Chiral Self-Sorting of [2+3] Salicylimine Cage Compounds

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• 作者：Dr. Daniel Beaudoin ; Dr. Frank Rominger and Prof. Dr. Michael Mastalerz
• 刊名：Angewandte Chemie International Edition
• 出版年：2017
• 出版时间：January 24, 2017
• 年：2017
• 卷：56
• 期：5
• 页码：1244-1248
• 全文大小：2632K
• ISSN：1521-3773

文摘

An inherently chiral C₃-symmetric triaminotribenzotriquinacene was condensed in racemic and enantiomerically pure form with a bis(salicylaldehyde) to form [2+3] salicylimine cage compounds. Investigations on the chiral self-sorting revealed that while entropy favors narcissistic self-sorting in solution, selective social self-sorting can be achieved by exploiting the difference in solubility between the homochiral and heterochiral cages. Gas sorption measurements further showed that seemingly small structural differences can have a significant impact on the surface area of microporous covalent cage compounds.