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Nano-Saturn: Experimental Evidence of Complex Formation of an Anthracene Cyclic Ring with C60
Yuta Yamamoto1, Eiji Tsurumaki1, Kan Wakamatsu2
1Department of Chemistry and Materials Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo, 152-8551, Japan.
Abstract:
An anthracene cyclic hexamer was synthesized by the coupling reaction as a macrocyclic hydrocarbon host. This disk-shaped host included a C60 guest in 1:1 ratio to form a Saturn-type supramolecular complex in solution and in crystals. X-ray analysis unambiguously revealed that the guest molecule was accommodated in the middle of the host cavity with several CH⋅⋅⋅π contacts. The association constant Ka determined by NMR titration measurements was 2.3×103 L mol-1 at 298 K in toluene. The structural features and the role of CH⋅⋅⋅π interactions are discussed with the aid of DFT calculations.
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