Related Experiment Video
Updated: Sep 23, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Acridinedione as selective flouride ion chemosensor: a detailed spectroscopic and quantum mechanical investigation
Nafees Iqbal1, Syed Abid Ali1, Iqra Munir1
1H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi Karachi-75270 Pakistan abdul_hameed8@hotmail.com abdul_hameed@iccs.edu +92-21-3481901 +92-21-99261701-2.
Abstract:
The use of small molecules as chemosensors for ion detection is rapidly gaining popularity by virtue of the advantages it offers over traditional ion sensing methods. Herein we have synthesized a series of acridine(1,8)diones (7a-7l) and explored them for their potential to act as chemosensors for the detection of various anions such as fluoride (F-), acetate (OAc-), bromide (Br-), iodide (I-), bisulfate (HSO4 -), chlorate (ClO3 -), perchlorate (ClO4 -), cyanide (CN-), and thiocyanate (SCN-). Acridinediones were found to be highly selective chemosensors for fluoride ions only. To investigate in detail the mechanism of selective fluoride ion sensing, detailed spectroscopic studies were carried out using UV-visible, fluorescence and 1H NMR spectroscopy. Fluoride mediated (NH) proton abstraction of acridinedione was found to be responsible for the observed selective fluoride ion sensing. Quantum mechanical computational studies, using time dependent density functional theory (TDDFT) were also carried out, whereupon comparison of acridinedione interaction with fluoride and acetate ions explained the acridinedione selectivity for the detection of fluoride anions. Our results provide ample evidence and rationale for further modulation and exploration of acridinediones as non-invasive chemosensors for fluoride ion detection in a variety of sample types.
More Related Videos
09:46Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
08:54Vibrational Spectra of a N719-Chromophore/Titania Interface from Empirical-Potential Molecular-Dynamics Simulation, Solvated by a Room Temperature Ionic Liquid
Published on: January 25, 2020
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Atomic Fluorescence Spectroscopy
Photoluminescence: Applications
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Crystal Field Theory - Octahedral Complexes
To explain the observed behavior of transition metal complexes (such as colors), a model involving electrostatic interactions between the electrons from the ligands and the electrons in the unhybridized d orbitals of the central metal atom has been developed. This electrostatic model is crystal field theory (CFT). It helps to understand, interpret, and predict the colors, magnetic behavior, and some structures of coordination compounds of transition metals.
CFT focuses on...
Aryldiazonium Salts to Azo Dyes: Diazo Coupling