Chiral self-sorting of giant cubic [8+12] Salicylimine cage compounds
Chiral self-sorting is intricately connected to the complicated chiral processes observed in nature and no artificial systems of comparably complexity have been generated by chemists. However, only a few examples of purely organic molecules have been reported so far, where the self-sorting process c...
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| Main Authors: | , , , , , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
2021
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| In: |
Angewandte Chemie. International edition
Year: 2021, Volume: 60, Issue: 16, Pages: 8896-8904 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.202016592 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202016592 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202016592 |
| Author Notes: | Philippe Wagner, Frank Rominger, Wen-Shan Zhang, Jürgen H. Gross, Sven M. Elbert, Rasmus R. Schröder, and Michael Mastalerz |
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| 520 | |a Chiral self-sorting is intricately connected to the complicated chiral processes observed in nature and no artificial systems of comparably complexity have been generated by chemists. However, only a few examples of purely organic molecules have been reported so far, where the self-sorting process could be controlled. Herein, we describe the chiral self-sorting of large cubic [8+12] salicylimine cage compounds based on a chiral TBTQ precursor. Out of 23 possible cage isomers only the enantiopure and a meso cage were observed to be formed, which have been unambiguously characterized by single crystal X-ray diffraction. Furthermore, by careful choice of solvent the formation of meso cage could be controlled. With internal diameters of din=3.3-3.5 nm these cages are among the largest organic cage compounds characterized and show very high specific surface areas up to approx. 1500 m2 g−1 after desolvation. | ||
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