The Journal of Organic Chemistry

Symmetrically trisubstituted triptycenes

ME Rogers, BA Averill

文献索引：Rogers, Miriam E.; Averill, Bruce A. Journal of Organic Chemistry, 1986 , vol. 51, # 17 p. 3308 - 3314

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被引用次数: 33

摘要

A simple synthesis of 1, 8, 13-and 1, 8, 16-trisubstituted triptycenes is described. Diels-Alder reaction of l, &disubstituted anthracenes with ortho-substituted benzynes gave 15 new triptycene compounds as mixtures of the syn (1, 8, 13) and anti (1, 8, 16) trisubstituted triptycenes, which in most cases could be separated by HPLC to afford pure isomeric products. The syn/anti ratio depends on the nature of the substituents on the anthracene ...