Restricted rotation involving the tetrahedral carbon. XXXIV. Stable rotamers of 9-arylfluorenes carrying oxygen-substituents in the ortho position of the aryl group.
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概要
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9-(2-Hydroxy-1-naphthyl)fluorene, 9-(2-hydroxy-4,6-dimethylphenyl)fluorene, and their methyl ethers have been prepared. They give stable rotamers, <I>sp</I> and <I>ap</I>, at room temperature, <I>ap</I> forms of the hydroxylic compounds are favored over the <I>sp</I> and contrary is true for the methyl ethers. These results are attributed to the stabilization of the <I>ap</I> form of the hydroxylic compounds due to intramolecular OH···π interaction. Barriers to rotation are <I>ca.</I> 105 kJ mol<SUP>−1</SUP>.
- 公益社団法人 日本化学会の論文
著者
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Oki Michinori
Department Of Chemistry Faculty Of Science Okawama University Of Science
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Nakamura Mikio
Department Of Anatomy Jikei-kai School Of Medicine
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