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      Mechanochemical Friedel-Crafts Alkylation-A Sustainable Pathway Towards Porous Organic Polymers.

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          Abstract

          This study elucidates an innovative mechanochemical approach applying Friedel-Crafts alkylation to synthesize porous covalent triazine frameworks (CTFs). Herein, we pursue a counterintuitive approach by utilizing a rather destructive method to synthesize well-defined materials with intrinsic porosity. Investigating a model system including carbazole as monomer and cyanuric chloride as triazine node, ball milling is shown to successfully yield porous polymers almost quantitatively. We verified the successful structure formation by an in-depth investigation applying XPS, solid-state NMR and FT-IR spectroscopy. An in situ study of pressure and temperature developments inside the milling chamber in combination with two-dimensional liquid-state NMR spectroscopy reveals insights into the polymerization mechanism. The versatility of this mechanochemical approach is showcased by application of other monomers with different size and geometry.

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          Author and article information

          Journal
          Angew. Chem. Int. Ed. Engl.
          Angewandte Chemie (International ed. in English)
          Wiley-Blackwell
          1521-3773
          1433-7851
          May 10 2017
          Affiliations
          [1 ] Inorganic Chemistry, Technische Universität Dresden, Bergstraße 66, 01062, Dresden, Germany.
          [2 ] Organische Chemie, TU Dresden, Bergstraße 66, 01062, Dresden, Germany.
          Article
          10.1002/anie.201702303
          28489262

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