Optical Sensing of Cesium Using 1,3-Alternate Calix[4]-mono- and Di(anthrylmethyl)aza-crown-6
Hai-Feng Ji
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
Search for more papers by this authorRobert L. Hettich
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
Search for more papers by this authorGilbert M. Brown
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
Search for more papers by this authorCorresponding Author
Reza Dabestani
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
*Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, P.O. Box 2008, MS-6100, Oak Ridge, TN 37831–6100, USA. Fax: 423–574–7596; e-mail:[email protected]Search for more papers by this authorHai-Feng Ji
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
Search for more papers by this authorRobert L. Hettich
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
Search for more papers by this authorGilbert M. Brown
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
Search for more papers by this authorCorresponding Author
Reza Dabestani
Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, USA
*Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, P.O. Box 2008, MS-6100, Oak Ridge, TN 37831–6100, USA. Fax: 423–574–7596; e-mail:[email protected]Search for more papers by this authorAbstract
We have synthesized two derivatives of alkylanthracene covalently bonded to 1,3-alternate calix[4]aza-crown-6 at the nitrogen position to study the effect of alkali metal ion complexation on the emission properties of anthracene fluorophore. The mono- and dianthryl-substituted probes are weakly fluorescent because their emission is partially quenched by photoinduced electron transfer (PET) from the nitrogen lone pair to the excited singlet state of anthracene. Upon complexation of alkali metal ions (e.g. K+, Cs+) by the crown moiety, the nitrogen lone pair can no longer participate in the PET process causing an enhancement in the emission of anthracene fluorophore (fluorescent turn on). The maximum fluorescence enhancement observed upon complexation of cesium ions by mono- and dianthryl-substituted calix[4]aza-crown-6 relative to the uncomplexed form was 8.5- and 11.6-fold, respectively.
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