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Slow Formation of Pseudorotaxanes in Water

Aeschi, Yves and Jucker, Laurent and Haeussinger, Daniel and Mayor, Marcel. (2019) Slow Formation of Pseudorotaxanes in Water. European Journal of Organic Chemistry, 2019 (21). pp. 3384-3390.

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Official URL: https://edoc.unibas.ch/75521/

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Abstract

The synthesis of two water-soluble oligophenylene-ethynylene (OPE)-rods with substituted iso- and terephthalate end groups is presented. Both undergo slow association with a Diederich-type cyclophane in aqueous solution. Formation of [2]pseudorotaxanes occurs with reaction half-lives of several hours. Characterization of the supermolecules by 1H-NMR spectroscopy reveals a high thermodynamic stability and kinetic inertness of the pseudorotaxanes. The phthalate precursors are functionalized with peripheral azide groups, which make them modular precursors for construction of mechanically interlocked molecules in water.
Faculties and Departments: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 Aeschi, Yves and Jucker, Laurent and Häussinger, Daniel
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:1434-193X
e-ISSN:1099-0690
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
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Last Modified:04 Mar 2020 14:39
Deposited On:21 Feb 2020 11:56

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