ÜMİT İŞCİ, YUNUS ZORLU, FABIENNE DUMOULIN

Fluorescent mono- and tetra-dansylated cavitands: synthesis and acid sensitivity

Two fluorescent tetra- and mono-dansylated resorcinarene cavitands were prepared and fully characterized. The X-ray structure of mono-dansylated resorcinarene cavitand was obtained. Their intrinsic absorption and fluorescence properties were studied. These properties were strongly sensitive to the presence of perchloric acid, as evidenced by the appearance of isobestic points upon protonation of the dansyl dimethylamino functions. The decreasing of the fluorescence emission intensity upon titration with perchloric acid was explained by the excited state interactions between the dansyl groups of the resorcinarene. Fluorescence quantum yields (\Phi _F) of mono- and tetra-dansylated cavitands and the reference compound were determined using dansyl chloride as reference in acetonitrile.

Anahtar Kelimeler:

Resorcinarene, cavitand, dansyl, fluorescence, acid sensor

Fluorescent mono- and tetra-dansylated cavitands: synthesis and acid sensitivity

Keywords:

Resorcinarene, cavitand, dansyl, fluorescence, acid sensor,

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Preparation of mono-dansylated resorcinarene cavitand 5
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X -ray data collection and structure refinement
Single crystal X -ray diffraction analysis was carried out on a Bruker APEX II QUAZAR three-circle diffractome- ter with monochromatized Mo KαX -radiation ( λ = 0.71073 ˚
A) and Uiso(H) (in the range 1.2–1.5 times Ueqof the parent atom), after which the positions were refined with riding constraints. The crystals available for X -ray structural analysis were of quite poor quality and weak scatterers at high resolution (≈1.00 ˚
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