Exploration of ESIPT in 4,6‐<i>O</i>‐Ethylidene‐<i>N</i>‐(2‐hydroxybenzylidene)‐β‐D‐glucopyranosylamine and Its Application in Selective Turn‐on Response Toward Lu(III) ion
4,6-O-Ethylidene-N-(2-hydroxybenzylidene)-β-D-glucopyranosylamine (PL1) exhibits excited state intramolecular proton transfer (ESIPT) mechanism, which has been established by experimental and theoretical calculations. Further, PL1 selectively interacts with Lu<sup>3+</sup> ion yielding a turn-on response in methanol, where the emission intensity of the former enhances (~15 fold) after metal ion interaction. The complexation has been investigated using various analytical tools like UV-visible absorption/emission, nuclear magnetic resonance spectroscopy and lifetime studies. The relative quantum yield of PL1 (0.0043) enhances to 0.1025 upon interaction with the Lu<sup>3+</sup> ion. The studies on stoichiometry by Job's plot, ESI mass spectrometry and density functional theory calculations revealed the ligand-to-metal interaction in 2 : 1 ratio.
Authors
- Ajay K. Sah (ORCID: https://orcid.org/0000-0001-7889-5447)
- Vimal Kumar Madduluri
- Santosh Kumar Mishra (ORCID: https://orcid.org/0000-0001-7462-0737)
- Parmeshthi Parikh
- Anuvasita Parikh
Institutions
- Birla Institute of Technology and Science, Pilani (IN)
Publication Details
- Journal
- Chemistry - An Asian Journal
- Published
- 2025-03-11
- DOI
- https://doi.org/10.1002/asia.202401432
- Primary Topic
- Lanthanide and Transition Metal Complexes
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Birla Institute of Technology and Science, Pilani