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Issue 13, 2011
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Studies on [3]pseudorotaxane formation from a bis-azacrown derivative as host and imidazolium ion-derivatives as guest

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Abstract

A new host molecule, having two azacrown derivatives bridged by luminescent naphthalene diimide functionality, is found to form a [3]pseudorotaxane derivative with imidazolim ion-based guest molecules in non-polar solvents through hydrogen-bonded adduct formation. Depending upon the length of the covalent linker that links the imidazolium ion and the luminescent naphthalene fragment in the guests, the [3]pseudorotaxane adducts adopt different conformation or orientation with varying π–π/donor–acceptor interaction. The mechanism for the naphthalene-based luminescence quenching by NDI fragment on adduct formation was found to be a combination of static, as well as dynamic with static quenching as the dominant one.

Graphical abstract: Studies on [3]pseudorotaxane formation from a bis-azacrown derivative as host and imidazolium ion-derivatives as guest

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Supplementary files

Article information


Submitted
02 Dec 2010
Accepted
01 Mar 2011
First published
03 Mar 2011

Org. Biomol. Chem., 2011,9, 4811-4817
Article type
Paper

Studies on [3]pseudorotaxane formation from a bis-azacrown derivative as host and imidazolium ion-derivatives as guest

A. K. Mandal, M. Suresh and A. Das, Org. Biomol. Chem., 2011, 9, 4811
DOI: 10.1039/C0OB01106A

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