Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 5, Pages 1244-1248Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201610782
Keywords
cage compounds; macrocycles; microporous materials; structure elucidation; thermodynamics
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Funding
- Fonds de recherche du Quebec-Nature et technologies
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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 selfsorting revealed that while entropy favors narcissistic selfsorting 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.
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