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: Elbert, Sven (VerfasserIn) , Rominger, Frank (VerfasserIn) , Mastalerz, Michael (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 21 October 2014
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
Volltext
Verfasserangaben:Sven M. Elbert, Frank Rominger, and Michael Mastalerz
Beschreibung
Zusammenfassung: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.
Beschreibung:Gesehen am 16.10.2020
Im Titel ist der Ausdruck "3v" tiefgestellt
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201404829