Synthesis of Shape‐Persistent Macrocycles with Three 1,8‐Diazaanthracene Units and Their Packing in the Single Crystal |
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Authors: | Dr. Ming Li Prof. Dr. Frank‐Gerrit Klärner Priv. Doz. Dr. habil. Junji Sakamoto Prof. Dr. A. Dieter Schlüter |
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Affiliation: | 1. Laboratory for Polymer Chemistry, Department of Materials, ETH Zurich, HCI J541, Wolfgang‐Pauli‐Strasse 10, 8093 Zürich (Switzerland);2. Institute of Organic Chemistry, University of Duisburg‐Essen, 45117 Essen (Germany) |
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Abstract: | The synthesis of four shape‐persistent macrocycles with three 1,8‐diazaanthracene units each is reported ( 2 , 3 a – 3 c ). For two of them single crystals could be obtained and the structures in the crystal be solved. The structures reveal that macrocycle 2 self‐dimerizes in the solid state; surprisingly it also forms a stable dimer in solution. The reason for this is seen in unusually efficient dispersion interactions as a consequence of the large contact areas in the dimer. All macrocycles are assessed as to their applicability in lateral polymerizations in the single crystal as well as in solution. |
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Keywords: | crystal packing macrocycles shape‐persistence supramolecular self‐dimerization |
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