1273-94-5Relevant articles and documents
Reuseable monolithic nanoporous graphite-supported nanocatalysts (Fe, Au, Pt, Pd, Ni, and Rh) from pyrolysis and galvanic transmetalation of ferrocene-based polyamide aerogels
Saeed, Adnan M.,Wisner, Clarissa A.,Donthula, Suraj,Majedi Far, Hojat,Sotiriou-Leventis, Chariklia,Leventis, Nicholas
, p. 4867 - 4877 (2016)
Polyamide aerogels with ferrocene as a monomer repeat unit were prepared in one step from ferrocene dicarboxylic acid and tris(4-isocyanatophenyl)methane. Pyrolysis at ≥800 °C yielded nanoporous carbons doped throughout with crystallites of α-Fe (about 50 nm in diameter), which in turn were shrouded in graphitic ribbons (a path akin to galvanic corrosion, whereas graphitic ribbons separated anodes (α-Fe particles) from cathodes (defects along the ribbons). The new metallic phases formed clusters of smaller crystallites (10-20 nm in diameter) on the graphitic ribbons, leaving behind empty cage-like formations previously occupied by the Fe(0) nanoparticles. All metal-doped carbons were monolithic and over 85% porous. Catalytic activity was demonstrated with the oxidation of benzyl alcohol to benzaldehyde catalyzed with carbon-supported Au or Pt, the reduction of nitrobenzene by hydrazine to aniline catalyzed with carbon-supported Fe, and two Heck coupling reactions of iodobenzene with styrene or butyl acrylate, catalyzed with carbon-supported Pd. The distinguishing feature of those catalysts was that they could be just picked up, for example, with a pair of tweezers, and redeployed in a new reaction mixture immediately, thus bypassing less efficient recovery processes like filtration.
Use of Boolean and fuzzy logics in lactose glycocluster research
Bavireddi, Harikrishna,Bharate, Priya,Kikkeri, Raghavendra
, p. 9185 - 9187 (2013)
Fuzzy logic systems can be exploited for defining the degrees of true or false binding between calcium mediated multivalent lactose and peanut agglutinin lectin, which are difficult to define with Boolean logic.
Large-scale preparation of 1,1′-ferrocenedicarboxylic acid, a key compound for the synthesis of 1,1′-disubstituted ferrocene derivatives
Petrov, Alex R.,Jess, Kristof,Freytag, Matthias,Jones, Peter G.,Tamm, Matthias
, p. 5946 - 5954 (2013)
Efficient and simple methods for the large-scale preparation of 1,1′-ferrocenedicarboxylic acid, fc(COOH)2, involving the sodium salts of cyclopentadienecarboxylic methyl and ethyl esters, Na(C 5H4COOR) (R = Me, Et), are presented. With fc(COOH) 2 at hand, the syntheses of various 1,1′-disubstituted compounds of the type fcX2 (X = CH2OH, COCl, CON 3, NCO, NHCOOMe, NHBoc, NH2) were optimized and scaled up. The X-ray crystal structures of fc(COOEt)2, fc(NCO) 2·1/2C6H6, and fc(NHCOOMe)2·MeOH are reported.
Synthesis and study of cytotoxic activity of 1,2,4-trioxane- and egonol-derived hybrid molecules against Plasmodium falciparum and multidrug-resistant human leukemia cells
Reiter, Christoph,?apci Karag?z, Aysun,Fr?hlich, Tony,Klein, Volker,Zeino, Maen,Viertel, Katrin,Held, Jana,Mordmüller, Benjamin,Emirda? ?ztürk, Safiye,Anil, Hüseyin,Efferth, Thomas,Tsogoeva, Svetlana B.
, p. 403 - 412 (2014)
Malaria and cancer cause the death of millions of people every year. To combat these two diseases, it is important that new pharmaceutically active compounds have the ability to overcome multidrug resistance in cancer and Plasmodium falciparum strains. In search of effective anti-cancer and anti-malaria hybrids that possess improved properties compared to their parent compounds, a series of novel 1,2,4-trioxane-based hybrids incorporating egonol and/or ferrocene fragments were synthesized and tested in vitro against P. falciparum strains, CCRF-CEM cells and the multidrug-resistant P-glycoprotein-over-expressing CEM/ADR5000 cells. The most active compounds against P. falciparum strains were artesunic acid homodimers 12 and 13 (IC 50 of 0.32 and 0.30 nM, respectively), whereas novel hybrids 7 (1,2,4-trioxane-ferrocene-egonol), 9 (1,2,4-trioxane-ferrocene) and 11 (artesunic acid-egonol) showed a remarkable cytotoxicity toward CCRF-CEM cells (IC50 of 0.07, 0.25 and 0.18 μM, respectively). A cooperative and synergistic effect of the three moieties 1,2,4-trioxane, ferrocene and egonol in hybrid molecule 7 is significant and is obviously stronger than in hybrids 9 (1,2,4-trioxane-ferrocene) and 11 (artesunic acid-egonol), which comprises of only two of the three considered parent compounds. Interestingly, hybrid 9 containing a 1,2,4-trioxane and a ferrocene fragment has shown to be the most effective among the studied hybrids against the tested multidrug-resistant leukemia CEM/ADR5000 cells (IC50 of 0.57 μM) and possesses a degree of cross-resistance of 2.34.
