Effect of aryl substituents on intramolecular cyclization of 2,2′-biphenoquinones

Naoto Hayashi, Akifumi Kanda, Taku Kamoto, Hiroyuki Higuchi, Takeyuki Akita

研究成果: ジャーナルへの寄稿学術誌査読

3 被引用数 (Scopus)

抄録

Effect of aryl substituents on intramolecular cyclizations of 3,3′,5,5′-tetraaryl-2,2′-biphenoquinones (Ar = phenyl (la) and 4-methoxyphenyl (1b)) has been studied. In benzene, 1a gave 2,4,6,8-tetraphenyldibenzofuran-1-ol (10) gradually as a main product, indicating the phenyl substituents preferred to stabilize the intermediate by derealization of the negative charge rather than that of the positive one. In contrast, the reaction of 1b occurred spontaneously in order to give a complex mixture, which should be due to 4-methoxyphenyl substituent at the 3 position.

本文言語英語
ページ(範囲)865-872
ページ数8
ジャーナルHeterocycles
79
C
DOI
出版ステータス出版済み - 7月 29 2009

!!!All Science Journal Classification (ASJC) codes

  • 分析化学
  • 薬理学
  • 有機化学

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