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Communication
Controlling the Chair Conformation of a Mannopyranose in a Large-Amplitude [2]Rotaxane Molecular Machine
Article first published online: 19 FEB 2009
DOI: 10.1002/chem.200900076
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Coutrot, F. and Busseron, E. (2009), Controlling the Chair Conformation of a Mannopyranose in a Large-Amplitude [2]Rotaxane Molecular Machine. Chemistry - A European Journal, 15: 5186–5190. doi: 10.1002/chem.200900076
Publication History
- Issue published online: 8 MAY 2009
- Article first published online: 19 FEB 2009
- Manuscript Received: 12 JAN 2009
Keywords:
- chair conformation;
- click chemistry;
- glycosides;
- molecular devices;
- pyridinium amides;
- rotaxanes
Graphical Abstract
Molecular machines boarding now! Molecular machines containing dibenzo[24]crown-8 (DB24C8) and based on an anilinium and a pyridinium amide station have been prepared. The DB24C8 shuttles upon variation of pH and interacts differently with the pyridinium amide station depending on its substitution. When the DB24C8 sits around the disubstituted amide, the conformation of the pyranose changes from 1C4 to 4C1.
Abstract
Molecular machines boarding now! Molecular machines containing dibenzo[24]crown-8 (DB24C8) and based on an anilinium and a pyridinium amide station have been prepared. The DB24C8 shuttles upon variation of pH and interacts differently with the pyridinium amide station depending on its substitution. When the DB24C8 sits around the disubstituted amide, the conformation of the pyranose changes from 1C4 to 4C1.