Document Type

Journal Article

Department/Unit

Department of Chemistry

Title

Revisiting the formation and tunable dissociation of a [2]Pseudorotaxane formed by slippage approach

Language

English

Abstract

© 2015 by the authors; licensee MDPI, Basel, Switzerland. A new [2]pseudorotaxane DB24C8⊃1-H•PF6 with dibenzo[24]crown-8 (DB24C8) crown ether-dibenzylammonium (1-H•PF6) binding which was formed by slippage approach at different solvents and temperature, had been isolated and characterized by NMR spectroscopy and mass spectrometry. The [2]pseudorotaxane DB24C8⊃1-H•PF6 was stable at room temperature. The dissociation rate of [2]pseudorotaxane DB24C8⊃1-H•PF6 could be tuned by using different stimuli such as triethylamine (TEA)/diisopropylethylamine (DIPEA) and dimethyl sulfoxide (DMSO). In particular, the dissociation of [2]pseudorotaxaneDB24C8⊃1-H•PF6 by an excess of TEA/DIPEA base mixture possessed a long and sustained, complete dissociation over 60 days. Other stimuli by DMSO possessed a relatively fast dissociation over 24 h.

Keywords

Crown ether, Dissociation, Rotaxane, Slippage, Thermodynamic synthesis

Publication Date

2015

Source Publication Title

International Journal of Molecular Sciences

Volume

16

Issue

4

Start Page

8254

End Page

8265

Publisher

MDPI

DOI

10.3390/ijms16048254

Link to Publisher's Edition

http://dx.doi.org/10.3390/ijms16048254

ISSN (print)

16616596

ISSN (electronic)

14220067

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