Conjugated polyrotaxanes containing coordinating units: reversible copper(I) metallation–demetallation using lithium as intermediate scaffolding

Abstract

A new polyrotaxane containing a conjugated backbone has been synthesized via a copper(I) template and electropolymerisation; after decomplexation of Cu^I, remetallation is only possible if lithium is present during copper removal, as labile scaffolding able to prevent collapse of the free coordination sites and of the organic matrix.

References

1. S. J. Higgins, Chem. Soc. Rev., 1997, 26, 247.
2. A. Harriman, V. Heitz and J.-P. Sauvage, J. Phys. Chem., 1993, 97, 5940; J.-C. Chambron, A. Harriman, V. Heitz and J.-P. Sauvage, J. Am. Chem. Soc., 1993, 115, 6109.
3. E. Cordova, A. E. Kaifer and J. F. Stoddart, Nature, 1994, 369, 1330; P. R. Ashton, R. Ballardini, V. Balzani, S. E. Boyd, A. Credi, M. T. Gandolfi, M. Gomez-Lopez, S. Iqbal, D. Philp, J. A. Preece, L. Prodi, H. G. Ricketts, J. F. Stoddart, M. S. Tolley, M. Venturi, A. J. P. White and D. J. William, Chem. Eur. J, 1997, 3, 152 and references therein.
4. J. P. Collin, P. Gavina and J. P. Sauvage, New J. Chem., 1997, 21, 525.
5. M. Belohradsky, F. M. Rayno and J. F. Stoddart, Collect. Czech. Chem. Commun., 1996, 61, 1.
6. S. Sherry Zhu, P. J. Carroll and T. M. Swager, J. Am. Chem. Soc., 1996, 118, 8713.
7. C. O. Dietrich-Buchecker, J. P. Sauvage and J. P. Kintzinger, Tetrahedron Lett., 1983, 24, 5095; C. O. Dietrich-Buchecker, J. P. Sauvage and J. M. Kern, J. Am. Chem. Soc., 1984, 106, 3043; J.-C. Chambron, C. O. Dietrich-Buchecker and J.-P. Sauvage, Comprehensive Supramolecular Chemistry, ed. J. L. Atwood, E. D. Davies, D. D. MacNicol, F. Vögtle, J.-M. Lehn, J.-P. Sauvage and M. W. Hosseini, 1996, vol. 9, pp. 43–83.
8. C.-O. Dietrich-Buchecker and J.-P. Sauvage, Tetrahedron, 1990, 46, 503.
9. P. Bäuerle, Adv. Mater., 1992, 4, 102; G. Zotti, G. Schiavon, A. Berlin and G. Pagani, Chem. Mater., 1993, 5, 430.