Acid- and Base-Stable Porous Organic Cages: Shape Persistence and pH Stability via Post-synthetic 鈥淭ying鈥?of a Flexible Amine Cage

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• 作者：Ming Liu ; Marc A. Little ; Kim E. Jelfs ; James T. A. Jones ; Marc Schmidtmann ; Samantha Y. Chong ; Tom Hasell ; Andrew I. Cooper
• 刊名：Journal of the American Chemical Society
• 出版年：2014
• 出版时间：May 28, 2014
• 年：2014
• 卷：136
• 期：21
• 页码：7583-7586
• 全文大小：271K
• 年卷期：v.136,no.21(May 28, 2014)
• ISSN：1520-5126

文摘

Imine cage molecules can be reduced to amines to improve their chemical stability, but this introduces molecular flexibility. Hence, amine cages tend not to exhibit permanent solid-state porosity. We report a synthetic strategy to achieve shape persistence in amine cages by tying the cage vertices with carbonyls such as formaldehyde. Shape persistence is predicted by conformer stability calculations, providing a design basis for the strategy. The tied cages show enhanced porosity and unprecedented chemical stability toward acidic and basic conditions (pH 1.7鈥?2.3), where many other porous crystalline solids would fail.