We thank Majid Motevalli for assistance with the X-ray crystal structure of rotaxane 6. This work was supported by the Leverhulme Trust (Early Career Fellowship to S.M.G.), the Royal Society, and Q.M.U.L.. S.M.G. is a Royal Society Research Fellow. CuAAC=copper-catalyzed azide–alkyne cycloaddition.
Macrocycle Size Matters: “Small” Functionalized Rotaxanes in Excellent Yield Using the CuAAC Active Template Approach†
Article first published online: 1 APR 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 18, pages 4151–4155, April 26, 2011
How to Cite
Lahlali, H., Jobe, K., Watkinson, M. and Goldup, S. M. (2011), Macrocycle Size Matters: “Small” Functionalized Rotaxanes in Excellent Yield Using the CuAAC Active Template Approach. Angew. Chem. Int. Ed., 50: 4151–4155. doi: 10.1002/anie.201100415
- Issue published online: 20 APR 2011
- Article first published online: 1 APR 2011
- Manuscript Received: 17 JAN 2011
- Leverhulme Trust
- the Royal Society
- click chemistry;
- template synthesis
By shrinking the macrocycle in the CuAAC active template reaction not only is it demonstrated to be possible to use smaller macrocycles, but, surprisingly, that smaller macrocycles lead to higher yields of rotaxane product (see scheme). The synthesis of “small” functionalized rotaxanes showcases this as a method for the production of materials with potential applications in molecular electronics, drug delivery, sensing, and enantioselective catalysis.