An occurrence of attractive alkyl-phenyl interaction. The conformations of several 1-phenyl-2-alkanols.
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概要
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The conformations have been studied, by means of NMR spectroscopy, for a series of 1-alkyl-substituted 2-phenylethyl alcohols with the structure C<SUB>6</SUB>H<SUB>5</SUB>CH<SUB>2</SUB>CH(OH)–R, where R=CH<SUB>3</SUB> (<B>1</B>), C<SUB>2</SUB>H<SUB>5</SUB> (<B>2</B>), <I>i</I>-C<SUB>3</SUB>H<SUB>7</SUB> (<B>3</B>), and <I>t</I>-C<SUB>4</SUB>H<SUB>9</SUB> (<B>4</B>). It has been suggested that a rotamer in which the phenyl group is oriented <I>gauche</I> to the alkyl (R) and <I>anti</I> to the hydroxyl group is most populated in the conformational equilibria of <B>1</B>–<B>3</B>. Another rotamer (in which Ph is <I>anti</I> to R) has, on the other hand, been suggested to be preferred in the conformational equilibrium of <B>4</B>. The results have been discussed in the light of the presence of an attractive alkyl-phenyl interaction (CH–π interaction).
- 公益社団法人 日本化学会の論文
著者
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UZAWA Jun
The Institute of Physical and Chemical Research
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Zushi Shoji
Central Research Institute Of Meiji Seika Kaisha Ltd.
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Hirota Minoru
Department Of Animal Science Obihiro University Of Agriculture And Veterinary Medicine
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Nishio Motohiro
Central Research Laboratories, Meiji Seika Kaisha, Ltd.
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Fukuda Yoshimasa
Central Research Laboratories, Meiji Seika Kaisha, Ltd.
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Nishihata Ken
Central Research Laboratories, Meiji Seika Kaisha Ltd.
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Kodama Yoshio
Central Research Laboratories, Meiji Seika Kaisha Ltd.
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