Archives for Chemistry Experiments of Ferrocenemethanol

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Co-detection of dopamine and glucose with high temporal resolution

Neuronal activity and brain glucose metabolism are tightly coupled, where triggered neurotransmission leads to a higher demand for glucose. To better understand the regulation of neuronal activity and its relation to high-speed metabolism, development of analytical tools that can temporally resolve the transients of vesicular neurotransmitter release and fluctuations of metabolites such as glucose in the local vicinity of the activated neurons is needed. Here we present an amperometric biosensor design for rapid co-detection of glucose and the neurotransmitter dopamine. The sensor is based on the immobilization of an ultra-thin layer of glucose oxidase on to a gold-nanoparticle-covered carbon fiber microelectrode. Our electrode, by altering the potential applied at the sensor surface, allows for the high-speed recording of both glucose and dopamine. We demonstrate that, even though glucose is electrochemically detected indirectly through the enzymatic product and the electroactive dopamine is sensed directly, when exposing the sensor surface to a mixture of the two analytes, fluctuations in glucose and dopamine concentrations can be visualized with similar speed and at a millisecond time scale. Hence, by minimizing the enzyme coating thickness at the sensor surface, dual detection of glucose and dopamine can be realized at the same sensor surface and at time scales necessary for monitoring fast metabolic alterations during neurotransmission.

Co-detection of dopamine and glucose with high temporal resolution

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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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Ferrocene compounds XXIII. Synthesis and reactions of the new type of methyl ferrocyloxyalkanoates

The new types of ferrocenyloxaaliphatic acid ester, FcCHROCHR?COOMe (R = H, Me, Ph; R? = H, Me) (7) have been prepared by the action of alkoxides derived from methyl glycolate or methyl lactate on the corresponding ferrocenylcarbinyl acetates (2) or N,N,N-trimethylferrocylammonium iodides (4). The esters obtained were accompanied by a small quantity of oligomeric esters, FcCHR(OCHR?CO)nOMe (9), and with more or less ferrocyl methyl ethers (8). As opposed to the alkaline hydrolysis of the analogous methyl benzoxyacetate (6) into benzoxyacetic acid (5) the acidification of sodium alkanoates 10 obtained by saponification of esters 7 gave unexpectedly the corresponding ferrocenylcarbinols 1. In a similar way the esters 7 were converted into mixtures of the mentioned carbinols and diferrocyl ethers 11 under action of aqueous hydrochloric acid. The mechanisms of the reactions 10 ? 1 and 7 ? 1, 11 are discussed.

Ferrocene compounds XXIII. Synthesis and reactions of the new type of methyl ferrocyloxyalkanoates

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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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Ferrocenyl and pyridyl methylenepyrans as potential precursors of organometallic electron-rich extended bipyrans: Synthesis, characterization and crystal structure

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.

Ferrocenyl and pyridyl methylenepyrans as potential precursors of organometallic electron-rich extended bipyrans: Synthesis, characterization and crystal structure

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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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A Practical Three-Step Synthesis of Vinylferrocene

An improved, short and efficient synthesis of vinylferrocene is reported. This three-step synthesis includes Friedel-Crafts acylation, reduction, and a one-pot mesylation/elimination step to afford the target compound in 62% yield over three steps.

A Practical Three-Step Synthesis of Vinylferrocene

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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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Ruthenium and osmium complexes containing 2-(aminomethyl)pyridine (Ampy)-based ligands in catalysis

This account focuses on the application in catalysis of ruthenium and osmium complexes containing 2-(aminomethyl)pyridine (Ampy)-based ligands. The combination of these aminoalkylpyridine ligands with appropriate phosphines affords ruthenium and osmium systems displaying unprecedented high catalytic activity and productivity in a variety of organic transformations such as hydrogenation by hydrogen transfer and dihydrogen, dehydrogenation, racemization, and alkylation.

Ruthenium and osmium complexes containing 2-(aminomethyl)pyridine (Ampy)-based ligands in catalysis

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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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Synthesis and electrochemical properties of slipped-cofacial porphyrin dimers of ferrocene-functionalized Zn-imidazolyl-porphyrins as potential terminal electron donors in photosynthetic models

A systematic series of ferrocene-functionalized Zn-imidazolyl-porphyrins were synthesized to assemble into the slipped-cofacial porphyrin dimers through imidazolyl-to-zinc complementary coordination as artificial photosynthetic models. Direct substitution at the meso position of the porphyrin ring with ferrocence and octamethylferrocene leads to the characteristic electronic structures, while the ferrocene substituents through phenylene-ethenylene and phenylene-ethylene spacers mitigate the electronic communications. Bathochromic shift of Q band, fluorescence quenching, and redox potentials of porphyrin ring are rationalized by the degree of electron-donating ability of the terminal ferrocenes. the Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2006.

