Category: iron-catalyst

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Malignant melanoma is a highly lethal disease, and advanced stages of melanoma have proven to be resistant to many chemotherapeutic drugs. Cancer stem cells (CSCs) and high levels of intracellular glutathione (GSH) have been proven to play important roles in drug resistance. Retinoic acid (RA) is a promising anticancer agent, which can inhibit proliferation and induce differentiation of CSCs, but its clinical use has been limited by its water insolubility and weak cancer cell killing effect when used alone. Herein, by combining RA and ferrocene, a new type of derivative of retinoic acid (FCRA) was synthesized and then oxidized by FeCl3. The oxidized FCRA (FCRA+) was exploited as a novel anticancer agent. Compared with RA, FCRA+ not only has improved water solubility and stronger anti-cancer effect to melanoma cells through depleting intracellular GSH of the cancer cells, but also can inhibit proliferation and induce differentiation of melanoma CSCs, such as free RA. Therefore, FCRA+ has better application prospects than RA and may replace RA for clinical applications.

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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

Some examples of the diverse research done by chemistry experts include discovery of new medicines and vaccines,and development of new chemical products and materials. In a article, mentioned the application of 1271-51-8, Name is Vinylferrocene, molecular formula is C12H3Fe

New ferrocenyl-based star-shaped complexes have been obtained by palladium-catalyzed reactions. The synthetic method reported shows an advantage over the traditional Wittig reaction for the synthesis of olefinated compounds, both in yields and in selectivity towards the all-E isomers. The electrochemistry of the compounds has been studied. The crystal structure of E-ferrocenyl-4-(vinylphenyl)vinylene, one of the starting complexes to the star-shaped compounds, has been determined by means of single crystal X-ray diffraction.

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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

You could be based in a university, combining chemical research with teaching; in a pharmaceutical company, working on developing and trialing new drugs; name: Ferrocenemethanol, or in a public-sector research center, helping to ensure national healthcare provision keeps pace with new discoveries.In a article, mentioned the application of 1273-86-5, Name is Ferrocenemethanol, molecular formula is C11H3FeO

Voltage responsive micelles prepared from noncovalently grafted amphiphilic polymers were reported. The noncovalent amphiphilic polymers were prepared through the host-guest interaction between beta-cyclodextrin (beta-CD) grafted dextran (Dex-CD) and ferrocene (Fc) terminated poly(?-caprolactone) (PCL-Fc). Because of the presence of Fc groups, the inclusion complex between Fc and beta-CD can be reversibly controlled by an external stimulating voltage, leading to reversible formation and disassembly of the micelles. The occurrence of the inclusion complex between Fc and beta-CD was confirmed by cyclic voltammetry (CV) and the 2D NOESY spectrum. Furthermore, meloxicam was selected as a model drug to test the controlled release performance of these voltage responsive micelles. It was found that the release rate and the final cumulative release amount of meloxicam can be effectively controlled by the external voltage, which may be of use in controlled drug delivery.

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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 complexes (E)- and (Z)-Fe(eta5-C5H4CHO) (eta5-C5H4CH=CH-C6 H4-4-NO2) [2-(E) and 2-(Z), respectively], (E)- and (Z)-Fe (eta5-C5H4CHO) (eta5-C5H4CH=CH-C6 H4-4-CN) [3-(E) and 3-(Z), respectively], (E,E)-, (E,Z)-, and (Z,Z)-Fe(eta5-C5H4CH=CHC6 H4-4-NO2)2 [4-(E,E), 4-(E,Z), and 4-(Z,Z), respectively], (E,E)-, (E,Z)-, and (Z,Z)-Fe(eta5-C5H4CH=CHC6 H4-4-CN)2 [5-(E,E), 5-(E,Z), and 5-(Z,Z), respectively], and Fe(eta5-C5H5) (eta5-C5H4-(E)-CH=CH-4-{ (eta6H4Cr(CO)3}- (E)-CH=CH-eta5-C5H4)Fe (eta5-C5H5) (7) have been synthesized. Structural studies on 2-(E), 4-(E,Z), 5-(E,E), Fe(eta5-C5H5) {eta5-C5H4- (E)-CH=CH-4-C6H4- (E)-CH=CH-eta5-C5H4}Fe (eta5-C5H5) (6) and 7 have been performed. Electrochemical studies of 2-5 reveal trends in the oxidation potentials which are consistent with the more effective conjugation of the (E) isomers, and the better electron-accepting character of NO2 than CN and of CHO than H. Powder SHG measurements by the Kurtz technique using fs pulses at the telecommunications wavelength of 1.3 mum reveal low responses for 4-(E,E), 5-(E,E), and 7. Third-order NLO measurements by Z-scan using fs pulses at 800 nm suggest an increase in [lambda] on increasing the electron-acceptor strength [when proceeding from 5-(E,Z) to 4-(E,Z), CN is replaced by NO2], and on introduction of the Cr(CO)3 unit, when proceeding from 6 to 7.

