Synfacts 2010(8): 0891-0891  
DOI: 10.1055/s-0030-1257834
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

A Cyclic [4]Rotaxane

Contributor(s):Timothy M. Swager, Birgit Esser
J.-P. Collin*, F. Durola, J. Frey, V. Heitz*, F. Reviriego, J.-P. Sauvage*, Y. Trolez, K. Rissanen*
Université de Strasbourg, France and UniVersity of Jyväskylä, Finland
Templated Synthesis of Cyclic [4]Rotaxanes Consisting of Two Stiff Rods Threaded through Two Bis-macrocycles with a Large and Rigid Central Plate as Spacer
J. Am. Chem. Soc.  2010,  132:  6840-6850  
Further Information

Publication History

Publication Date:
22 July 2010 (online)


The authors synthesized the two cyclic [4]rotaxanes 1 and 2. The structure of 2, containing zinc porphyrin units, was determined by X-ray crystallography and is the largest rotaxane molecule characterized in this way.


The synthetic strategy includes the quantitative copper-driven assembly and threading of 5 through the macrocycles 3,4 and the attachment of stoppers 8 by click chemistry in high yields. Compound 2 was tested as a receptor for ditopic guests in complexation studies.