A Tetrameric Cage with D2h Symmetry through Alkyne Metathesis |
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| Authors: | Qi Wang Chenxi Zhang Dr. Bruce C. Noll Dr. Hai Long Dr. Yinghua Jin Prof. Dr. Wei Zhang |
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| Affiliation: | 1. Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309 (USA) http://chem.colorado.edu/zhanggroup;2. Bruker AXS Inc. 5465 East Cheryl Parkway, Madison, WI 53711 (USA);3. National Renewable Energy Laboratory, Golden, CO 80401 (USA) |
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| Abstract: | Shape‐persistent covalent organic polyhedrons (COPs) with ethynylene linkers are usually prepared through kinetically controlled cross‐coupling reactions. The high‐yielding synthesis of ethynylene‐linked rigid tetrameric cages via one‐step alkyne metathesis from readily accessible triyne precursors is presented. The tetrameric cage contains two macrocyclic panels and exhibits D2h symmetry. The assembly of such a COP is a thermodynamically controlled process, which involves the initial formation of macrocycles as key intermediates followed by the connection of two macrocycles with ethynylene linkages. With a large internal cavity, the cage exhibits a high binding selectivity toward C70 (K=3.9×103 L mol?1) over C60 (no noticeable binding). |
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| Keywords: | alkyne metathesis dynamic covalent assembly fullerene receptors organic molecular cages thermodynamic control |
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