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Issue 12, 2008
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Photocyclizable resorcin[4]arene dimers

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Abstract

The synthesis of covalently linked dimers, containing two resorcin[4]arene moieties connected over two 9,10-functionalized anthracene units, is reported. Besides the synthetic route, which involves for example the formation of anthracene-9,10-dialkanols (4 and 5), and characterization of the compounds, the photochemical properties, introduced through the anthracene groups, were investigated by means of UV/VIS spectroscopy. Both resorcin[4]arene dimers (1 and 2) were able to undergo an intramolecular [4 + 4] cycloaddition, therefore changing the size of the inner cavity. Unfortunately, the back reaction, which was expected to take place on irradiation below 300 nm or upon heating, was not observed yet and will be the focus of our future work.

Graphical abstract: Photocyclizable resorcin[4]arene dimers

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Publication details

The article was received on 07 May 2008, accepted on 28 Jul 2008 and first published on 06 Aug 2008


Article type: Paper
DOI: 10.1039/B807700B
Citation: Photochem. Photobiol. Sci., 2008,7, 1457-1462
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    Photocyclizable resorcin[4]arene dimers

    C. Schäfer, F. Strübe, S. Bringmann and J. Mattay, Photochem. Photobiol. Sci., 2008, 7, 1457
    DOI: 10.1039/B807700B

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