Synthesis of a rigid C3v-symmetric tris-salicylaldehyde as a precursor for a highly porous molecular cube

• Verfasst von: Elbert, Sven [VerfasserIn]
• Verfasst von: Rominger, Frank [VerfasserIn]
• Verfasst von: Mastalerz, Michael [VerfasserIn]
• Titel: Synthesis of a rigid C3v-symmetric tris-salicylaldehyde as a precursor for a highly porous molecular cube
• Verf.angabe: Sven M. Elbert, Frank Rominger, and Michael Mastalerz
• E-Jahr: 2014
• Jahr: 21 October 2014
• Umfang: 14 S.
• Fussnoten: Gesehen am 16.10.2020 ; Im Titel ist der Ausdruck "3v" tiefgestellt
• Titel Quelle: Enthalten in: Chemistry - a European journal
• Ort Quelle: Weinheim : Wiley-VCH, 1995
• Jahr Quelle: 2014
• Band/Heft Quelle: 20(2014), 50, Seite 16707-16720
• ISSN Quelle: 1521-3765
• DOI: doi:10.1002/chem.201404829
• Datenträger: Online-Ressource
• Sprache: eng
• Sach-SW: cage compounds
• Sach-SW: carbon dioxide capture
• Sach-SW: cycloaddition
• Sach-SW: microporous materials
• Sach-SW: Schiff bases
• K10plus-PPN: 1735741531

Abstract

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.