The anthracen-9-ylmethyloxy unit
|Title||The anthracen-9-ylmethyloxy unit: an underperforming motif within the fluorescent PET (Photoinduced electron transfer) sensing framework|
|Author(s)||D. C. Magri, J. F. Callan, A. P. de Silva, D. B. Fox, N. D. McClenaghan, K. R. A. S. Sandanayake|
|Journal||Journal of Fluorescence|
|Abstract||Compound 2, which was designed to act as a fluorescent sensor for calcium according to the PET (Photoinduced Electron Transfer) principle, shows a relatively small Ca2+-induced fluorescence enhancement factor (FE) of 1.8 whereas its close relative 1 is known to display a far higher FE value of 16. Though designed as fluorescent PET sensors for solvent polarity, compounds 5 and 6 also show negligible fluorescence enhancement as their environments are made progressively less polar even though their relatives 3 and 4 show limiting FE values of 53 and 3, respectively. Indeed, 3 and 4 are useful since they are fluorescent sensors for solvent polarity without being affected by Bronsted acidity. The poor sensory performance of 2, 5, and 6 relative to their cousins is attributed to the presence of an oxygen proximal to the 9-position of an anthracene unit, which opens up a CT (charge transfer) channel. Normal PET sensing service is resumed when the offending oxygen is deleted.|
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