Restricted rotation involving the tetrahedral carbon-VI. Some Diels-Alder adducts derived from 2-t-butylfuran

M. Nakamura, M. Oki, H. Nakanishi

研究成果: Article査読

9 被引用数 (Scopus)

抄録

1 - t - Butyl - 1,4 - dihydronaphthalene 1,4 - endoxide derivatives were prepared by treating 2 -t- butylfuran with some benzynes to see the effect of the bulkiness on the barrier to rotation. The NMR signals of the t-Bu group of these compounds split at low temperature, showing that the rotation about the CBu-C1 bond was frozen on the NMR time scale. Activation parameters for rotation were obtained by the total line shape analysis. On further lowering of the temperature, the restricted rotation of the Me in t-Bu group was observed. The signals of the Me groups were assigned by taking the chemical shifts and the through-space H-F couplings into consideration.

本文言語English
ページ(範囲)543-548
ページ数6
ジャーナルTetrahedron
30
4
DOI
出版ステータスPublished - 1974
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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