論文

査読有り
2009年4月

EFFECT OF ARYL SUBSTITUENTS ON INTRAMOLECULAR CYCLIZATION OF 2,2 '-BIPHENOQUINONES

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

79
開始ページ
865
終了ページ
872
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.3987/COM-08-S(D)57
出版者・発行元
PERGAMON-ELSEVIER SCIENCE LTD

Effect of aryl substituents on intramolecular cyclizations of 3,3',5,5'-tetraaryl-2,2'-biphenoquinones (Ar = phenyl (1a) 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 delocalization 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.

Web of Science ® 被引用回数 : 3

リンク情報
DOI
https://doi.org/10.3987/COM-08-S(D)57
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000266564200071&DestApp=WOS_CPL

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