Chiral Self‐sorting of Giant Cubic [8+12] Salicylimine Cage Compounds
| Autor: | Michael Mastalerz, Wen-Shan Zhang, Philippe Wagner, Sven M. Elbert, Rasmus R. Schröder, Jürgen H. Gross, Frank Rominger |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Diffraction
Materials science tribenzotriquinacene Imine 010402 general chemistry 01 natural sciences Catalysis self-sorting Porous Materials | Very Important Paper chemistry.chemical_compound Physics::Atomic and Molecular Clusters Desolvation Research Articles 010405 organic chemistry General Medicine General Chemistry 0104 chemical sciences Solvent Condensed Matter::Soft Condensed Matter chiral Crystallography Self sorting Enantiopure drug chemistry imine Cage cage compounds Single crystal Research Article |
| Zdroj: | Angewandte Chemie (International Ed. in English) Angewandte Chemie |
| ISSN: | 1521-3773 1433-7851 |
| Popis: | 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 d in=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. Highly selective chiral self‐sorting. The chiral self‐sorting behavior of large cubic [8+12] salicylimine cage compounds was investigated, revealing a high selectivity for the most symmetric cage compounds, for which an explanation is presented. The properties of the isolated enantiopure and meso cage compounds were investigated by single crystal X‐ray diffraction and gas sorption measurements showing high porosities and selectivities. |
| Databáze: | OpenAIRE |
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