Acid- and Base-Stable Porous Organic Cages: Shape Persistence and pH Stability via Post-synthetic "Tying" of a Flexible Amine Cage

作者：Liu Ming; Little Marc A; Jelfs Kim E; Jones James T A; Schmidtmann Marc; Chong Samantha Y; Hasell Tom; Cooper Andrew I^*

来源：Journal of the American Chemical Society, 2014, 136(21): 7583-7586.

DOI：10.1021/ja503223j

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 1.7-12.3), where many other porous crystalline solids would fail.

• 出版日期2014-5-28