Structures and Tropicity of Hydrogenation Products of a Bisdehydro[13]annulenone and a Bisdehydro[15]annulenone

• Hiroyuki Higuchi

• Naoki Hiraiwa

• Tomoyo Daimon

書誌事項

タイトル別名

• Structures and Tropicity of Hydrogenati

抄録

The catalytic partial hydrogenation of the 5,10-dimethyl-6,8-bisdehydro[13]annulenone using Pd–BaSO4 afforded the 5,10-dimethyl[13]annulenone together with two isomeric 5,10-dimethyl-6-dehydro[13]annulenones. The dimethyl[13]annulenone, which is the first example of a monocyclic non-dehydro annulenone derivative larger than tropone, was found to be atropic on the basis of 1H NMR spectra. Molecular mechanics studies indicate the extensive deviation of the molecular skeleton from planarity and help to explain the lack of peripheral conjugation. Attempts to obtain the [15]annulenone and the [17]annulenone from the bisdehydro[15]annulenone and the bisdehydro[17]annulenone, respectively, were unsuccessful.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 71 (1), 221-230, 1998-01

  Tokyo : Chemical Society of Japan

キーワード

• General Chemistry

詳細情報

• CRID: 1521980703395015552
• NII論文ID: 10008927971
• NII書誌ID: AA00580132
• ISSN: 00092673
• ISSN: 13480634
• DOI: 10.1246/bcsj.71.221
• NDL書誌ID: 4395768
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4395768
• Web Site: https://academic.oup.com/bcsj/article-pdf/71/1/221/56198443/bcsj.71.221.pdf
• 本文言語コード: en
• NDL 雑誌分類:
  • ZP1(科学技術--化学・化学工業)
• データソース種別:
  • NDL
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