Synthesis, crystal structure and properties of two novel ferrocenophane compounds
Liu, Xiaoju,Gao, Liguo,Ren, Guoyu,Ma, Yajun,Li, Jian,Yan, Biao
, p. 131 - 139 (2017)
The title compounds were synthesized via click reaction. They were characterized by IR, 1H-NMR, elemental analysis, UV, fluorescence in solution were also applied to characterise their photophysical characterization and single-crystal X-ray diffraction analysis. 1,1′-Ferrocene-dicarboxyl-{[(3-methylphenyl)-imino]di-2,1-ethanediyl} 1 (C23H23FeNO4) crystallizes in the monoclinic system, with a = 7.4261(13), b = 29.911(5), c = 9.8426(13) ?, α = 90°, β = 118.251(10)°, γ = 90°, V = 1925.8(5) ?3, 1,1′-Ferrocene-dicarboxyl-{[(2-methylphenyl)-imino]di-2,1-ethanediyl} 2 (C23H23FeNO4) crystallizes in the monoclinic system, with a = 15.4000 (15), b =7.9007 (8), c = 16.0776 (15) ?, α = 90°, β = 94.266 (2)°, γ = 90°, V = 1950.8 (3)? 3, Both 1 and 2 form 3D net structures, which are further linked to form 3D supramolecular net structures via intermolecular C?H···O, C?H···π and C?H···C stacking interactions, respectively. Fluorescent and UV-vis absorption spectra were also investigated.
A functionalized Ag2S molecular architecture: Facile assembly of the atomically precise ferrocene-decorated nanocluster [Ag74S19(dppp)6(fc(C{O}OCH2CH2S)2)18]
Liu, Yiyi,Khalili Najafabadi, Bahareh,Azizpoor Fard, Mahmood,Corrigan, John F.
, p. 4832 - 4835 (2015)
A ferrocene-based dithiol 1,1′-[fc(C{O}OCH2CH2SH)2] has been prepared and treated with a AgI salt to form the stable dithiolate compound [fc(C{O}OCH2CH2SAg)2]n (fc=[Fe
Structure-Dependent Guest Recognition with Flexible Ferrocene-Based Aromatic Oligoamide β-Sheet Mimics
Liu, Ya-Zhou,Wang, Hu,Chan, Chieh-Kai,Mu, Xiao,Robeyns, Koen,Wang, Cheng-Chung,Singleton, Michael L.
, p. 181 - 185 (2020)
A series of aromatic oligoamides incorporating an inherently flexible ferrocene dicarboxylic acid unit was synthesized. Solid state, solution, and computational studies on these systems indicated that the aromatic strands can adopt a syn parallel stacked conformation. This results in modular β-sheet-like molecular clefts that display structure-dependent recognition of small polar molecules. NMR and theoretical studies of the host–guest interaction support an in cleft binding mode and allowed the selectivity of the oligomers to be rationalized on the basis of minor changes in functional-group presentation on the edge of the aromatic strands.
1,9-Dicarbonyl-2,8-dioxo-butyne-ester Ferrocenophane: Synthesis, Structure and Recognition Properties for Co2+ and Cu2+ Ions
Liu, Xiaoju,Ren, Guoyu,Ma, Xiangrong,Xiang, Yulin,Gao, Liguo,Ma, Xiaoyan
, (2018)
An efficient highly diluted synthetic approach to the synthesis of 1,9-dicarbonyl-2,8-dioxo-butyne ester ferrocenophane (L) has been developed. The title compound was characterized by IR, UV, FL, 1H NMR, spectroscopies, elemental analysis and so on. Furth
Synthesis and Cation-Complexing Ability of Ferrocene or Ruthenocene Functionalized Crown Ethers Possessing 2,6-Pyridino Moieties
Izumi, Takeo,Murakami, Satoshi,Kasahara, Akira
, p. 3565 - 3568 (1988)
Keto crown ethers that contain ferrocene or ruthenocene and 2,6-disubstituted pyridine unit as part of the major ring have been reported.These keto crown ethers were synthesized by a reaction of 1,1'-metallocenedicarbonyl dichloride (ferrocene or ruthenocene) with 2,6-bispyridine by using a high-dilution method.Their complexing ability with metal cations was measured by a solvent-extraction method, and was found to be poor with alkali metal cations but excellent with Ag(1+), In(3+), and Zr(4+) cations.
