Triazole-appended pyrano[2,3-c]pyrazolone based colorimetric chemosensors for recognition of Fe3+ ions and their molecular logic gate behavior
| Autor: | C. N. Ramachandran, Harshita Jain, Rakesh Kumar, Ankita Joshi, Nidhi Deswal |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Chemistry
Molecular logic gate General Chemical Engineering Metal ions in aqueous solution 010401 analytical chemistry General Engineering Pyrazolone Triazole 02 engineering and technology 021001 nanoscience & nanotechnology 01 natural sciences Binding constant Combinatorial chemistry 0104 chemical sciences Analytical Chemistry chemistry.chemical_compound medicine Proton NMR Naked eye 0210 nano-technology Selectivity medicine.drug |
| Zdroj: | Analytical Methods. 11:3230-3243 |
| ISSN: | 1759-9679 1759-9660 |
| DOI: | 10.1039/c9ay00515c |
| Popis: | Herein, two new triazole-appended pyrano[2,3-c]pyrazolone based colorimetric chemosensors (4a and 4b) have been designed and synthesized by a click-chemistry approach for recognition of Fe3+ and H2PO4− ions. The chemosensors (4a and 4b) display excellent selectivity for Fe3+ ions in the presence of competitive metal ions with an instantaneous change in color that is perceptible to the naked eye. The selectivity and sensitivity of 4a and 4b were investigated through colorimetric and UV-vis studies in a mixed aqueous medium (MeOH/H2O (8 : 2, v/v)). The binding constant (Ka) of chemosensor 4b for binding Fe3+ ions was determined to be 1.27 × 103 M−1 which is higher than that of chemosensor 4a (Ka = 5.9 × 102 M−1). The binding mechanisms of 4a and 4b were investigated by 1H NMR, FT-IR, HR-MS and UV-vis spectroscopy which were further supported by DFT studies. Moreover, 4a-Fe3+ and 4b-Fe3+ complexes were found to respond to H2PO4− ions out of all other competitive anions. The chemosensor 4b was also found to be reversible for 4 cycles. Furthermore, the reversible colorimetric changes observed upon addition of Fe3+ and H2PO4− ions to 4b were found to mimic an ‘INHIBIT’ molecular logic gate. The practical application of chemosensor 4b was also demonstrated successfully by evaluating the capability of the chemosensor to detect Fe3+ ions in real samples. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|