£¬once mentioned of 1273-94-5

[Re(eta5-C5H5)(CO)3] + family of 17-electron compounds: Monomer/dimer equilibria and other reactions

The anodic electrochemical oxidations of ReCp(CO)3 (1, Cp = eta5-C5H5), Re(eta5-C 5H4NH2)(CO)3 (2), and ReCp*(CO)3 (3, Cp* = eta5-C 5Me5), have been studied in CH2Cl2 containing [NBu4][TFAB] (TFAB = [B(C6F5) 4]-) as supporting electrolyte. One-electron oxidations were observed with E1/2 = 1.16, 0.79, and 0.91 V vs ferrocene for 1-3, respectively. In each case, rapid dimerization of the radical cation gave the dimer dication, [Re2Cpgamma2(CO) 6]2+ (where Cpgamma represents a generic cyclopentadienyl ligand), which may be itself reduced cathodically back to the original 18-electron neutral complex ReCpgamma(CO)3. DFT calculations show that the SOMO of 1+ is highly Re-based and hybridized to point away from the metal, thereby facilitating the dimerization process and other reactions of the Re(II) center. The dimers, isolated in all three cases, have long metal-metal bonds that are unsupported by bridging ligands, the bond lengths being calculated as 3.229 A for [Re 2Cp2(CO)6]2+ (12 2+) and measured as 3.1097 A for [Re2(C 5H4NH2)2(CO)6] 2+ (222+) by X-ray crystallography on [Re 2(C5H4NH2)2(CO) 6][TFAB]2. The monomer/dimer equilibrium constants are between Kdim = 105 M-1 and 107 M-1 for these systems, so that partial dissociation of the dimers gives a modest amount of the corresponding monomer that is free to undergo radical cation reactions. The radical 1+ slowly abstracts a chlorine atom from dichloromethane to give the 18-electron complex [ReCp(CO) 3Cl]+ as a side product. The radical cation 1+ acts as a powerful one-electron oxidant capable of effectively driving outer-sphere electron-transfer reactions with reagents having potentials of up to 0.9 V vs ferrocene.

[Re(eta5-C5H5)(CO)3] + family of 17-electron compounds: Monomer/dimer equilibria and other reactions

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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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MOESSBAUER STUDIES ON FERROCENE COMPLEXES. XIV. CARBENIUM IONS AND KETONES OF <3>FERROCENOPHANES

A series of <3>ferrocenophane(FcP) derivatives have been investigated using 57Fe Moessbauer and 1H NMR spectroscopy.For the 2- and 3-acetyl-FcP in neutral and acidic mrdia, proton resonances were assigned by analogy with the unbridged species, which themselves were analysed using specifically alpha deuteriated compounds. 2-Acetyl-FcP exhibited a strongly shielded methyl group due to out of plane deformation of the carbonyl function.The corresponding carbenium ions were produced from the parent alcohols in CF3CO2 and their NMR spectra discussed. <3>Ferrocenophan-6,8-dione(A) was unprotonated in CF3CO2H, monoprotonated in 80percent H2SO4 to give the symmetrical carbenium ion.The NMR spectrum of the ion is fully discussed.Moessbauer spectra of 2- and 3-acetyl-FcP revealed the latter to have an anomalously low value of both quadrupole splitting (QS) and isomer shift (IS).The QS of frozen solutions of A at pH 13 show little change from those of ferrocene indicating that the carbanionic charge creates a symmetrical electron density about the iron atom by repulsion of the r2g electrons.The carbenium ion generated at the 2 position in <3>FcP showed a higher QS than that in the 3-position due to better overlap with e2g orbitals.The symmetrical carbenium ion derived from dehydro-<3>ferrocenophane showed exalted QS values indicative of iron e2g orbital overlap.The effect of bridging on Moessbauer parameters is also discussed.

MOESSBAUER STUDIES ON FERROCENE COMPLEXES. XIV. CARBENIUM IONS AND KETONES OF <3>FERROCENOPHANES

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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

 

Application of 1273-94-5, Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics.In a document type is Article, and a compound is mentioned, 1273-94-5, 1,1′-Diacetylferrocene, introducing its new discovery.

Synthesis, characterization and antibacterial studies of ferrocenyl and cymantrenyl hydrazone compounds

Cymantrenyl Schiff base compounds [(CO)3Mn{(eta5- C5H4)C(CH3)N-N(H)C(O)R}] (4-7) (R = C 6H4-OH, C5H4N-p, C6H 5, C5H4N-o) have been synthesized by room temperature reaction and their structural characterization was performed by single crystal X-ray diffraction studies. Room temperature reaction of mono- and di-acetyl ferrocene with salicyloyl and isonicotinyl hydrazides led to the formation of the some organometallic Schiff base compounds containing monosubstituted, disubstituted and unsymmetrically substituted ferrocenyl fragments, [(eta5-C5H5)Fe{(eta5- C5H4)C(CH3)N-N(H)C(O)-R}] (8, 9), [Fe{(eta5-C5H4)C(CH3)NN(H)C(O)R} 2] (10, 12) (R = C6H4-OH, C5H 4N), [{(eta5-C5H4)COCH 3}Fe{(eta5-C5H4)C(CH 3)NN(H)C(O)(C5H4N)}] (11) and [Fe{(eta5-C5H4)C(CH3)N-N(H)C(O) (C5H4N)}{(eta5-C5H 4)C(CH3)NN(H)C(O)C6H4-OH}] (13) respectively. Antibacterial studies and electrochemical analysis were carried out for some of the compounds. Molecular structure determination was performed for compounds 4, 5, 8 and 9 by single crystal X-ray diffraction technique.

Synthesis, characterization and antibacterial studies of ferrocenyl and cymantrenyl hydrazone compounds

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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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Ca2+ vs. Ba2+ electrochemical detection by two disubstituted ferrocenyl chalcone chemosensors. Study of the ligand-metal interactions in CH3CN

We show here that the disubstituted ferrocenyl chalcones 1 and 2 are good electrochemical sensors for calcium and barium in CH3CN. However, these two triflate salts are detected in a different way by both ligands. To clarify this point, a thorough and informative NMR study of the ligand-salt interactions is presented. The unusual shapes of the titration curves obtained depend on both the ligand and cation used. For example, they illustrate that ligand 1 mainly interacts with the metal by its CO functions, while ligand 2 also interacts by its azacrown groups. These curves also reflect complex equilibriums in solution involving several ligand-salt adducts detected by mass spectrometry. To evaluate the strength of these interactions, the association constants of all the species formed have been determined by fitting the NMR data. It is noteworthy that changing the diethylamino groups in molecule 1 by the azacrown residue enhances the selectivity for the calcium salt, as pointed out by the value of the association constant of the 2Ca2+ species. The synthesis of the protonated counterparts 3 and 4 was useful to clarify the electrochemical behaviour of 1 and 2. Although the two ligand-salt interactions present several common points, the whole results obtained allow us to propose an original explanation for the difference observed between the Ca2+ and Ba2+ electrochemical sensing.

Ca2+ vs. Ba2+ electrochemical detection by two disubstituted ferrocenyl chalcone chemosensors. Study of the ligand-metal interactions in CH3CN

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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