Porphyrin-ferrocene conjugates for photodynamic and chemodynamic therapy
Lei, Zhitao,Zhang, Xiaoyu,Zheng, Xiaohua,Liu, Shi,Xie, Zhigang
, p. 8613 - 8619 (2018)
Chemodynamic therapy can convert endogenous hydrogen peroxide (H2O2) at tumor localization into the toxic hydroxyl radical (OH) destroying tumor cells. Photodynamic therapy as a noninvasive method utilizes photosensitizers (PSs) to c
Synthesis and X-ray crystal structure of two novel ester ferrocenophanes
Li, Tao,Yang, Bingqin,Gao, Bo
, p. 605 - 609 (2007)
Two novel ester ferrocenophanes have been prepared by esterification of 1,1′-ferrocenedi(carbonyl chloride) with glycol and 1,4-butanediol, respectively. Both of them have been characterized by IR, elemental analysis, MALDI-TOF MS and 1H NMR spectroscopic methods, and their structures have been elucidated by X-ray diffraction. The intermolecular associations based on C - H?O hydrogen bonds have also been discussed. These molecules are assembled into chains, and the chains are further assembled into a 3D structure through several hydrogen bonds.
Iron oxide decorated N-doped carbon derived from poly(ferrocene-urethane) interconnects for the oxygen reduction reaction
Premkumar, Viji,Chandrasekaran, Naveen,Madasamy, Kanagaraj,Kathiresan, Murugavel,Kanagavalli, Pandiyaraj,Senthil Kumar, Shanmugam
, p. 15629 - 15638 (2018)
We report the synthesis of mixed iron oxide particles decorated on nitrogen-doped carbon by forming covalent polyurethane linkages between ferrocene and phloroglucinol. Contrasting the electrostatic interactions and the physical cross-linking of the Fe/N/C precursors, here poly(ferrocene-urethane) (PFU) was acquired exclusively by (i) conversion of dicarboxylic acids present in ferrocene to azide linkages; and (ii) chemically linking the ferrocene-diazides to phloroglucinol through urethane bonds. The as obtained poly(ferrocene-urethane) was pyrolyzed under argon at elevated temperatures (600, 800 and 1000 °C) to yield iron oxide decorated N-doped carbon interconnects. The resultant porous materials were found to have the right balance of hierarchical porosity (micro-, meso- and macro-), and N-doping and iron oxide phases in and on the carbon matrices, respectively. Among the PFU samples pyrolyzed at different temperatures, the sample pyrolyzed at 800 °C displayed a more positive onset potential, a higher current density, and direct four electron transfer kinetics with a lesser yield of H2O2 (5.6%) on par with the commercially available Pt catalysts for the oxygen reduction reaction (ORR) in alkaline KOH solution. The superior electrocatalytic activity of PFU-800 can be traced to the synergistic effect between the iron oxide on and N-doping of the porous carbon nanostructures and the balanced hierarchial porosity. The developed non-Pt based electrocatalyst can be considered as a promising electrocatalyst in alkaline fuel cell applications.
Redox-Triggered Chirality Switching and Guest-Capture/Release with a Pillar[6]arene-Based Molecular Universal Joint
Cheng, Guo,Chruma, Jason J.,Kanagaraj, Kuppusamy,Liang, Wenting,Su, Dan,Wu, Wanhua,Xiao, Chao,Yang, Cheng,Zhong, Zhihui,Zhou, Dayang
, p. 8094 - 8098 (2020)
A chiral electrochemically responsive molecular universal joint (EMUJ) was synthesized by fusing a macrocyclic pillar[6]arene (P[6]) to a ferrocene-based side ring. A single crystal of an enantiopure EMUJ was successfully obtained, which allowed, for the first time, the definitive correlation between the absolute configuration and the circular dichroism spectrum of a P[6] derivative to be determined. The self-inclusion and self-exclusion conformational change of the EMUJ led to a chiroptical inversion of the P[6] moiety, which could be manipulated by both solvents and changes in temperature. The EMUJ also displayed a unique redox-triggered reversible in/out conformational switching, corresponding to an occupation/voidance switching of the P[6] cavity, respectively. This phenomenon is an unprecedented electrochemical manipulation of the capture and release of guest molecules by supramolecular hosts.
Molecularly engineered oxygen deficient magnetite decorated carbon as electrocatalysts for oxygen reduction reaction
Adith, Ramakrishnan Velmurugan,Madasamy, Kanagaraj,Ebenezer, James,Mohanapriya, Nagarajan,Kosame, Saikiran,Ramesh, Balamurugan Kesani,Kathiresan, Murugavel,Kumar, Shanmugam Senthil,Chandrasekaran, Naveen
, (2021/09/04)
Herein, we report the in situ synthesis of poly (ferrocene-urea) (PFUA) by reacting ferrocene diacylazide and tris (4-aminophenyl) amine. The formation of urea linkages between the precursors was confirmed by Fourier transform Infrared (FTIR) spectroscopy
New π-Extended 1,1′-Disubstituted Ferrocenes with Thioate and Dithioate End Groups
Butensch?n, Holger,Schmiel, Sinem-Fatma
, p. 2388 - 2401 (2021/06/25)
Extended π systems based on 1,1′-aryl or (2-arylethynyl) disubstitution at ferrocene with thioate or dithioate end groups are reported. In the context of molecular electronics, such end groups are possible alternative end groups for the attachment of mole
