Restricted rotation involving the tetrahedral carbon. IL. Singly peri-substituted 9-isopropyltriptycenes revisited.

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概要

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• 9-Isopropyltriptycene derivatives carrying a fluoro, chloro, bromo, or <I>t</I>-butyl substituent in a <I>peri</I>-position were synthesized and their dynamic NMR behavior was studied to see the dependence of the barrier to rotation of the bridgehead substituent upon the bulkiness of the <I>peri</I>-substituent. The data obtained in this work together with those reported earlier disclose that, among the derivatives in which the <I>peri</I>-substituent is not buttressed by the 2-substituent, the <I>peri</I>-methoxy compound has the highest barrier and the barrier decreases as the bulkiness of the <I>peri</I>-substituent increases. 1,2,3,4-Tetrachloro and tetrabromo derivatives show the slightly positive buttressing effect.

• 公益社団法人 日本化学会の論文

著者

• Oki Michinori

  Department of Chemitsry, Faculty of Science, The University of Tokyo

関連論文

• Restricted rotation involving the tetrahedral carbon. IL. Singly peri-substituted 9-isopropyltriptycenes revisited.

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