Selective Formation of Alkoxychlorosilanes and Organotrialkoxysilane with Four Different Substituents by Intermolecular Exchange Reaction

Yuma Komata, Masashi Yoshikawa, Yasuhiro Tamura, Hiroaki Wada, Atsushi Shimojima, Kazuyuki Kuroda

    研究成果: Article

    1 引用 (Scopus)

    抄録

    Alkoxychlorosilanes are scientifically and industrially important toward preparing silicone and silica as well as preparation of siloxane-based nanomaterials by stepwise reactions of Si-OR (R=alkyl) and Si-Cl groups. Intermolecular exchange of alkoxy and chloro groups between alkoxysilanes and chlorosilanes (functional group exchange reaction) provides an efficient and environmentally benign route to alkoxychlorosilanes. BiCl3 as a Lewis acid catalyst can promote the functional group exchange reactions more efficiently than conventional acid catalysts. Higher reactivity has been observed for chlorosilanes with smaller numbers of Si-CH3 groups and for alkoxysilanes with larger numbers of Si-CH3 groups. The reaction mechanism is proposed and selective syntheses of alkoxychlorosilanes are demonstrated. These findings also enable us to synthesize an organotrialkoxysilane with four different substituents.

    元の言語English
    ジャーナルChemistry - An Asian Journal
    DOI
    出版物ステータスAccepted/In press - 2016

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    Siloxanes
    Lewis Acids
    Nanostructures
    Silicones
    Silicon Dioxide
    Functional groups
    Catalysts
    Acids
    Nanostructured materials
    alkoxyl radical

    ASJC Scopus subject areas

    • Chemistry(all)

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    title = "Selective Formation of Alkoxychlorosilanes and Organotrialkoxysilane with Four Different Substituents by Intermolecular Exchange Reaction",
    abstract = "Alkoxychlorosilanes are scientifically and industrially important toward preparing silicone and silica as well as preparation of siloxane-based nanomaterials by stepwise reactions of Si-OR (R=alkyl) and Si-Cl groups. Intermolecular exchange of alkoxy and chloro groups between alkoxysilanes and chlorosilanes (functional group exchange reaction) provides an efficient and environmentally benign route to alkoxychlorosilanes. BiCl3 as a Lewis acid catalyst can promote the functional group exchange reactions more efficiently than conventional acid catalysts. Higher reactivity has been observed for chlorosilanes with smaller numbers of Si-CH3 groups and for alkoxysilanes with larger numbers of Si-CH3 groups. The reaction mechanism is proposed and selective syntheses of alkoxychlorosilanes are demonstrated. These findings also enable us to synthesize an organotrialkoxysilane with four different substituents.",
    keywords = "Alkoxysilane, Chlorosilane, Exchange reaction, Lewis acid, Selective synthesis",
    author = "Yuma Komata and Masashi Yoshikawa and Yasuhiro Tamura and Hiroaki Wada and Atsushi Shimojima and Kazuyuki Kuroda",
    year = "2016",
    doi = "10.1002/asia.201601120",
    language = "English",
    journal = "Chemistry - An Asian Journal",
    issn = "1861-4728",
    publisher = "John Wiley and Sons Ltd",

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    TY - JOUR

    T1 - Selective Formation of Alkoxychlorosilanes and Organotrialkoxysilane with Four Different Substituents by Intermolecular Exchange Reaction

    AU - Komata, Yuma

    AU - Yoshikawa, Masashi

    AU - Tamura, Yasuhiro

    AU - Wada, Hiroaki

    AU - Shimojima, Atsushi

    AU - Kuroda, Kazuyuki

    PY - 2016

    Y1 - 2016

    N2 - Alkoxychlorosilanes are scientifically and industrially important toward preparing silicone and silica as well as preparation of siloxane-based nanomaterials by stepwise reactions of Si-OR (R=alkyl) and Si-Cl groups. Intermolecular exchange of alkoxy and chloro groups between alkoxysilanes and chlorosilanes (functional group exchange reaction) provides an efficient and environmentally benign route to alkoxychlorosilanes. BiCl3 as a Lewis acid catalyst can promote the functional group exchange reactions more efficiently than conventional acid catalysts. Higher reactivity has been observed for chlorosilanes with smaller numbers of Si-CH3 groups and for alkoxysilanes with larger numbers of Si-CH3 groups. The reaction mechanism is proposed and selective syntheses of alkoxychlorosilanes are demonstrated. These findings also enable us to synthesize an organotrialkoxysilane with four different substituents.

    AB - Alkoxychlorosilanes are scientifically and industrially important toward preparing silicone and silica as well as preparation of siloxane-based nanomaterials by stepwise reactions of Si-OR (R=alkyl) and Si-Cl groups. Intermolecular exchange of alkoxy and chloro groups between alkoxysilanes and chlorosilanes (functional group exchange reaction) provides an efficient and environmentally benign route to alkoxychlorosilanes. BiCl3 as a Lewis acid catalyst can promote the functional group exchange reactions more efficiently than conventional acid catalysts. Higher reactivity has been observed for chlorosilanes with smaller numbers of Si-CH3 groups and for alkoxysilanes with larger numbers of Si-CH3 groups. The reaction mechanism is proposed and selective syntheses of alkoxychlorosilanes are demonstrated. These findings also enable us to synthesize an organotrialkoxysilane with four different substituents.

    KW - Alkoxysilane

    KW - Chlorosilane

    KW - Exchange reaction

    KW - Lewis acid

    KW - Selective synthesis

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    U2 - 10.1002/asia.201601120

    DO - 10.1002/asia.201601120

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    JO - Chemistry - An Asian Journal

    JF - Chemistry - An Asian Journal

    SN - 1861-4728

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