Bimolecular Reactions of Tetrakis(trialkylsilyl)disilenes with Various Reagents

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Versatile reaction modes of tetrasilyldisilenes with various reagents have been disclosed. Typically, tetrakis(<i>t</i>-butyldimethylsilyl)disilene <b>1b</b> reacts with 1-alkenes and a 1-alkyne having allylic hydrogens to afford the corresponding ene-addition products, while a reaction of <b>1b</b> with styrene gives the [2+2] cycloaddition product. In contrast to tetra-<i>t</i>-butyldisilene and tetramesityldisilene, a reaction of <b>1b</b> with a 1,3-butadiene gives quantitatively the [4+2] cycloaddition product. In accord with the biradical nature of disilene as predicted theoretically, tetrasilyldisilene <b>1b</b> reacts with haloalkanes to provide the corresponding 2,3-dichlorotetrasilane or 2-alkyl-3-chlorotetrasilane probably via radical mechanisms. Facile nucleophilic additions of water, methanol, and methyllithium to <b>1b</b> are indicative of the high electrophilicity of <b>1b</b>.

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  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 71(12), 2741-2747, 1998-12-15

    The Chemical Society of Japan

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  • NII論文ID(NAID)
    10008939056
  • NII書誌ID(NCID)
    AA00580132
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    ENG
  • 資料種別
    ART
  • ISSN
    00092673
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    4621771
  • NDL 雑誌分類
    ZP1(科学技術--化学・化学工業)
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    Z53-B35
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