Brief introduction of Ferrocenemethanol

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alpha-ferrocenylalkylation of 1,5-disubstituted tetrazoles and certain transformations of reaction products

The reaction of alpha-hydroxyferrocenylalkyl derivatives and vinylferrocene with 1,5-disubstituted tetrazoles in methylene chloride-aqueous acid HX (X = BF4, ClO4) two-phase systems gives a mixture of 1,3,5- and 1,4,5-trisubstituted tetrazolium salts, the fraction of the 1,3,5-isomers prevailing. The synthesized salts are readily dealkylated under the action of bases to give the above starting compounds. Heating of 3(4)-(ferrocenylmethylene)-1,5-pentamethylenetetrazolium and 3(4)-(ferrocenylmethylene)-2-methyl-1-phenyltetrazolium tetrafluoroborates in anhydrous methanol or ethanol in the presence of catalytic amounts of alkali gives rise to ferrocenylcarbinol ethers. Other nuclephiles (pyridine, triphenylphosphine, sodium thiocyanate, sodium p-toluenesulfinate, dibenzoylmethane) also react with the above tetrazolium salts, forming ferrocenylmethylation products. Heating of equimolar amounts of 3(4)-(ferrocenylmethylene)-1,5-pentamethylenetetrazolium or 3(4)- (ferrocenylmethylene)-2-methyl-1-phenyltetrazolium perchlorates with mercury(II) perchlorates in anhydrous ethanol results in mercuration of the starting tetrazolium salts, involving hydrogen substitution in the methylene or methyl groups bound to tetrazolium carbon atoms. The condensation of the same salts with p-N,N-(dimethylamino)nitrosobenzene, leading to azomethine formation, occurs under similar conditions.

alpha-ferrocenylalkylation of 1,5-disubstituted tetrazoles and certain transformations of reaction products

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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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Synthetic Route of 1273-86-5, 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. In a document type is Article, and a compound is mentioned, 1273-86-5, name is Ferrocenemethanol, introducing its new discovery.

Azide?alkyne cycloaddition En route to 1H?1,2,3-triazole-tethered isatin?ferrocene, ferrocenylmethoxy?isatin, and isatin? ferrocenylchalcone conjugates: Synthesis and antiproliferative evaluation

Diverse series of isatin?ferrocene conjugates were synthesized via Cu-promoted azide?alkyne cycloaddition reaction with an aim of probing their antiproliferative structure?activity relationship against MCF-7 (estrogen receptor positive) and MDA-MB-231 (triple negative) cell lines. Among the synthesized conjugates, isatin?ferrocenes proved to be more potent against MCF-7, whereas ferrocenylmethoxy?isatins exhibited activity against MDA-MB-231 cell lines. However, the introduction of chalcone moiety among these hybrids resulted in the complete loss of activity against the tested cell lines, as evident by isatin?ferrocenylchalcones. The conjugates 5a and 9c proved to be the most potent among the series against MCF-7 and MDA-MB-213 cell lines, exhibiting IC50 values of 31.62 and 20.26 muM, respectively.

Azide?alkyne cycloaddition En route to 1H?1,2,3-triazole-tethered isatin?ferrocene, ferrocenylmethoxy?isatin, and isatin? ferrocenylchalcone conjugates: Synthesis and antiproliferative evaluation

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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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Electric Literature of 1271-51-8, 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. In a document type is Article, and a compound is mentioned, 1271-51-8, name is Vinylferrocene, introducing its new discovery.

Vinylborane formation in rhodium-catalyzed hydroboration of vinylarenes. Mechanism versus borane structure and relationship to silation

Attempted catalytic hydroboration of (4-methoxyphenyl)ethene 1 with R,R-3-isopropyl-4-methyl-5-phenyl-1,3,2-oxazaborolidine 6 proceeded extremely slowly relative to the 3-methyl analog 2 derived from phi-ephedrine when diphosphinerhodium complexes were employed. With phosphine-free rhodium catalysts, especially the 4-methoxy-phenylethene complex 7, the reaction proceeded rapidly and quantitatively to give only the corresponding (E)-vinylborane 9 and 4-methoxyethylbenzene 8 in equimolar amounts. Isotopic labeling and kinetic studies demonstrated that this reaction pathway is initiated by the formation of a rhodium hydride with subsequent reversible and regiospecific H-transfer to the terminal carbon, giving an intermediate which adds the borane and then eliminates the hydrocarbon product. Further migration of the secondary borane fragment from rhodium to the beta-carbon of the coordinated olefin occurs, followed by Rh-H beta-elimination which produces the vinylborane product and regenerates the initial catalytic species. When the same catalytic reaction is carried out employing catecholborane in place of the oxazaborolidine, an exceedingly rapid turnover occurs. The products are again 4-methoxyethylbenzene and the (E)-vinylborane 23 but accompanied by the primary borane 24 in proportions which vary with the experimental conditions. None of the secondary borane, which is the exclusive product when pure ClRh(PPh3)3 is employed as catalyst, is formed. The product variation as a function of initial reactant concentration was fitted to a model in which the rhodium-borane intermediate in the catalytic cycle undergoes two competing reactions-beta-elimination of Rh-H versus addition of a further molecule of catecholborane. The model demonstrates that a kinetic isotope effect of 3.4 operates in the beta-elimination step, but none is evident in the addition of catecholborane B-D to rhodium. A similar analysis was successfully applied to the catalytic hydrosilylation of 4-methoxystyrene, with HSiEt3, again employing the phosphine-free rhodium catalyst 7; the product distribution between primary silane 29 and vinylsilane 28 was successfully predicted. The results intimate that silation (i.e., the formation of vinylsilanes under the conditions of catalytic hydrosilylation) can best be explained by a Rh-H based mechanistic model rather than the commonly assumed variant on the Chalk-Harrod catalytic cycle. They provide an explanation for the “oxygen effect” on the rate of Rh-catalyzed hydrosilylations.

