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

Račkauskaitė, Dovilė; Gegevičius, Rokas; Matsuo, Yutaka; Wärnmark, Kenneth LU and Orentas, Edvinas (2016) In Angewandte Chemie (International edition) 55(1). p.208-212
Abstract
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.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Angewandte Chemie (International edition)
volume
55
issue
1
pages
208 - 212
publisher
John Wiley & Sons
external identifiers
  • pmid:26537418
  • wos:000368065300020
  • scopus:84955176638
ISSN
1521-3773
DOI
10.1002/anie.201508362
language
English
LU publication?
yes
id
c6b68a6a-b994-44e2-9fd9-5f15e07ab160 (old id 8243119)
date added to LUP
2015-12-08 10:17:46
date last changed
2017-07-30 03:18:25
@article{c6b68a6a-b994-44e2-9fd9-5f15e07ab160,
  abstract     = {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.},
  author       = {Račkauskaitė, Dovilė and Gegevičius, Rokas and Matsuo, Yutaka and Wärnmark, Kenneth and Orentas, Edvinas},
  issn         = {1521-3773},
  language     = {eng},
  number       = {1},
  pages        = {208--212},
  publisher    = {John Wiley & Sons},
  series       = {Angewandte Chemie (International edition)},
  title        = {An Enantiopure Hydrogen-Bonded Octameric Tube: Self-Sorting and Guest-Induced Rearrangement.},
  url          = {http://dx.doi.org/10.1002/anie.201508362},
  volume       = {55},
  year         = {2016},
}