Journal
CHEMICAL SCIENCE
Volume 7, Issue 3, Pages 1696-1701Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc04844c
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Funding
- National Natural Science Foundation of China [21421004, 20272073, 21190033]
- Fundamental Research Funds for the Central Universities
- Shanghai Education Development Foundation
- Shanghai Municipal Education Commission
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The construction and efficient synthesis of hetero[n]rotaxanes with high structural complexity are always attractive challenges. Herein, we demonstrate a facile one-pot preparation of a hetero[4]rotaxane, by employing a self-sorting strategy, which contains an interpenetrated dibenzo-24-crown-8 (DB24C8) based [c2]daisy chain structure and is ended with a benzo-21-crown-7 (B21C7) based rotaxane at each side. The key to the design involved encoding the selective threading using a steric hindrance-related language, where highly selective self-assemblies occurred in a three-component self-sorting process, which included the threading of a benzylalkylammonium into a B21C7 and interpenetrated dimerized formation of a DB24C8 based [c2]daisy chain simultaneously; the precise pre-assembled system resulted in the efficient synthesis of hetero[4]rotaxane with a high-level of structural complexity under the CuAAC reaction.
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