Redox-controlled selective docking in a [2]catenane host

Gokhan Barin, Marco Frasconi, Scott M. Dyar, Julien Iehl, Onur Buyukcakir, Amy A. Sarjeant, Raanan Carmieli, Ali Coskun, Michael R. Wasielewski, J. Fraser Stoddart

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21 Citations (Scopus)

Abstract

The docking by neutral and charged guests selectively in two geometrically different binding pockets in a dynamic [2]catenane host is demonstrated in the solid state by manipulating its redox chemistry. The change in redox properties, not only alters the affinity of the host toward neutral and charged guests, but it also induces a profound change in the geometry of the host to accommodate them. X-ray crystallography, performed on the two different 1:1 complexes, demonstrates unambiguously the fact that the [2]catenane host provides a uniquely different binding pocket wherein a methyl viologen dication is stabilized by interacting with a bipyridinium radical cation, despite the presence of Coulombic repulsions.

Original languageEnglish
Pages (from-to)2466-2469
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number7
DOIs
Publication statusPublished - Feb 20 2013

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ASJC Scopus subject areas

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

Cite this

Barin, G., Frasconi, M., Dyar, S. M., Iehl, J., Buyukcakir, O., Sarjeant, A. A., Carmieli, R., Coskun, A., Wasielewski, M. R., & Stoddart, J. F. (2013). Redox-controlled selective docking in a [2]catenane host. Journal of the American Chemical Society, 135(7), 2466-2469. https://doi.org/10.1021/ja3125004