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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

Chemical research careers are more diverse than they might first appear, Application of 1271-48-3, as there are many different reasons to conduct research and many possible environments. In a article, mentioned the application of 1271-48-3, Name is 1,1′-Ferrocenedicarboxaldehyde, molecular formula is C12H10FeO2

A series of bismacrocyclic ligands with two ferrocenyl groups, exolendo-1,1?1?1?-[l,2,4,5-tetrakis(5-aza-2-thiahexa-5-enyl) benzene]bisferrocene(exolendo-FeBeFe), 1,1?1?1?-[1,2:1?,2?-tetrakis(5-aza-2-thiahexa-5- enyl)-ethene]bisferrocene(1,2-FeEnFe), 1,1?1?1?-[1,1?:2,2?-tetrakis(5-aza-2-thiahexa-5- enyl)ethene]bisferrocene (1,1-FeEnFe), 1,1?1?1?-[tetrakis(5-aza-2-thiahexa-5-enyl)methane] bisferrocene (FeMeFe), and their dicopper(I) compounds have been synthesized and characterized (electrochemistry, IR, NMR and Moessbauer spectroscopy). The molecular structure of endo-FeBeFe has been determined by X-ray structure analysis and the copper(I)-induced discrimination of the exo- and endo-isomers of FeBeFe has been investigated by 1H NMR spectroscopy. The interaction between copper and iron in the tetranuclear compounds is discussed on the basis of the electrochemical and spectroscopic 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

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The electrochemical, NMR, and crystallographic studies clearly indicate that the clathration and declathration of ferrocene and its derivatives in a self-assmbled Pd(II)-linked nanometer-sized cage can be controlled by the oxidation state of the guest. Namely, the guests are clathrated when they are reduced but declathrated when they are oxidized. The process is rapid on the NMR time scale but slow on the CV time scale. Copyright

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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 invention discloses a method for synthesizing amino – (N – alkyl) benzenesulfonamide method. Comprises the following steps: in the reaction container, adding amino sulfonamide, iridium complex catalyst, alkali, the compound is mellow, tertiary amyl alcohol solvent, the reaction mixture is 120 – 150o C lower reaction after several hours, cooling to room temperature, the solvent is removed by rotary evaporation, then through the column separation, to obtain the target compound. This invention uses the commercial amino sulfonamide and almost non-toxic compound alcohol starting material; only generates water as a by-product of the reaction, environmental hazard; reaction the atom economy is high. (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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Single crystals of solvated beta-hematin were grown from a DMSO solution containing the antimalarial drug chloroquine, a known inhibitor of beta-hematin formation. In addition, a kinetics study employing biomimetic lipid-water emulsion conditions was undertaken to further investigate the effect of chloroquine and quinidine on the formation of beta-hematin. Scanning electron microscopy shows that the external morphology of the beta-hematin DMSO solvate crystals is almost indistinguishable from that of malaria pigment (hemozoin), and single crystal X-ray diffraction confirms the presence of mu-propionato coordination dimers of iron(III) protoporphyrin IX. The free propionic acid functional groups of adjacent dimers hydrogen bond to included DMSO molecules, rather than forming carboxylic acid dimers. The observed exponential kinetics were modeled using the Avrami equation, with an Avrami constant equal to 1. The decreased rate of beta-hematin formation observed at low concentrations of both drugs could be accounted for by assuming a mechanism of drug adsorption to sites on the fastest growing face of beta-hematin. This behavior was modeled using the Langmuir isotherm. Higher concentrations of drug resulted in decreased final yields of beta-hematin, and an irreversible drug-induced precipitation of iron(III) protoporphyrin IX was postulated to account for this. The model permits determination of the equilibrium adsorption constant (Kads). The values for chloroquine (log Kads = 5.55 ± 0.03) and quinidine (log Kads = 4.92 ± 0.01) suggest that the approach may be useful as a relative probe of the mechanism of action of novel antimalarial compounds.

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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

Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes. HPLC of Formula: C14H6FeO2. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 1273-94-5, Name is 1,1′-Diacetylferrocene

New azaalkyl or azacrown ferrocenyl compounds containing a C5H4COCC- linkage are accessible from mono- or diacetylferrocene upon treatment with the appropriate aldehydes (CHOC6H4-p-R, R = NEt2, N-aza-15-crown-5). Preliminary results concerning the electrochemical behaviour of complexes [(C5H5)Fe(C5H4COCH=CHC6H4NEt2)] (3a), [Fe(C5H4COCH=CHC6H4NEt2)2] (5a), the novel ferrocenophane [Fe(C5H4COCH2)2CHC6H4NEt2] (6a) and its protonated species [Fe(C5H4COCH2)2CHC6H4NHEt2][BF4] (7a), are reported. The ferrocenyl ligand 5a is a rare example of a molecule which is both electroactive and fluorescent.

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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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Supramolecular self-assembly of molecular building blocks represents a powerful “nanoarchitectonic” tool to create new functional materials with molecular-level feature control. Here, we propose a simple method to create tunable phosphate/polyamine-based films on surfaces by successive assembly of poly(allylamine hydrochloride) (PAH)/phosphate anions (Pi) supramolecular networks. The growth of the films showed a great linearity and regularity with the number of steps. The coating thickness can be easily modulated by the bulk concentration of PAH and the deposition cycles. The PAH/Pi networks showed chemical stability between pH 4 and 10. The transport properties of the surface assemblies formed from different deposition cycles were evaluated electrochemically by using different redox probes in aqueous solution. The results revealed that either highly permeable films or efficient anion transport selectivity can be created by simply varying the concentration of PAH. This experimental evidence indicates that this new strategy of supramolecular self-assembly can be useful for the rational construction of single polyelectrolyte nanoarchitectures with multiple functionalities.

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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