Layered compounds. 43. Syntheses and properties of [2.2]naphthaleno- and [2.2]anthraceno-heterophanes.
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Several [2.2]naphthaleno- and [2.2]anthraceno-heterophanes were synthesized by cross-breeding Hofmann degradation of the corresponding two quaternary ammonium hydroxides. Two isomers, <I>anti</I>- and <I>syn</I>-forms, were obtained for [2.2](1,4)naphthaleno(2,5)thiophenophane, and one isomer, <I>anti</I>-from, for the [2.2](1,4)anthraceno homologue. The structures of the heterophanes were determined by variable temperature NMR analysis. Transannular π-electronic interactions between the condensed aromatic ring and the heteroaromatic ring were examined on the basis of electronic and emission spectra. The thiophene ring interacts more strongly with the condensed aromatic ring than the furan ring. For anthracenophanes, 9,10-bridged system shows more effective interaction than 1,4-bridged one.
- 公益社団法人 日本化学会の論文
著者
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Sakata Yoshiteru
The Institute Of Science And Industrial Research Osaka University
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Misumi Soichi
The Institute Of Scientific And Industrial Research Osaka University
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Otsubo Tetsuo
The Institute of Scientific and Industrial Research, Osaka University
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Mizogami Shigeyoshi
The Institute of Scientific and Industrial Research, Osaka University
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Osaka Norihisa
The Institute of Scientific and Industrial Research, Osaka University
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