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Chemistry. 2013 May 10;19(20):6313-20. doi: 10.1002/chem.201204010. Epub 2013 Mar 18.

Wide-ranging host capability of a Pd(II)-linked M2L4 molecular capsule with an anthracene shell.

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  • 1Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.


This article reports that an M2L4 molecular capsule is capable of encapsulating various neutral molecules in quantitative yields. The capsule was obtained as a single product by mixing a small number of components; two Pd(II) ions and four bent bispyridine ligands containing two anthracene panels. Detailed studies of the host capability of the Pd(II)-linked capsule revealed that spherical (e.g., paracyclophane, adamantanes, and fullerene C60), planar (e.g., pyrenes and triphenylene), and bowl-shaped molecules (e.g., corannulene) were encapsulated in the large spherical cavity, giving rise to 1:1 and 1:2 host-guest complexes, respectively. The volume of the encapsulated guest molecules ranged from 190 to 490 Å(3). Within the capsule, the planar guests adopt a stacked-dimer structure and the bowl-shaped guests formed an unprecedented concave-to-concave capsular structure, which are fully shielded by the anthracene shell. Competitive binding experiments of the capsule with a set of the planar guests established a preferential binding series for pyrenes≈phenanthrene>triphenylene. Furthermore, the capsule showed the selective formation of an unusual ternary complex in the case of triphenylene and corannulene.

Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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