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Synthesis of Shape‐Persistent Macrocycles with Three 1,8‐Diazaanthracene Units and Their Packing in the Single Crystal
Authors:Dr. Ming Li  Prof. Dr. Frank‐Gerrit Klärner  Priv. Doz. Dr. habil. Junji Sakamoto  Prof. Dr. A. Dieter Schlüter
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)
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.
Keywords:crystal packing  macrocycles  shape‐persistence  supramolecular self‐dimerization
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