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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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
21 October 2014
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| In: |
Chemistry - a European journal
Year: 2014, Volume: 20, Issue: 50, Pages: 16707-16720 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201404829 |
| Online Access: | 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 
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| Author Notes: | Sven M. Elbert, Frank Rominger, and Michael Mastalerz |
| Summary: | 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. |
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| Item Description: | Gesehen am 16.10.2020 Im Titel ist der Ausdruck "3v" tiefgestellt |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201404829 |