Synthesis and molecular structure of the 2:1-cycloadduct of 1-methoxy-2-benzopyrylium-4-olate with acenaphthylene.

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概要

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• The Cu(acac)<SUB>2</SUB>-catalyzed decomposition of <I>o</I>-methoxycarbonyl-α-diazoacetophenone in the presence of acenaphthylene gave a 2:1-cycloadduct of the corresponding carbonyl ylide, 1-methoxy-2-benzopyrylium-4-olate, with acenaphthylene along with <I>exo</I>- and <I>endo</I>-1:1-adducts. The molecular structure of the 2:1-adduct was determined by means of X-ray analysis. The colorless crystals of the adduct are triclinic with the space group P\bar1,and with the unit-cell dimensions of <I>a</I>=12.104(2), <I>b</I>=12.477(3), <I>c</I>=9.112(2)Å, α=102.98(3), β=110.16(2), γ=70.65(1)°, and <I>Z</I>=2. The structure was determined by direct methods and refined by block-diagonal least-squares methods. All hydrogen atoms were revealed by a difference-Fourier synthesis, and further least-squares refinement gave the final <I>R</I> value of 0.057 for 3681 observed reflections. The configurations of methine protons obtained by X-ray methods are compatible with the NMR coupling pattern of the adduct.

• 公益社団法人 日本化学会の論文

著者

• TOYODA Jiro

  Institute for Molecular Science

• Ibata Toshikazu

  Institute Of Chemistry College Of General Education Osaka University

• TAMURA Hatsue

  Institute of Chemistry, College of General Education, Osaka University

• Ogawa Kazuhide

  Institute of Chemistry, College of General Education, Osaka University

• Nishino Tsuyoshi

  Department of Chemistry, Faculty of Science and Technology, Kinki University

• Takebayashi Matsuji

  Department of Chemistry, Faculty of Science and Technology, Kinki University

• Takebayashi Matsuji

  Department of Chemistry, College of General Education, Osaka University

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