Calix[4]arene-based, Hg2+ -induced intramolecular fluorescence resonance energy transfer chemosensor

Amel Ben Othman, Jeong Won Lee, Jia-Sheng Wu, Jong Seung Kim, Rym Abidi, Pierre Thuéry, Jean Marc Strub, Alain Van Dorsselaer, Jacques Vicens
Journal of Organic Chemistry 2007 September 28, 72 (20): 7634-40
A novel calix[4]arene-based chemosensor 1 based on Hg2+-induced fluorescence resonance energy transfer (FRET) was synthesized, and its sensing behavior toward metal ions was investigated by UV/vis and fluorescence spectroscopies. Addition of Hg2+ to a CH3CN solution of 1 gave a significantly enhanced fluorescence at approximately 575 nm via energy transfer (FRET-ON) from the pyrenyl excimer to a ring-opened rhodamine moiety. In contrast, addition of Al3+ induced a distinct increase of pyrenyl excimer emission ( approximately 475 nm), while no obvious FRET-ON phenomenon was observed. Different binding behaviors of 1 toward Hg2+ and Al3+ were also proposed for the interesting observation.

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