Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 45, Pages 14124-14129Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201708248
Keywords
catenanes; host-guest systems; molecular cages; molecular inclusion; rotaxanes
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Funding
- JSPS KAKENHI [15H02167, 16K13961]
- Tokuyama Science Foundation
- Grants-in-Aid for Scientific Research [15H02167, 16K13961, 16K05655] Funding Source: KAKEN
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A multiply interlocked catenane with a novel molecular topology was synthesized; a phthalocyanine bearing four peripheral crown ethers was quadruply interlocked with a cofacial porphyrin dimer bridged with four alkylammonium chains. The supramolecular conjugate has two nanospaces surrounded by a porphyrin, a phthalocyanine, and four alkyl chains to accommodate guest molecules. Because the phthalocyanine can move along the alkyl chains, it acts as an adjustable wall, thus permitting the invasion of large molecules into the nanospaces without spoiling the affinity of the association. The dynamic molecular invasion allowed the intercalation of dianionic porphyrins into both nanospaces with high affinity. A photometric titration experiment revealed the two-step inclusion phenomenon. The multiply interlocked catenane complexed with three Cu2+ ions, and the spin-spin interaction was switched off by the intercalation of dianionic porphyrins.
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