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Int. J. Mol. Sci. 2015, 16(4), 8254-8265; doi:10.3390/ijms16048254

Revisiting the Formation and Tunable Dissociation of a [2]Pseudorotaxane Formed by Slippage Approach

1
Department of Chemistry and Institute of Creativity, The Hong Kong Baptist University, Kowloon Tong, Kowloon, Hong Kong, China
2
Institute of Molecular Functional Materials, University Grants Committee, Hong Kong, China
3
Department of Chemistry, The Chinese University of Hong Kong, Shatin, NT, Hong Kong, China
*
Author to whom correspondence should be addressed.
Received: 26 March 2015 / Revised: 9 April 2015 / Accepted: 10 April 2015 / Published: 13 April 2015
(This article belongs to the Special Issue Supramolecular Interactions)
View Full-Text   |   Download PDF [1857 KB, uploaded 13 April 2015]   |  

Abstract

A new [2]pseudorotaxane DB24C8É1-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 DB24C8É1-H·PF6 was stable at room temperature. The dissociation rate of [2]pseudorotaxane DB24C8É1-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]pseudorotaxane DB24C8É1-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. View Full-Text
Keywords: rotaxane; thermodynamic synthesis; dissociation; slippage; crown ether rotaxane; thermodynamic synthesis; dissociation; slippage; crown ether
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MDPI and ACS Style

Leung, K.C.-F.; Lau, K.-N.; Wong, W.-Y. Revisiting the Formation and Tunable Dissociation of a [2]Pseudorotaxane Formed by Slippage Approach. Int. J. Mol. Sci. 2015, 16, 8254-8265.

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