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An Enantiopure Hydrogen-Bonded Octameric Tube: Self-Sorting and Guest-Induced Rearrangement.

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Author

  • Dovilė Račkauskaitė
  • Rokas Gegevičius
  • Yutaka Matsuo
  • Kenneth Wärnmark
  • Edvinas Orentas

Summary, in English

The assembly of a discrete hydrogen-bonded molecular tube from eight small identical monomers is reported. Tube assembly was accomplished by means of selective heterodimerization between isocytosine and ureidopyrimidinone hydrogen-bonding motifs embedded in an enantiopure bicyclic building block, leading to the selective formation of an octameric supramolecular tube. Upon introduction of a fullerene guest molecule, the octameric tube rearranges into a tetrameric inclusion complex and the hydrogen-bonding mode is switched. The dynamic behavior of the system is further explored in solvent- and guest-responsive self-sorting experiments.

Publishing year

2016

Language

English

Pages

208-212

Publication/Series

Angewandte Chemie (International edition)

Volume

55

Issue

1

Document type

Journal article

Publisher

John Wiley & Sons Inc.

Topic

  • Organic Chemistry

Status

Published

ISBN/ISSN/Other

  • ISSN: 1521-3773