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Unusual Fluorescence Quenching-Based Al3+ Sensing by an Imidazolylpiperazine Derivative. β-Cyclodextrin Encapsulation-Assisted Augmented Sensing

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Abstract

We report in this paper an unusual β-cyclodextrin mediated-aluminum (III) ion sensing based on augmented quenching of fluorescence. The fluorescent sensing of metal ions by a new ligand prepared (L = 4-[{4-(1H-imidazol-1-yl)phenyl]imino}methyl]piperazine-1-carboxaldehyde) has been investigated as well as the effect of the supramolecular complex formation with β-CD. In aqueous solution, L shows an increase of fluorescence due to the interaction with β-cyclodextrin with a formation constant of 77 (± 12) M−1. The ROESY NMR spectrum clearly indicates that L is encapsulated by β-CD. Theoretical calculations show the possible structure both of the L-β-CD adduct and of the coordination mode of Al3+ ion to L. In the presence of β-CD, the piperazine adopts a distorted conformation. It leads to an enhanced Al3+ sensing by the compound in its supramolecular complexed form. The lower limit of detection of Al3+ ions is 6.00 × 10−8 mol L−1. This detection limit slightly expands for L in the presence of β-CD.

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Acknowledgements

IVMVE expresses gratitude to DAE-BRNS, India for a financial support (Grant Number: 37(2)/14/17/2018-BRNS).

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Author notes

  1. Kiruthiga Kaliyamoorthi and Sumithra Maniraj contributed equally to this work.

Authors and Affiliations

  1. Department of Chemistry, Hindustan Institute of Technology & Science (Deemed-to-be University), Kelambakkam, Chennai, Tamil Nadu, 603103, India

    Kiruthiga Kaliyamoorthi

  2. Department of Chemistry, Karunya Institute of Technology and Sciences (Deemed-to-be University), Coimbatore, Tamil Nadu, 641114, India

    Sumithra Maniraj, Tamil Selvan Govindaraj & Sivaraj Ramasamy

  3. Science and Math Program, Asian University for Women, Chittagong, 4000, Bangladesh

    Mosae Selvakumar Paulraj

  4. Centre for Nanoscience & Genomics, Karunya Institute of Technology and Sciences (Deemed-to-be University), Coimbatore, Tamil Nadu, 641114, India

    Israel VMV Enoch

  5. Polytechnic Department of Engineering, Chemistry Laboratories, University of Udine, via del Cotonificio 108, 33100, Udine, Italy

    Andrea Melchior

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  1. Kiruthiga Kaliyamoorthi
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Kaliyamoorthi, K., Maniraj, S., Govindaraj, T.S. et al. Unusual Fluorescence Quenching-Based Al3+ Sensing by an Imidazolylpiperazine Derivative. β-Cyclodextrin Encapsulation-Assisted Augmented Sensing. J Fluoresc 30, 445–453 (2020). https://doi.org/10.1007/s10895-020-02511-4

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