This research was partly supported by MIUR (Supramolecular Devices Project) and FIRB (Manipolazione Molecolare per Macchine Nanometriche). We thank the Centro Interdipartimentale di Misure “G. Casnati” for NMR measurements.
Selective Synthesis of Two Constitutionally Isomeric Oriented Calixarene-Based Rotaxanes†
Article first published online: 21 DEC 2004
Copyright © 2005 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 44, Issue 2, pages 278–281, December 27, 2004
How to Cite
Arduini, A., Ciesa, F., Fragassi, M., Pochini, A. and Secchi, A. (2005), Selective Synthesis of Two Constitutionally Isomeric Oriented Calixarene-Based Rotaxanes. Angew. Chem. Int. Ed., 44: 278–281. doi: 10.1002/anie.200461336
- Issue published online: 21 DEC 2004
- Article first published online: 21 DEC 2004
- Manuscript Received: 16 JUL 2004
- solvent effects;
- supramolecular chemistry
Only in apolar media is the calixarene wheel threaded from its upper rim by asymmetric bipyridinium axles. This leads to the formation of oriented pseudorotaxanes. Their stoppering with a different stopper yields rotaxanes characterized by the unequivocal orientation of the wheel rims with respect to the two different stoppers (see picture, R1=CHPh2/CHCy2, R2=CHCy2/CHPh2, Cy=cyclohexyl, Ts=toluene-4-sulfonyl).