Self-assembly, spectroscopic, and electrochemical properties of [n]rotaxanes

P. R. Ashton, R. Ballardini, V. Balzani, M. Belohradsky, M. T. Gandolfi, D. Philp, L. Prodi, F. M. Raymo, M. V. Reddington, N. Spencer, J. F. Stoddart, M. Venturi, D. J. Williams

Research output: Contribution to journalArticle

185 Scopus citations

Abstract

Synthetic approaches to self-assembling [n]rotaxanes incorporating Π- electron deficient bipyridinium-based dumbbell-shaped components and Π- electron rich hydroquinone-based macrocycles have been developed. In particular, the so-called slippage methodology relies upon the size complementarity of preformed macrocyclic and dumbbell-shaped components. The spontaneous self-assembly of these complementary components into a rotaxane in solution can be achieved under the influence of an appropriate amount of thermal energy. The absorption spectra, luminescence properties, and electrochemical behavior of the rotaxanes and their dumbbell-shaped components have been investigated and discussed on the basis of the behavior of their chromophoric and electroactive units. Charge-transfer and energy- transfer processes between specific chromophoric subunits and unusual correlations between the redox patterns of the various compounds have been evidenced and interpreted.

Original languageEnglish (US)
Pages (from-to)4931-4951
Number of pages21
JournalJournal of the American Chemical Society
Volume118
Issue number21
DOIs
StatePublished - Jan 1 1996
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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    Ashton, P. R., Ballardini, R., Balzani, V., Belohradsky, M., Gandolfi, M. T., Philp, D., Prodi, L., Raymo, F. M., Reddington, M. V., Spencer, N., Stoddart, J. F., Venturi, M., & Williams, D. J. (1996). Self-assembly, spectroscopic, and electrochemical properties of [n]rotaxanes. Journal of the American Chemical Society, 118(21), 4931-4951. https://doi.org/10.1021/ja954334d