Autor segons l'article: Ashraf, Abida; Khizar, Misbah; Islam, Muhammad; Hameed, Abdul; Moin, Syed Tarique; Yaqub, Muhammad; Rauf, Waqar; Naseer, Muhammad Moazzam; Ahsan, Muhammad Tayyeb; Shafiq, Zahid; Hussain, Javid; Al-Harrasi, Ahmed; Boque, Ricard; Jabeen, Farah; Mabood, Fazal;
Departament: Química Analítica i Química Orgànica
Autor/s de la URV: Boqué Martí, Ricard
Paraules clau: “turn off” fluorescent Turn off fluorescent Substituent effect Sensor Selective detection Recognition Receptor Pyridopyrimidines Naked-eye detection Molecule Fluoride-ion Fluoride ion sensors Colorimetric Chemistry Binding Ability
Resum: The synthesis of 2-hydroxybenzoyl pyridopyrimidines (M1-M4) has been carried out with 3-formyl chrome derivatives and 6-amino-1-methyluracil to employ them as anion chemosensors. Pyridopyrimidine-based compounds were studied as colorimetric and fluorescent receptors for anion sensing. The observations with naked eye and the data obtained by UV-visible, fluorescence and H-1 NMR spectroscopy demonstrated selectivity for fluoride, acetate and cyanides among the pool of different anions. However, the spectral data involving fluoride anion showed particularly sharp and strong interactions. In sensing process, the binding of pyridopyrimidine amino (NH) and hydroxyl groups (OH) via hydrogen bonding F center dot center dot center dot center dot H-N/-O induced the colorimetric and turn off fluorescent response. The binding mode of action was further studied by H-1 NMR titrations that supported gradual deprotonation mechanism. The fluoride ion detection limit was in the range of 3.51 x 10(-8) M to 1.77 x 10(-6) M for probes M1-M4 and were lower than the maximum permissible concentration of F- ion in drinking water (5.3 x 10(-3) M) set by World Health Organization (WHO) that was found to be influenced by the nature of aromatic substituents. Theoretical study of receptor interactions with fluoride anion via O-H and N-H groups was also carried out at the quantum mechanical level. (C) 2019 Elsevier Ltd. All rights reserved.
Àrees temàtiques: Statistics and probability Química Psicología Medicina iii Materiais Interdisciplinar Instruments & instrumentation Instrumentation Geociências Farmacia Engineering, multidisciplinary Engenharias iv Engenharias iii Engenharias ii Electrical and electronic engineering Education Condensed matter physics Ciências biológicas ii Ciências ambientais Ciência da computação Biotecnología Astronomia / física Applied mathematics Administração pública e de empresas, ciências contábeis e turismo
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 02632241
Adreça de correu electrònic de l'autor: ricard.boque@urv.cat
Identificador de l'autor: 0000-0001-7311-4824
Data d'alta del registre: 2023-02-22
Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
Enllaç font original: https://www.sciencedirect.com/science/article/abs/pii/S0263224119311315
Referència a l'article segons font original: Measurement. 151 (107267):
Referència de l'ítem segons les normes APA: Ashraf, Abida; Khizar, Misbah; Islam, Muhammad; Hameed, Abdul; Moin, Syed Tarique; Yaqub, Muhammad; Rauf, Waqar; Naseer, Muhammad Moazzam; Ahsan, Muha (2020). Synthesis of sensitive novel dual Signaling pyridopyrimidine-based fluorescent "turn off" chemosensors for anions determination. Measurement, 151(107267), -. DOI: 10.1016/j.measurement.2019.107267
URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
DOI de l'article: 10.1016/j.measurement.2019.107267
Entitat: Universitat Rovira i Virgili
Any de publicació de la revista: 2020
Tipus de publicació: Journal Publications
Repositori URV