Synthesis and electrochemical properties of slipped-cofacial porphyrin dimers of ferrocene-functionalized Zn-imidazolyl-porphyrins as potential terminal electron donors in photosynthetic models

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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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Synthesis and Reactivity of Ferrocenyl-Substituted Allylamine Derivatives

[(2-Ferrocenylvinyl)methyl]dimethylamine (2) was obtained in good yields and with perfect regio- and stereoselectivity by reaction of dimethylmethylideneammonium salts with vinylferrocene. After methylation of amine 2, [(2-ferrocenylvinyl)methyl]trimethylammonium iodide (4) was obtained in high yields and used to transfer the ferrocene-containing allyl group to various amines. By controlling reaction conditions, various linear and branched ferrocenyl-substituted allylamines could be obtained with good yields and selectivities. When anilines were used as substrates against ammonium salt 4, compounds originating from Friedel?Crafts reactions were also obtained, with complete regioselectivity towards the para position.

Synthesis and Reactivity of Ferrocenyl-Substituted Allylamine Derivatives

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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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Biodegradable Conducting Polymer Coating to Mitigate Early Stage Degradation of Magnesium in Simulated Biological Fluid: An Electrochemical Mechanistic Study

The application of a biodegradable conducting polymer coating based on a polythiophene composite (PTC) to mitigate degradation of magnesium in an in vitro environment is reported. The rationale behind the study is to advance a bioactive coating to control the rapid early stage degradation of the magnesium and prevent inflammatory reactions and physiological complications, while, in the long term, the coating degrades, followed by the full degradation of the magnesium implant. The conducting polymer in this study is deposited on a bioabsorbable medical grade magnesium alloy, AZNd, through layer-by-layer deposition, and the degradation behavior in simulated biological fluid is studied electrochemically. The possibility of a synergistic effect by combining praseodymium conversion coating together with the conducting polymer coating in protecting magnesium is also examined. Results show that the highest level of corrosion mitigation is afforded by the combination of praseodymium conversion and the conducting polymer coating layers. Electrochemical models are advanced to explain the electroactivity of the conducting polymer across the film as well as at the interface with electrolyte and substrate. Based on the physical and electrochemical evidence, the barrier effect is proposed as the main protection mechanism.

Biodegradable Conducting Polymer Coating to Mitigate Early Stage Degradation of Magnesium in Simulated Biological Fluid: An Electrochemical Mechanistic Study

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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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Branch-Selective and Enantioselective Iridium-Catalyzed Alkene Hydroarylation via Anilide-Directed C-H Oxidative Addition

Tertiary benzylic stereocenters are accessed in high enantioselectivity by Ir-catalyzed branch selective addition of anilide ortho-C-H bonds across styrenes and alpha-olefins. Mechanistic studies indicate that the stereocenter generating step is reversible.

Branch-Selective and Enantioselective Iridium-Catalyzed Alkene Hydroarylation via Anilide-Directed C-H Oxidative Addition

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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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Sensitive detection of serum creatinine based on beta-cyclodextrin- ferrocenylmethanol modified screen-printed electrode

Ferrocenylmethanol (Fc-OH) is included in beta-cyclodextrin (beta-CD) to form the beta-CD-Fc-OH complex by host-guest supramolecular interaction. beta-CD dissociates from the beta-CD-Fc-OH complex due to the conversion of Fc-OH to Fc+-OH under a stimulus of oxidant. In our study, Fc-OH is oxidized after a series of enzymatic reactions of creatinine, which blocks the other means for oxidation of Fc-OH. And the background noise is reduced for testing for serum creatinine (sCr). The chronoamperometry signal for creatinine (with a constant potential -0.3 V vs. Ag/AgCl) increases linearly in the 1 – 1000 muM range, with a limit of detection as low as 0.5 muM. The amperometric potential of -0.3 V greatly prevents the interference of various redox substances in serum. The biosensor was used to test 120 clinical specimens and the results showed a linear correlation with the biochemical analyzer (R2 = 0.9885). The biosensor could be applied to clinical trials and offers good prospects for clinical sCr detection.

Sensitive detection of serum creatinine based on beta-cyclodextrin- ferrocenylmethanol modified screen-printed electrode

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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