Rotational Isomerism Involving an Acetylenic Carbon VII. Restricted Rotation about Acetylenic Axis in a Diphenylethyne Derivative with Sterically Crowded <i>m</i>-Terphenyl Moieties

  • Shinji Toyota
    Department of Chemistry, Faculty of Science, Okayama University of Science
  • Takashi Yanagihara
    Department of Chemistry, Faculty of Science, Okayama University of Science
  • Yukihiro Yoshida
    Department of Chemistry, Faculty of Science, Okayama University of Science
  • Michio Goichi
    Department of Chemistry, Faculty of Science, Okayama University of Science

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<jats:title>Abstract</jats:title> <jats:p>Bis(2,4,4″,6-tetramethyl-1,1′:3′,1″-terphenyl-2′-yl)ethyne was prepared by the Hart reaction and the Stille coupling as a sterically crowded diphenylethyne derivative. The barrier to rotation about the acetylenic axis was determined by the dynamic NMR method to be 51 kJ mol−1. The restricted rotation is attributed to the steric hindrance of the two mesityl groups in the m-terphenyl moieties.</jats:p>

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