Isolation of rotational isomers and developments derived therefrom

• OKI Michinori

  The University of Tokyo Okayama University of Science

抄録

Isolation of rotational isomer models of ethane-type molecules is described. We could experimentally prove that, if rotational isomers whose molecular shape was chiral, the molecule could be optically active, even though it did not carry an asymmetric carbon atom. As an extension, other types of stereochemically fundamental and optically active molecules were isolated and their absolute stereochemistry was determined. One example is the model of meso-tartaric acid, for which optical inactivity had been attributed to internal compensation but is now explained as follows. On dissolution of meso-tartaric acid in a solvent, the molecule gives two kinds of conformers, one of which is a C_i molecule and the other is a C₁ molecule. Although the latter is intrinsically optically active, the optical activity is cancelled by its enantiomer. The theory of internal compensation is recommended to be abandoned. As an extension to another area, some reactions of conformers are also discussed.<BR><BR>(Communicated by Teruaki MUKAIYAMA, M.J.A.)

収録刊行物

• Ｐｒｏｃｅｅｄｉｎｇｓ　ｏｆ　ｔｈｅ　Ｊａｐａｎ　Ａｃａｄｅｍｙ．　Ｓｅｒ．　Ｂ：　Ｐｈｙｓｉｃａｌ　ａｎｄ　Ｂｉｏｌｏｇｉｃａｌ　Ｓｃｉｅｎｃｅｓ

  Ｐｒｏｃｅｅｄｉｎｇｓ　ｏｆ　ｔｈｅ　Ｊａｐａｎ　Ａｃａｄｅｍｙ．　Ｓｅｒ．　Ｂ：　Ｐｈｙｓｉｃａｌ　ａｎｄ　Ｂｉｏｌｏｇｉｃａｌ　Ｓｃｉｅｎｃｅｓ 86 (9), 867-883, 2010

  日本学士院

キーワード

• stable rotational isomers
• stable conformers
• chiral conformers
• absolute conformation
• internal compensation

詳細情報

• CRID: 1390282679122805376
• NII論文ID: 130000442357
• NII書誌ID: AA00785485
• DOI: 10.2183/pjab.86.867
• ISSN: 13492896
• ISSN: 03862208
• NDL書誌ID: 10942511
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I10942511
• Web Site: http://www.jstage.jst.go.jp/article/pjab/86/9/86_9_867/_pdf
• 本文言語コード: en
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