Alkenyl- and Alkynyl-Substituted (p-Phenylene) bisiodonium Ditriflates by Reactions of a (p-Phenylene) bisiodine(III) Reagent with Alkynes and 1-Trimethylsilyl-1-alkynes

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Author(s)

    • KITAMURA Tsugio
    • Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University
    • FURUKI Ryuji
    • Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University
    • ZHENG Lei
    • Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University
    • NAGATA Kensuke
    • Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University
    • FUKUOKA Takahiro
    • Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University
    • FUJIWARA Yuzo
    • Department of Chemical Science and Technology, Faculty of Engineering, Kyushu University

Abstract

A (<i>p</i>-phenylene)bisiodine(III) reagent prepared from iodosylbenzene and trifluoromethanesulfonic acid or the anhydride showed a high reactivity to alkynes. The reaction of alkynes proceeded with stereoselective addition to the carbon–carbon triple bond to give <i>trans</i>-alkenyl(<i>p</i>-phenylene)bisiodonium ditriflates, whereas the reaction of 1-trimethylsilyl-1-alkynes afforded alkynyl(<i>p</i>-phenylene)bisiodonium ditriflates. These reactions indicate that the (<i>p</i>-phenylene)bisiodine(III) reagent is accessible for a (<i>p</i>-phenylene)bisiodine(III) transfer agent.

Journal

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 68(12), 3637-3641, 1995-12-15

    The Chemical Society of Japan

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Codes

  • NII Article ID (NAID)
    10008897073
  • NII NACSIS-CAT ID (NCID)
    AA00580132
  • Text Lang
    ENG
  • Article Type
    ART
  • ISSN
    00092673
  • Data Source
    CJP  J-STAGE 
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