Eugenol, popularly known as Clove oil, has been treated as an important natural ingredient from ancient times due to its versatile pharmacological properties. Till date use of derivatives of clove oil as chemosensor for recognition of metal ions has been unexplored. Here, an eugenol-rhodamine based dual sensor (colorimetric and fluorometric), H3L has been synthesized via condensation reaction between N-(rhodamine-6G)lactam-hydrazine and eugenol-5-aldehyde which selectively detect Al3+ in HEPES buffer at pH = 7.4 (MeOH:H2O, 9:1, (v/v)). Crystal structure of chemosensor (H3L) validates Schiff base condensation reaction and formation of closed spirolactam ring. Upon excitation at 500 nm H3L generates pink coloration and strong fluorescence enhancement (~138 times at 552 nm) in presence of Al3+. 1:1 H3L, metal ion binding stoichiometry has been established using ESI-MS value, NMR, IR spectroscopic data. Strong association constant (2.01 × 105 M‒1) and low value of limit of detection (LOD) (2.82 × 10‒6 M) of H3L against Al3+ permit us to use it in practical applications and cell imaging study. Furthermore, theoretical calculations are performed to support fluorescence enhancement mechanism and metal-chemosensor coordination.
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