![Redox-switchable resorcin[4]arene cavitands: molecular grippers.](/static/images/no-image.png)
Journal article
Redox-switchable resorcin[4]arene cavitands: molecular grippers.
- Pochorovski I Laboratorium für Organische Chemie, ETH Zürich, Hönggerberg, HCI, 8093 Zürich, Switzerland.
- Ebert MO
- Gisselbrecht JP
- Boudon C
- Schweizer WB
- Diederich F
- 2012-08-22
Published in:
- Journal of the American Chemical Society. - 2012
Calixarenes
Ethers, Cyclic
Models, Molecular
Molecular Structure
Oxidation-Reduction
Phenylalanine
Resorcinols
English
Diquinone-based resorcin[4]arene cavitands that open to a kite and close to a vase form upon changing their redox state, thereby releasing and binding guests, have been prepared and studied. The switching mechanism is based on intramolecular H-bonding interactions that stabilize the vase form and are only present in the reduced hydroquinone state. The intramolecular H-bonds were characterized using X-ray, IR, and NMR spectroscopies. Guests were bound in the closed, reduced state and fully released in the open, oxidized state.
- Language
-
- English
- Open access status
- closed
- Identifiers
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- DOI 10.1021/ja306473x
- PMID 22906195
- Persistent URL
- https://sonar.ch/global/documents/234446
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