Synthesis of a rigid C3v-symmetric tris-salicylaldehyde as a precursor for a highly porous molecular cube
The development of a synthetic approach to a C3v-symmetric tris-salicylaldehyde based on triptycene is presented. The tris-salicylaldehyde is a versatile precursor for porous molecular materials, as demonstrated in the [4+4] condensation reaction with a triptycene triamine to form a molecular shape-...
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| Hauptverfasser: | , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
21 October 2014
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| In: |
Chemistry - a European journal
Year: 2014, Jahrgang: 20, Heft: 50, Pages: 16707-16720 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201404829 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201404829 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201404829 |
| Verfasserangaben: | Sven M. Elbert, Frank Rominger, and Michael Mastalerz |
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| 520 | |a The development of a synthetic approach to a C3v-symmetric tris-salicylaldehyde based on triptycene is presented. The tris-salicylaldehyde is a versatile precursor for porous molecular materials, as demonstrated in the [4+4] condensation reaction with a triptycene triamine to form a molecular shape-persistent porous cube. The amorphous material of the molecular porous cube shows a very high surface area of 1014 m2 g−1 (BET model) and a high uptake of CO2 (18.2 wt % at 273 K and 1 bar). Furthermore, during the multistep synthesis of the tris-salicylaldehyde precursor, a relatively rare (twofold) addition of the aryne to the anthracene in the 1,4- and 1,4,5,8-positions have been found during a Diels-Alder reaction, as proven by X-ray structure analysis. | ||
| 650 | 4 | |a cage compounds | |
| 650 | 4 | |a carbon dioxide capture | |
| 650 | 4 | |a cycloaddition | |
| 650 | 4 | |a microporous materials | |
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