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We report the synthesis of trifluoromethylated metallocenes (M=Fe, Ru) and related metal-free compounds for comparison of their biological properties with the aim to establish structure-activity relationships toward the anti-proliferative activity of this compound class. All new compounds were comprehensively characterized by NMR spectroscopy (1H, 13C, 19F), mass spectrometry, IR spectroscopy, and elemental analysis. A single-crystal X-ray structure was obtained on the Ru derivative, 1-(1-hydroxy-1-hexafluoromethylethyl)ruthenocene (3). The cytotoxicity of all compounds was tested on MCF-7, HT-29, and PT-45 cells, and IC50 values as low as 12 muM were observed. Both the metallocene moiety and the hydroxy function are crucial for cytotoxicity. In addition, the activity decreased sharply even if only one trifluoromethyl group was replaced with a methyl group. Electrochemical investigations by cyclic voltammetry revealed that all CF3-containing compounds are harder to oxidize than the unsubstituted metallocenes. Moreover, log-P determination by RP-HPLC showed the fluorinated derivatives to have higher lipophilicity, with log-P values up to 4.6. At the same time, the generation of reactive oxygen species (ROS) in Jurkat cells by these compounds was investigated by flow cytometry. Strong ROS production was shown exclusively for the bis-CF3 derivative 1-(1-hydroxy-1-hexafluoromethylethyl)ferrocene (1) after 6 and 24 h. Also on the Jurkat cell line, only compound 1 strongly induces necrosis after 24 and 48 h, as shown by annexin V/propidium iodide staining. No induction of apoptosis was observed. We propose that compound 1 is more efficiently incorporated into cancer cells relative to all other derivatives, causing significant induction of oxidative stress within the cell, which ultimately leads to cell death. Fluorinated oxidizers: A series of trifluoromethyl-containing metallocenes was synthesized to carry out SAR determinations. All compounds were tested for cytotoxic effects against a range of cancer cell lines, ROS production, electrochemical behavior, lipophilicity, and their capacity to induce apoptosis/ necrosis. Cytotoxicity assays underscore the crucial role of the metallocene moiety, CF3 groups, and the OH function for anti-proliferative effects.

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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 benzoquinone modified basal plane pyrolytic graphite electrode shows electrocatalytic activity for the oxidation of NADH and ascorbic acid in phosphate buffer (pH 7.3). The modified electrode shows a linear variation of catalytic current with concentration in the range 1-10 mM for both NADH and ascorbic acid. The rate constants have been estimated from the surface coverage data.

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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

 

Discovery of 1273-86-5

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.Application In Synthesis of Ferrocenemethanol

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Application In Synthesis of Ferrocenemethanol, In homogeneous catalysis, catalysts are in the same phase as the reactants. In a article, mentioned the application of 1273-86-5, Name is Ferrocenemethanol, molecular formula is C11H3FeO

Reactions of alpha-ferrocenylalkyl alcohols with tetrazole and its 1-substituted derivatives in two-phase systems of methylene chloride-aqueous solutions of HX acids (X = BF4, ClO4) result in the formation of 4-alpha-ferrocenylalkylated tetrazolium salts as the only isomers. Under the action of alkali reagents in aqueous media monosubstituted tetrazolium salts are converted into mixtures of 1- and 2-alpha-ferrocenylalkyl tetrazole derivatives, while disubstituted salts decompose to give the starting compounds when heated in 10% aqueous solution of sodium hydroxide. In the anhydrous medium, heating of 1-phenyl-5-ferrocenylmethylenetetrazolium fluoborate with t-BuOK in dioxane results in a rearrangement which proceeds by an ilide-type mechanism to form 1-phenyl-5-ferrocenylmethylenetetrazole. The latter reacts in the two-phase system with ferrocenylmethanol to give the corresponding trisubstituted tetrazolium salt.

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.Application In Synthesis of Ferrocenemethanol

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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Novel ferrocene-oligothiophenylene-cyanoacrylic acid in the form of donor-spacer-acceptor dyads was synthesized. The compound with a single unit of thiophenylene showed the lowest energy transition in neutral state. For radical cations, the lowest energy transition appears red-shifted along with the increased number of thiophenylene units. These results suggested that the electronic structure of radical cations is significantly different from that of neutral 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

 

Brief introduction of Ferrocenemethanol

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Abstract: A novel ferrocene-labeled Merrifield resin-supported ionic liquid phase catalysts has been synthesized and successfully utilized for the selective oxidation of primary alcohols into corresponding aldehydes. The catalysts were recovered by simple filtration which greatly simplified the purification step and allowed successive reuse for multiple times without significant loss in activity. Graphical Abstract: [Figure not available: see fulltext.]

