Active Hydrogen Free, Z-Isomer Selective Isatin Derived "Turn on" Fluorescent Dual Anions Sensor.

Autor: Shenbagapushpam M; Department of Chemistry, Thiagarajar College (Affiliated to Madurai Kamaraj University), Madurai, Tamil Nadu, India.; Department of Chemistry, Mannar Thirumalai Naicker College, Madurai, Tamil Nadu, India., Ashwin BCMA; Department of Chemistry, Pioneer Kumarasamy College, Nagercoil, Tamil Nadu, India., Mareeswaran PM; Department of Chemistry, College of Engineering, Anna University, Chennai, Tamil Nadu, India., Yuvaraj P; Advanced Materials Group, Materials Sciences and Technology Division, CSIR-North East Institute of Science & Technology, Jorhat, Assam, 785006, India., Kodirajan S; Department of Chemistry, Thiagarajar College (Affiliated to Madurai Kamaraj University), Madurai, Tamil Nadu, India. selvaramkumar@gmail.com.
Jazyk: angličtina
Zdroj: Journal of fluorescence [J Fluoresc] 2024 Jun 19. Date of Electronic Publication: 2024 Jun 19.
DOI: 10.1007/s10895-024-03762-1
Abstrakt: An efficient and anions fluorescence "on-off" sensor of 1-(prop-2-yn-1-yl)-3-(quinolin-3-ylimino)indolin-2-one (PQI) has been developed for the selective sensing of dual anions of F - and NO 3 - ions in aqueous medium. Active hydrogen and Lewis acidic binding sites free, Z- isomer of isatin based π-conjugated quinoline exhibited excellent sensing activity against F - and NO 3 - ions in UV light. The fluorescence turns on the process accomplished via the PET "on-off" mechanism. The interaction between probe molecule and anions is thought to be a non-covalent interaction of the low electron density covalently bonded N-methylene moiety of propargyl isatin (-N-CH 2 -) of probe molecule with F - ion and the terminal acidic proton of propargyl group of isatin (-C≡C-H) with NO 3 - ions. The modes of anions binding with PQI and plausible mechanisms are proposed by 1 H and 13 C NMR titrations. The selectivity of anions sensing may be offered by the bucked structure of the Z-isomer. The calculated association constant values for PQI and F - and NO 3 - are ions 2.5 × 10 4  M -1 and 2.2 × 10 3  M -1 , respectively, indicating strong binding interaction between the PQI and anions. The association nature of anions and probes was analyzed by a Jobs plot and the finding indicates both F - and NO 3 - ions are in 1:1 complexation with PQI. The limit of detection (LOD) of the probe with F - and NO 3 - ions is calculated and is to be 6.91 × 10 -7  M and 9.93 × 10 -7  M, respectively. The proposed PQI fluorophore possesses a low limit of detection (LOD) for both F - and NO 3 - ions which is within the WHO prescribed detection limit.
(© 2024. The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.)
Databáze: MEDLINE
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