Chiral self-sorting of (2+3) salicylimine cage compounds
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 solu...
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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
2017
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| In: |
Angewandte Chemie. International edition
Year: 2016, Volume: 56, Issue: 5, Pages: 1244-1248 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201610782 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1002/anie.201610782 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201610782 
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| Author Notes: | Daniel Beaudoin, Frank Rominger, and Michael Mastalerz |
| Summary: | 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. |
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| Item Description: | First published: 22 December 2016 Gesehen am 13.09.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201610782 |