Vinylborane formation in rhodium-catalyzed hydroboration of vinylarenes. Mechanism versus borane structure and relationship to silation

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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

 

Can You Really Do Chemisty Experiments About Ferrocenemethanol

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Calixarenes as Hosts in Aqueous Media: Inclusion Complexation of Ferrocene Derivatives by a Water-soluble Calix<6>arene

The complexation of trimethyl(ferrocenylmethyl)ammonium hexafluorophosphate 1*(BF6), heptyldimethyl(ferrocenylmethyl)ammonium bromide 2*(Br) and ferrocenylmethanol 3 by sulfonated calix<6>arene host was investigated in aqueous media using electrochemical and 1H NMR spectroscopic techniques; the binding interactions between the calixarene host and the surveyed guests are similar to those operating in the complexation of organic compounds by cyclodextrin or cyclophane in aqueous media.

Calixarenes as Hosts in Aqueous Media: Inclusion Complexation of Ferrocene Derivatives by a Water-soluble Calix<6>arene

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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

 

Some scientific research about 1273-86-5

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Scanning electrochemical microscope studies of dye regeneration in indoline (D149)-sensitized ZnO photoelectrochemical cells

A scanning electrochemical microscope (SECM) in the feedback and generation-collection modes was used to investigate the regeneration of photoexcited dye cations at the semiconductor/electrolyte interface in a dye-sensitized solar cell (DSSC) based on ZnO/D149. An effective dye regeneration rate constant kox of 9.55 ¡Á 107 cm 9/2 mol-3/2 s-1 was obtained from feedback mode experiments at different wavelengths and light intensities on ZnO/D149 electrodes. Illuminated regions of the dye-sensitized electrodes could be differentiated from non-illuminated regions by local imaging in SECM generation-collection experiments with I- as redox mediator. We also report SECM feedback measurements on non-illuminated dye-sensitized electrodes to investigate the electron transfer kinetics of dissolved redox couples at the underlying FTO substrate.

Scanning electrochemical microscope studies of dye regeneration in indoline (D149)-sensitized ZnO photoelectrochemical cells

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis. We will look forword to the important role of 1273-86-5, and how the biochemistry of the body works.name: Ferrocenemethanol

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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

 

A new application about 1,1′-Ferrocenedicarboxaldehyde

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Metal-directed assembly of polyferrocenyl transition metal dithiocarbamate macrocyclic molecular boxes

Novel redox-active polyferrocenyl transition metal dithiocarbamate macrocyclic molecular boxes (10a-c), (11) and (12a-c) are synthesised by reaction of the respective ferrocenyl secondary amines, namely, N,N?-bis(ferrocenemethyl)-1,3-bis(aminomethyl)benzene (4), 1,1?-bis(benzylaminomethyl)ferrocene (8) and 1,1?-bis((ferrocenylmethyl)aminomethyl)ferrocene (9) with carbon disulfide, potassium hydroxide and transition metal (zinc, copper, nickel) acetate in high yields (52-82%) and characterised by spectroscopic and electrochemical techniques. The single-crystal X-ray structure of 10a shows that each zinc atom is in tetrahedral geometry, being bonded to two dithiocarbamate ligands with Zn-S distances 2.32(1)-2.44(1) A.

Metal-directed assembly of polyferrocenyl transition metal dithiocarbamate macrocyclic molecular boxes

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Reference£º
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

 

Brief introduction of Vinylferrocene

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Reference of 1271-51-8, 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 an article, 1271-51-8, molcular formula is C12H3Fe, belongs to iron-catalyst compound, introducing its new discovery.

