Assembly of [2]Rotaxanes in Water

Aeschi, Yves and Drayss-Orth, Sylvie and Valasek, Michal and Raps, Felix and Haussinger, Daniel and Mayor, Marcel. (2017) Assembly of [2]Rotaxanes in Water. European Journal of Organic Chemistry, 2017 (28). pp. 4091-4103.

Full text not available from this repository.

Official URL: https://edoc.unibas.ch/63278/

Downloads: Statistics Overview


Two [2]rotaxanes have been assembled in water from modular subunits through Cu-I-catalyzed azide-alkyne click chemistry. For this purpose, 2,6-disubstituted naphthalene axles with solubilizing oligo(ethylene glycol) (OEG) chains (n = 1-5) and propargyl terminal groups were synthesized and examined for their propensity to form inclusion complexes with a dicationic Diederich-type cyclophane host. The dependence of pseudorotaxane formation on the linkers between the naphthalene core and OEG chains, and in the case of ester linkers on different spacer lengths, was analyzed by titration experiments. In addition, the inclusion complexes of two [2]rotaxanes were trapped by using a water-soluble azide-functionalized stopper. Repetitive chromatography finally enabled the isolation of both mechanically interlocked [2]rotaxanes.
Faculties and Departments:05 Faculty of Science > Departement Chemie
05 Faculty of Science > Departement Chemie > Chemie > Molecular Devices and Materials (Mayor)
05 Faculty of Science > Departement Chemie > Chemie > Nuclear Magnetic Resonance (Häussinger)
UniBasel Contributors:Mayor, Marcel and Drayss-Orth, Sylvie Carolin and Raps, Felix and Aeschi, Yves and Häussinger, Daniel
Item Type:Article, refereed
Article Subtype:Research Article
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:16 Apr 2018 08:26
Deposited On:16 Apr 2018 08:26

Repository Staff Only: item control page