Layered compounds. XXXVI. Structure and properties of triple-layered metaparacyclophanes.

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• The geometrical structures of triple-layered metaparacyclophanes are discussed on the basis of the chemical shifts of the NMR spectra and their temperature dependence. [2.2]Metacyclo(4,7)[2.2]paracyclophane <B>1</B> and [2.2]metacyclo(12,15)[2.2]metaparacyclophane <B>2</B> proved to be mixtures of conformational isomers due to arrangement of meta-substituted ring. [2.2]Paracyclo(4,6)[2.2]metaparacyclophane <B>3</B> was confirmed to be a staircase-shape (anti-form), in contrast to a platform-shape (<I>syn</I>-form) of [2.2]metacyclo(4,6)[2.2]metaparacyclophane <B>5</B>. In their electronic spectra, <B>1</B> and <B>2</B> exhibit a transannular electronic interaction between the benzene rings similar to that of multilayered [2.2]paracyclophanes; <B>3</B> and <B>5</B> show one similar to that of multilayered [2.2]metacyclo-phanes. The difference between the former and the latter groups seems to arise from the substitution modes of methylene bridges attached to the inside benzene of triple-layered metaparacyclophanes.

• 公益社団法人 日本化学会の論文

著者

• Sakata Yoshiteru

  The Institute Of Science And Industrial Research Osaka University

• Misumi Soichi

  The Institute Of Scientific And Industrial Research Osaka University

• Otsubo Tetsuo

  The Institute of Scientific and Industrial Research, Osaka University

• Otsubo Tetsuo

  The Institute of Scientific Industrial Research, Osaka University

• Kannen Naoki

  The Institute of Scientific and Industrial Research, Osaka University

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