Synthesis and reactivity of arenes coordinated to cyclopentadienyliron cations

Abd‐El‐Aziz, Alaa S.; Bernardin, Shelly

doi:10.1016/s0010-8545(99)00182-4

Cited by 98 publications

(26 citation statements)

References 257 publications

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“…Complexes 1 , 3 , 6 , 7 , 9a , 27 , and 33 – 37 were prepared according to our previously established proceedure 33, 60. Phloroglucinol ( 2 ; Fluka), hydroquinone ( 4 ), 4,4‐bis(4‐hydroxyphenyl)valeric acid ( 8 ), 4‐hydroxybenzoic acid ( 11 ), 2‐allylphenol ( 15 ), 4‐dimethylaminopyridine (DMAP), and dicyclohexylcarbodiimide (DCC; Aldrich Chemical Co.) were used as received without purification.…”

Section: Methodsmentioning

confidence: 99%

Cationic organoiron polyelectrolyte three‐arm stars

Abd‐El‐Aziz

Carruthers

Todd

et al. 2005

J. Polym. Sci. A Polym. Chem.

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With nucleophilic aromatic substitution and ester condensation reactions, several new first-generation dendrimers and star-shaped molecules containing cationic cyclopentadienyl iron moieties were prepared. Although the solubility of the organoiron star-shaped molecules with ether bridges in polar solvents was found to decrease with an increase in the size of the molecule, the addition of ester linkages resulted in a sharp decrease in the solubility, regardless of the size. The thermal behavior of these molecules was examined with differential scanning calorimetry and thermogravimetric analysis. The glass-transition temperatures (T g 's) of these star-shaped molecules ranged from 123 to 170°C. However, the addition of the ester functionality allowed for an increase in the T g 's to 151-194°C. The star-shaped molecules were thermally stable up to 200°C, above which a loss of the cationic cyclopentadienyl iron moieties occurred. Degradation of the ester chains started at 321°C, and degradation of the ether chains started at 408°C. Electrochemical studies of the ether star-shaped molecules showed a reduction of the 18-electron iron centers to 19-electron centers. This redox system was reversible at low temperatures, whereas it was irreversible at room temperature. Moreover, an increase in the number of metal moieties caused an overlap and broadening of the redox wave. Viscosity studies showed a polyelectrolyte effect for the organoiron star-shaped molecules.

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Section: Methodsmentioning

confidence: 99%

Cationic organoiron polyelectrolyte three‐arm stars

Abd‐El‐Aziz

Carruthers

Todd

et al. 2005

J. Polym. Sci. A Polym. Chem.

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“…The Nesmeyanov group showed that exchange of a single ferrocene ring for an aromatic group was easily carried out in the presence of a strong Lewis acid such as AlCl 3 to produce a salt of the robust cation [FeCp(η 6 ‐arene)] + , . This has a rich reactivity with nucleophiles, reducing agents, and bases, that resembles that of the cobalticinium salts , . The most remarkable reactions of these cationic iron sandwich complexes are their very useful peralkylation and perallylation reactions with alkyl iodides and allyl bromide, respectively, in the presence of KOH or t BuOK under ambient conditions, leading to metallostars (Scheme ) and metallodendrimers (Scheme ) , …”

Section: Ligand‐exchange Reactions and Related Iron Sandwich Complexesmentioning

confidence: 99%

Why is Ferrocene so Exceptional?

2016

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The appearance of ferrocene in the middle of the 20th century has revolutionized organometallic chemistry and is now providing applications in areas as varied and sometimes initially unexpected as optical and redox devices, battery and other materials, sensing, catalysis, including asymmetric and enantioselective catalysis, and medicine. The author presents here a general, although personal, view of ferrocene's chemistry, properties, functions, and applications through a literature survey involving both historical and up‐to‐date trends and including examples of his group's research in a number of these areas. The review gathers together general features of ferrocene chemistry and representative examples of the salient aspects. Its focus is on ferrocene's basic properties, ferrocene‐containing ligands, the ferrocene/ferricinium redox couple, ferrocene mixed‐valence and average‐valence systems, the ferricinium/ferrocene redox shuttle in catalysis, ligand‐exchange reactions, ferrocene‐containing polymers, ferrocene‐containing structures for cathodic battery and other materials, ferrocenes in supramolecular ensembles, liquid crystals, and nonlinear optical materials, ferrocene‐containing stars and their electrostatic effects, ferrocene‐containing dendrons, dendrimers, and nanoparticles (NPs) and their application in redox sensing and catalysis, and ferrocenes in nanomedicine.

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Section: Introductionmentioning

confidence: 99%

“…Azo compounds which contain a metallic atom in structure posses the combined properties of the metal and the azo group, producing materials that can be processed with interesting magnetic, electronic, optical, and anisotropic properties. Transition metals present improve the physical properties of these compounds [6,7].Some complexes can reversibly isomerize by light irradiation [8-10]. Reversible trans-cis photo-isomerization of azo chromophores may be used to design and exploit novel photoactive materials [11][12][13].…”

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confidence: 99%

Synthesis and photochemical properties of cationic cyclopentadienyliron containing arylazo chromophores

Chen

et al. 2011

Inorganic Chemistry Communications

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Synthesis and reactivity of arenes coordinated to cyclopentadienyliron cations

Cited by 98 publications

References 257 publications

Cationic organoiron polyelectrolyte three‐arm stars

Cationic organoiron polyelectrolyte three‐arm stars

Why is Ferrocene so Exceptional?

Synthesis and photochemical properties of cationic cyclopentadienyliron containing arylazo chromophores

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