CH3...O Hydrogen bond. Implications of its presence from the substituent effects on the populations of rotamers in 4-substituted 9-ethyl-l-methoxytriptycenes and 9-(substituted phenoxymethyl)-1,4-dimethyltriptycenes.
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概要
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In the series of 4-substituted 9-ethyl-1-methoxytriptycenes, the populations of the <I>sc</I> conformer increase as the electron-density on the 1-methoxy–oxygen decreases. This trend was interpreted on the basis of steric repulsion which should increase as the electron density on the oxygen atom becomes high. In contrast, in the series of 9-(substituted phenoxymethyl)-1,4-dimethyltriptycenes, the high electron density on the aryloxy–oxygen favors the <I>sc</I> form. The stabilization of the <I>sc</I> form relative to the <I>ap</I> in the high electron density compounds in the latter series is attributed to the presence of CH<SUB>3</SUB>···O hydrogen bond, since other factors like Coulombic interactions, van der Waals repulsions, and van der Waals attractions could be excluded from being the main factor for the stabilization.
- 公益社団法人 日本化学会の論文
著者
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Yamamoto Gaku
Department Of Chemistry Faculty Of Science The University Of Tokyo
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Oki Michinori
Department Of Chemistry Faculty Of Science Okawama University Of Science
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TAMURA YOSHIO
Department of Chemical Engineering, University of Osaka Prefecture
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