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Nano‐Saturn: Experimental Evidence of Complex Formation of an Anthracene Cyclic Ring with C 60
Author(s) -
Yamamoto Yuta,
Tsurumaki Eiji,
Wakamatsu Kan,
Toyota Shinji
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201804430
Subject(s) - anthracene , supramolecular chemistry , random hexamer , molecule , nano , titration , toluene , hydrocarbon , chemistry , ring (chemistry) , host–guest chemistry , saturn , crystallography , materials science , photochemistry , organic chemistry , physics , composite material , planet , astrophysics
An anthracene cyclic hexamer was synthesized by the coupling reaction as a macrocyclic hydrocarbon host. This disk‐shaped host included a C 60 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 K a determined by NMR titration measurements was 2.3×10 3 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.