Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 3, Issue 8-9, Pages 1277-1283Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.200800054
Keywords
charge transfer; electrochemistry; molecular machines; pseudorotaxanes; supramolecular chemistry
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Funding
- Korean Ministry of Education, Science and Technology
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We have designed and synthesized a novel [2]pseudorotaxane-based molecular machine in which the interconversion between end-to-interior and end-to-end loop structures is reversibly controlled by electrochemical stimuli. Cucurbit[8]uril (CB[8]) and the thread molecule 3(4+) with an electron-rich hydroxynaphthalene unit and two electron-deficient viologen units form the 1:1 complex 4(4+) with an end-to-interior loop structure, which is reversibly converted into an end-to-end structure upon reduction. Large changes in shape and size of the molecule accompany the reversible redox process. The key feature of the machine-like behavior is the reversible interconversion between an intramolecular charge-transfer complex and viologen cation radical dimer inside CB[8] triggered by electrochemical stimuli.
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