キレート型高配位ホウ素, アルミニウムの化学 : 選択的有機合成への活用  [in Japanese] Chemistry of Chelate-Type Hypervalent Born and Aluminum : Utilization for Selective Organic Synthesis  [in Japanese]

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Author(s)

    • 浦口 大輔 URAGUCHI Daisuke
    • 北海道大学大学院理学部研究科化学専攻 Department of Chemistry, Graduate School of Science, Hokkaido University
    • 大井 貴史 OOI Takashi
    • 北海道大学大学院理学部研究科化学専攻 Department of Chemistry, Graduate School of Science, Hokkaido University
    • 丸岡 啓二 MARUOKA Keiji
    • 北海道大学大学院理学部研究科化学専攻 Department of Chemistry, Graduate School of Science, Hokkaido University

Abstract

In this review, the hypercoordination of boron and aluminum as typical main group elements is embodied, and their synthetic utility is demonstrated with several synthetic examples. B and Al Lewis acids are found to be successfully utilized in several chelation-controlled reactions of various substrates (alkoxy carbonyl compounds, fluoro carbonyl compounds, fluoro epoxides, and alkoxy epoxides) via unprecedented pentacoordinate chelate-type complex formation by taking advantage of the exceedingly high affinity of B and Al to fluorine and oxygen, and hence, contrary to the previous observations, can be classified as chelating Lewis acid reagents rather than non-chelating Lewis acids. In addition to the experimental demonstration, such pentacoordinate complex formation of B and Al Lewis acids with various bidentate substrates is also characterized by low-temperature <SUP>1</SUP>H, <SUP>13</SUP>c, <SUP>11</SUP>B, <SUP>27</SUP>AlNMR spectroscopy.

Journal

  • Journal of Synthetic Organic Chemistry, Japan

    Journal of Synthetic Organic Chemistry, Japan 58(1), 14-22, 2000-01-01

    The Society of Synthetic Organic Chemistry, Japan

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Codes

  • NII Article ID (NAID)
    10008818616
  • NII NACSIS-CAT ID (NCID)
    AN0024521X
  • Text Lang
    JPN
  • Article Type
    ART
  • ISSN
    00379980
  • NDL Article ID
    4957645
  • NDL Source Classification
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL Call No.
    Z17-256
  • Data Source
    CJP  NDL  J-STAGE 
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