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 anthracenegroups, 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.
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This paper was published as part of the themed issue in honour of Nicholas Turro.
Electronic supplementary information (ESI) available: UV/VIS spectra of 1 and 2 in cyclohexane and 1H NMR spectrum of 1. See DOI:10.1039/b807700b/
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Schäfer, C., Strübe, F., Bringmann, S. et al. Photocyclizable resorcin[4]arene dimers. Photochem Photobiol Sci 7, 1457–1462 (2008). https://doi.org/10.1039/b807700b
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DOI: https://doi.org/10.1039/b807700b