Synthesis of Zeolitic Macrocycles Using Site-Selective Condensation of Regioselectively Difunctionalized Cubic Siloxanes

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    Abstract

    The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si-O-C bonds via the reaction of octa(hydridosilsesquioxane) (H8Si8O12) with 2,2′-(o-phenylenedioxy)diethanol. Hydrolysis and condensation of the Si-O-C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.

    Original languageEnglish
    JournalInorganic Chemistry
    DOIs
    Publication statusAccepted/In press - 2018 Jan 1

    Fingerprint

    cyclic compounds
    Siloxanes
    siloxanes
    Condensation
    condensation
    Zeolites
    ring structures
    synthesis
    hydrolysis
    Hydrolysis
    apertures

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry
    • Inorganic Chemistry

    Cite this

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    title = "Synthesis of Zeolitic Macrocycles Using Site-Selective Condensation of Regioselectively Difunctionalized Cubic Siloxanes",
    abstract = "The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si-O-C bonds via the reaction of octa(hydridosilsesquioxane) (H8Si8O12) with 2,2′-(o-phenylenedioxy)diethanol. Hydrolysis and condensation of the Si-O-C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.",
    author = "Shohei Saito and Hiroaki Wada and Atsushi Shimojima and Kazuyuki Kuroda",
    year = "2018",
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    doi = "10.1021/acs.inorgchem.8b02402",
    language = "English",
    journal = "Inorganic Chemistry",
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    publisher = "American Chemical Society",

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    T1 - Synthesis of Zeolitic Macrocycles Using Site-Selective Condensation of Regioselectively Difunctionalized Cubic Siloxanes

    AU - Saito, Shohei

    AU - Wada, Hiroaki

    AU - Shimojima, Atsushi

    AU - Kuroda, Kazuyuki

    PY - 2018/1/1

    Y1 - 2018/1/1

    N2 - The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si-O-C bonds via the reaction of octa(hydridosilsesquioxane) (H8Si8O12) with 2,2′-(o-phenylenedioxy)diethanol. Hydrolysis and condensation of the Si-O-C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.

    AB - The designed synthesis of inorganic cyclic compounds is a significant topic because of their many potential applications. In this study, we used a building block approach to synthesize siloxane-based macrocycles that resemble zeolite apertures. We synthesized a regioselectively functionalized cubic octasiloxane having two adjacent corners modified with Si-O-C bonds via the reaction of octa(hydridosilsesquioxane) (H8Si8O12) with 2,2′-(o-phenylenedioxy)diethanol. Hydrolysis and condensation of the Si-O-C bonds yield the cyclic compounds consisting of three, four, and five cage siloxane units. These compounds have more rigid ring structures than conventional cyclic organosiloxanes. Such an approach will lead to the design of a new class of host materials and molecular channels for transport and separation.

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