Synthesis of multilayered [3.3](3,5)pyridinophanes

Masahiko Shibahara, Motonori Watanabe, Kazuhiro Aso, Teruo Shinmyozu

    研究成果: ジャーナルへの寄稿学術誌査読

    11 被引用数 (Scopus)

    抄録

    Two- to four-layered [3.3](3,5)pyridinophanes (PyPs) have been synthesized by the (4-tolylsulfonyl)methyl isocyanide (TosMIC) method. The coupling reaction between 3,5-bis[2-iso-cyano-2-(4-tolylsulfonyl)ethyl]pyridine (TosMIC adduct) and bis(chloromethyl) or tetrakis(bromomethyl) compounds in the presence of sodium hydride in N,N-dimethylformamide or sodium hydroxide and tetrabutylammonium iodide under high-dilution conditions gave the two-layered dione or three- and four-layered tetraones. Wolff-Kishner reduction of the ketones afforded the desired two- to four-layered [3.3](3,5)PyPs. The structure of the dione units take an anti geometry whereas the cyclophane units take a syn geometry in solution.

    本文言語英語
    論文番号F15008SS
    ページ(範囲)3749-3754
    ページ数6
    ジャーナルSynthesis
    23
    DOI
    出版ステータス出版済み - 12月 1 2008

    !!!All Science Journal Classification (ASJC) codes

    • 触媒
    • 有機化学

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