Exo-Functionalized Shape-Persistent [2+3] Cage Compounds: Influence of Molecular Rigidity on Formation and Permanent Porosity

Authors

  • Dipl.-Chem. Markus W. Schneider,

    1. Institute of Organic Chemistry II & Advanced Materials, Ulm University, Albert-Einstein-Allee 11, 89081 Ulm (Germany), Fax: (+49) 731-50-22840
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  • Prof. Dr. Iris M. Oppel,

    1. Institute of Inorganic Chemistry, RWTH Aachen, Landoltweg 1, 52074 Aachen (Germany)
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  • Dr. Michael Mastalerz

    Corresponding author
    1. Institute of Organic Chemistry II & Advanced Materials, Ulm University, Albert-Einstein-Allee 11, 89081 Ulm (Germany), Fax: (+49) 731-50-22840
    • Institute of Organic Chemistry II & Advanced Materials, Ulm University, Albert-Einstein-Allee 11, 89081 Ulm (Germany), Fax: (+49) 731-50-22840
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Abstract

original image

The bigger the better? Rigidity is more important than size for the construction of permanent porous crystals from organic cage compounds. Two [2+3] cage compounds have been synthesized by an imine condensation reaction. The one consisting of rigid subunits (figure left) has an accessible BET surface area of 744 m2 g−1, whereas the cage compound with flexible subunits is basically nonporous (BET surface area: 30 m2 g−1) although the shape-persistent cavity is larger (9.8 vs. 7.8 Å).

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