Reactions of Cp2TiMe2 with ferrocene and (n5-Cp)Co(n4-C4Ph4) derived esters and amides: A new route for 1-methylvinyl and methyl ketone derived metal sandwich compounds

Reactions of Cp2TiMe2, with the ester derivatives of organometallic sandwich compounds (n5-RC5H4)Fe(n5-C5H5) and (n5-RC5H4)Co(n4-C4Ph4) (R=ester groups) gave products having R=C(CH2)Me, instead of the expected vinyl ethers indicating conversion of the ester units by Cp2TiMe2 to methyl ketones followed by methylenation. A reaction of Cp2TiMe2 with the diester (n5-RC5H4)Co(n4-C4Ph3R)(R=C(O)OMe) also gave similar results. The study has also been successfully extended to metal sandwich derived amides, thio and seleno esters. By controlling the amount of Cp2TiMe2, the reactions were also stopped at the methyl ketone stage and the methyl ketones were isolated in good yields and characterized. The method provides an easy and direct access to convert organometallic sandwich derived esters and related compounds to 1-methylvinyl derived products.

Reactions of Cp2TiMe2 with ferrocene and (n5-Cp)Co(n4-C4Ph4) derived esters and amides: A new route for 1-methylvinyl and methyl ketone derived metal sandwich 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

 

Discovery of 1273-86-5

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Tuneable superbase-catalyzed vinylation of alpha-hydroxyalkylferrocenes with alkynes

Superbase-catalyzed (KOH/DMSO suspension as a catalyst) vinylation of hydroxymethyl- and hydroxyethylferrocenes with terminal and internal alkynes (acetylene, propyne, phenylacetylene, 3-ethynylpyridine, 1-propyn-1-yl-benzene, diphenylacetylene) affords hitherto unknown vinyl ethers of ferrocene in 30-93% yields depending on the alkyne structure and the tuneable ratio of reactants/KOH/DMSO. The vinylation smoothly proceeds under mild conditions (70-90 C, 0.25-13 h). With unsubstituted acetylene the process is readily realized under atmospheric pressure (yield of the corresponding vinyl ethers is 81-90%) though under pressure (initial pressure at room temperature is 10-13 atm, maximum pressure is 13-16 atm at the reaction temperature) the yield is close to quantitative (93%). The synthesized compounds were characterized using 1H and 13C NMR, and IR spectroscopy, as well as X-ray diffraction analysis.

Tuneable superbase-catalyzed vinylation of alpha-hydroxyalkylferrocenes with alkynes

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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

 

A new application about Ferrocenemethanol

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Kinetics of the electron self-exchange and electron-transfer reactions of the (trimethylammonio)methylferrocene host-guest complex with cucurbit[7]uril in aqueous solution

The electron self-exchange rate constants for the (trimethylammonio) methylferrocene(+/2+) couple (FcTMA+/2+) have been measured in the absence and presence of the cucurbit[7]uril (CB[7]) host molecule in aqueous solution, using 1H NMR line-broadening experiments. The very strong binding of the ferrocene to CB[7] results in slow exchange of the guest on the NMR time scale, such that resonances for both the free and bound forms of the reduced ferrocene can be observed. The extents of line broadening in the resonances of the two forms of the guest in the presence of the FcTMA 2+ species can be monitored independently, allowing for the determination of the rate constants for the possible self-exchange pathways involving the bound and free forms of both the oxidized and reduced members of the redox couple. The encapsulation of both the reduced and oxidized forms of the ferrocene increases the rate constant (25C) from (2.1 ¡À 0.1) ¡Á 106 M-1 s-1 (for FcTMA+/2+) to (6.7 ¡À 0.7) ¡Á 106 M-1 s-1 (for {FcTMA-CB[7]}+/2+), whereas inclusion of the reduced form only decreases the rate constant to (6 ¡À 1) ¡Á 105 M -1 s-1. The changes in the exchange rate constants upon inclusion of the reactants are related to the effects of CB[7] acting as an outer, second-coordination sphere and are compared to those observed previously for the electron-exchange process in the presence of beta-cyclodextrin and p-sulfonated calix[6]arene hosts. The binding of FcTMA+ and hydroxymethylferrocene to CB[7] significantly reduces the rate constants for their oxidations by the bis(2,6-pyridinedicarboxylato)cobaltate(III) ion (which does not bind to CB[7]) as a result of reduced thermodynamic driving forces and steric hindrance to close approach of the oxidant to the encapsulated ferrocenes.

Kinetics of the electron self-exchange and electron-transfer reactions of the (trimethylammonio)methylferrocene host-guest complex with cucurbit[7]uril in aqueous solution

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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 reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction. Safety of 1,1′-Diacetylferrocene. In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. Introducing a new discovery about 1273-94-5, Name is 1,1′-Diacetylferrocene

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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Reference£º
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