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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 enantioenriched ferrocenyl monophosphines imbued with both central and planar chirality were obtained catalytically (80?99% ee) via the kinetic resolution of 1,2-disubstituted planar chiral ferrocenyl enone racemates. The synthetic approach utilized a chiral palladacycle to facilitate the asymmetric hydrophosphination (AHP) as a means to achieve high stereoselectivity. The enantioenriched ferrocenylphosphine products could be protected and further recrystallized to obtain ees up to 99%. The modularity of the phosphine framework obtained was demonstrated via derivatization of its functional handles via a simple nucleophilic substitution to yield optically pure bisphosphines.

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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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Synthetic Route of 1273-86-5, hemistry, like all the natural sciences, begins with the direct observation of nature— in this case, of matter. In a document type is Review, molecular formula is C11H3FeO, molecular weight is 206.99, and a compound is mentioned, 1273-86-5, Ferrocenemethanol, introducing its new discovery.

The present review emphasizes on the quantification of biogenic amines (BAs) which are regarded as a quality indicator of food freshness or spoilage and for evaluating microbial action while food processing. BAs have various potential adverse effects on human health and they are widely found in varying concentrations in different food stuffs. In the quest for a reliable method for their precise detection, BA biosensors have emerged as an efficient tool which enables rapid and accurate assessment in miniature form. Various combinations of amine oxidase enzymes have been used for the fabrication of biosensors in order to enhance specific biorecognition and signal transduction. This article also summarizes the widely employed components used in the construction of a pertinent biosensor and the research results conducted previously. The meticulous description regarding the choice of transducers and the significant role of mediators in a high response biosensor has been reviewed. Moreover, it also encompasses the utilization of highly attractive electrolytic characteristics of nanoparticles to enhance the specificity and accuracy of BA biosensors.

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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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Electrochemical grafting of a water-insoluble diazonium salt in aqueous media onto an electrode surface was achieved by host-guest complexation. 1-(2-Bisthienyl)-4-aminobenzene (BTAB) was solubilized in a water/beta- cyclodextrin solution (beta-CD). The corresponding diazonium salt was generated in situ then electroreduced. This process leads to the attachment of bithiophene or short oligothiophene groups to the electrode surface. The modified surfaces were analyzed by cyclic voltammetry (CV), scanning electrochemical microscopy (SECM), X-ray photoelectron spectroscopy (XPS), infrared reflection absorption spectroscopy (IRRAS), and atomic force microscopy (AFM). The electrochemical investigations show that the waterbased modified surface is similar to one generated in acetonitrile without beta-CD. Thus, the attached organic layer behaves like an electrochemical switch (above some threshold potential, a soluble external probe is oxidized, but the oxidized form cannot be reduced). The modified surfaces consist of grafted bisthienylbenzene (BTB) and cyclodextrins that can be removed from the surface. This procedure may be considered as a new means of creating a surface made of submicrometric holes in an organic semiconducting layer.

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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 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.Formula: C11H3FeO

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. Formula: C11H3FeO. In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. Introducing a new discovery about 1273-86-5, Name is Ferrocenemethanol

The effect of cathodic polarization on the electrochemical behavior of the thin titanium dioxide film formed by anodic pretreatment over pure commercial titanium metal for biomaterial application was investigated in situ using scanning electrochemical microscopy (SECM). Quantitative information on the electron transfer rates (keff) at the titanium surface was obtained using the feedback operation of SECM with ferrocene-methanol (FcMeOH) as electrochemical mediator. An increase of keff values with the increase of the negative polarization was detected, a feature that correlates well with the decrease of titanium oxide resistance with increasing cathodic polarization observed using electrochemical impedance spectroscopy (EIS). In addition, SECM operation in the redox competition mode proved that hydrogen was absorbed in the surface oxide film leading to changes in conductivity and electrochemical reactivity.

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.Formula: C11H3FeO

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

 

Top Picks: new discover of Ferrocenemethanol

If you are interested in 1273-86-5, you can contact me at any time and look forward to more communication. The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules. Application In Synthesis of Ferrocenemethanol

Irreversible inhibitors are therefore the equivalent of poisons in heterogeneous catalysis. Application In Synthesis of Ferrocenemethanol, Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction by binding to a specific portion of an enzyme and thus slowing or preventing a reaction from occurring. In a patent,Which mentioned a new discovery about 1273-86-5

The efficiency of the alkaloids quinine, cinchonine, cinchonidine and ephedrine, the aminoalcohols prolinol, and alaninol, as well as the aminoacids proline, and phenylalanine as catalysts for the enantioselective addition of diethylzinc to ferrocene carbaldehyde and benzaldehyde has been studied. The addition reactions proceeded with acceptable yields and low to moderate enantioselectivities. The side products ferrocenyl methanol and 1-ferrocenyl-1- propanone, observed during the additions to ferrocene carbaldehyde were isolated and characterized.

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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