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Issue 21, 2003
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Hindered fluorescence quenching in an insulated molecular wire

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Abstract

A [3]rotaxane 212 consisting of an anionic phenylene ethynylene dumbbell 24− threaded through two cationic cyclophanes 12+ has been prepared using aqueous Glaser coupling. Stern–Volmer analysis of the fluorescence quenching using three different electron-acceptors (methyl viologen 132+, dipropyl-4,4′-bipyridinium disulfonate 14 and anthraquinone-2,6-disulfonate 152−) shows that the threaded cyclophanes inhibit electron-transfer from the excited state of the dumbbell by steric shielding, and by electrostatic shielding in the case of methyl viologen.

Graphical abstract: Hindered fluorescence quenching in an insulated molecular wire

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Publication details

The article was received on 12 Jun 2003, accepted on 18 Aug 2003 and first published on 29 Aug 2003


Article type: Paper
DOI: 10.1039/B306727K
Citation: Org. Biomol. Chem., 2003,1, 3851-3856
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    Hindered fluorescence quenching in an insulated molecular wire

    P. N. Taylor, A. J. Hagan and H. L. Anderson, Org. Biomol. Chem., 2003, 1, 3851
    DOI: 10.1039/B306727K

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