Dethylroannulenes. III. Synthesis and properties of 1,5,10,14-tetra-tert-butyl-6,8,15,17-tetrakisdehydro(18)annulene.
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概要
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In order to find out substituent groups which provide stability and solubility to tetrakisdehydro[18]annulene system without appreciable electronic interaction with the annulene ring, the synthesis of 1,5,10,14-tetra-<I>tert</I>-butyl-6,8,15,17-tetrakisdehydro[18]annulene (VIII) has been catrried out starting from 3-<I>tert</I>-butyl-2-penten-4-ynal (III). It was found that the tetra-<I>tert</I>-butyl derivative (VIII) is strongly diatropic, and more stable and much more soluble than tetramethyl-, dimethyl-, diphenyl-, and tetraphenyl-analogues. The electronic spectrum of tetra-<I>tert</I>-butyl derivative (VIII) was found to be closely related with that of tetramethyltetrakisdehydro[18]annulene indicating a minor electronic perturbation of <I>tert</I>-butyl groups on the annulene ring.
- 公益社団法人 日本化学会の論文
著者
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Nakagawa Masazumi
Department of Chemistry Faculty of Science Osaka University
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Tomita Sachiyo
Department of Chemistry, Faculty of Science, Osaka University
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