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  • 1
    ISSN: 0947-6539
    Keywords: amphiphiles ; C-glycosides ; cryptates ; fullerenes ; ionophores ; Langmuir-Blodgett films ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of the first fullerene cryptate 7 with a sodium ion bound to a benzo[2.2.2]cryptand covalently attached to a methanofullerene[60] is described. The amphiphilic properties of 7 as well as of a variety of other covalent fullerene derivatives with polar functional groups and the ability of these compounds to form Langmuir monolayers at the air-water interface were investigated in a systematic study. Among these derivatives are Diels-Alder adducts of C60 and methanofullerenes, four of which are fullerene C-glycosides. The films at the water surface were characterized by their surface pressure versus molecular area isotherms, compression and expansion cycles, and optical light microscopy. UV/Vis spectroscopy and small-angle X-ray diffraction (SAXS) were employed for LB film characterization on solid substrates. Parameters influencing the spreading and monolayer character include (a) polarity, (b) balance of hydrophobicity to hydrophilicity, (c) size and bulkiness of the polar groups attached to the fullerene, and (d) presence of aromatic residues in these groups.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 109 (1997), S. 2362-2374 
    ISSN: 0044-8249
    Keywords: Chiralität ; Fullerene ; Kohlenstoffallotrope ; Reaktivität ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Höhere Fullerene stehen zwar noch nicht in größeren Mengen zur Verfügung, doch hat sich die Situation ähnlich wie bei C60 seit den Anfangstagen der Fullerenchemie stetig verbessert. Viele der löslichen größeren Kohlenstoffkäfige sind mittlerweile in reiner Form oder als Isomerengemische auch kommerziell erhältlich. Insbesondere C70 kann heute im präparativen Maßstab ohne aufwendige hochleistungsflüssigkeitschromatographische Trennung ausgehend von Fullerenruß rein gewonnen werden, wodurch die Chemie dieses höheren Fullerens einen starken Auftrieb erfahren hat. So gelang im Verlauf der letzten Jahre eine Vielzahl von Funktionalisierungen mit C70, und selbst von den größeren und komplexeren Kohlenstoffbällen C76, C84 und neuerdings auch C78 wurden Derivate rein isoliert und charakterisiert. Anhand der so gewonnenen Daten lassen sich erste allgemeine Gesetzmäßigkeiten zur Reaktivität und Selektivität dieser weniger symmetrisch als C60 gebauten Fullerene erkennen. Wichtige Informationen liefern insbesondere Mehrfachadditionen an höhere Fullerene; sie verlaufen mit einer erstaunlichen Selektivität, die die bei C60 gefundene übertrifft. Ein besonders reizvolles Thema ist die Chiralität einiger dieser Kohlenstoffallotrope sowie die zahlreicher Derivate. Zwar beschränkt sich die Chiralität von Fullerenaddukten nicht auf die höheren Fullerene, aber sie wurde hauptsächlich im Zusammenhang mit deren Chemie erforscht und kann auf unterschiedliche strukturelle Merkmale zurückgeführt werden. Ein kürzlich vorgeschlagenes System ermöglicht anhand eines einzigen Deskriptors eine einfache Spezifizierung der Konfiguration von chiralen Fullerenen und Fullerenderivaten einschließlich hochverzweigter Kohlenstoffgerüste mit einer Vielzahl möglicher stereogener Zentren.
    Additional Material: 4 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 36 (1997), S. 2268-2280 
    ISSN: 0570-0833
    Keywords: carbon allotropes ; chirality ; fullerenes ; reactivity ; Carbon allotropes ; Chirality ; Fullerenes ; Reactivity ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Although higher fullerenes are not yet available in larger amounts, their accessibility, like that of C60, has gradually improved since the early days of fullerence chemistry. Today, many of the soluble larger carben can be purchased either in pure form or as isomeric mixtures. In particular, pure C70 is available in preparative amounts from fullerene soot without the need for tedious separation by high-performance liquid chromatography; this has had a major impact on the progress of the chemistry of this higher fullerene. Over the last years C70 has been functionalized in many ways, and pure derivatives of even the larger, more complex carbon spheres C76, C84, and recently also C78, have been isolated and characterized. From the collected body of data, first general principles of reactivity and selectivity begin to emerge for these fullerenes, which are all less symmetric than C60. Important information is provided by multiple additions to higher fullerenes, in which certain isomers are formed with a remarkable selectivity that exceedes that observed for C60. A particularly attractive aspect is the chirality of certain allotropes and many derivatives. Although the chirality of fullerene derivatives is not restricted to the larger carbon cages, it was sofar mostly explored through their chemistry and can be related to different structural characteristics. A recently proposed system allows simple specification by a single descriptor of the configuration of chiral fullerenes and fullerene derivatives with a chiral functionalization pattern, including highly branched carbon frameworks with a multitude of possible stereogenic centers.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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