Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality

Five novel hydrazones derived from substituted isatins were synthesized as potential anion sensors. Using UV-VIS, FTIR, NMR and fluorescence spectroscopy, these compounds’ tautomeric equilibrium and Z-E photoisomerization were studied in DMF and CHCl(3), depending on the hydrazone concentrations, th...

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Autores principales: Tisovský, Pavol, Horváth, Miroslav, Csicsai, Klaudia, Donovalová, Jana, Filo, Juraj, Cigáň, Marek, Sokolík, Róbert, Addová, Gabriela, Gáplovský, Anton
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6385022/
https://www.ncbi.nlm.nih.gov/pubmed/30678292
http://dx.doi.org/10.3390/molecules24030397
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author Tisovský, Pavol
Horváth, Miroslav
Csicsai, Klaudia
Donovalová, Jana
Filo, Juraj
Cigáň, Marek
Sokolík, Róbert
Addová, Gabriela
Gáplovský, Anton
author_facet Tisovský, Pavol
Horváth, Miroslav
Csicsai, Klaudia
Donovalová, Jana
Filo, Juraj
Cigáň, Marek
Sokolík, Róbert
Addová, Gabriela
Gáplovský, Anton
author_sort Tisovský, Pavol
collection PubMed
description Five novel hydrazones derived from substituted isatins were synthesized as potential anion sensors. Using UV-VIS, FTIR, NMR and fluorescence spectroscopy, these compounds’ tautomeric equilibrium and Z-E photoisomerization were studied in DMF and CHCl(3), depending on the hydrazone concentrations, the presence of basic anions and light stimulation. Anion recognition aspects (PF(6)(−), HSO(4)(−), Br(−), Cl(−), NO(3)(−), F(−) and CH(3)COO(−)) and these receptors’ detection limits were also studied. We also tested the light-stimulated ON-OFF functionality of these compounds in the presence or absence of these anions.
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spelling pubmed-63850222019-02-23 Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality Tisovský, Pavol Horváth, Miroslav Csicsai, Klaudia Donovalová, Jana Filo, Juraj Cigáň, Marek Sokolík, Róbert Addová, Gabriela Gáplovský, Anton Molecules Article Five novel hydrazones derived from substituted isatins were synthesized as potential anion sensors. Using UV-VIS, FTIR, NMR and fluorescence spectroscopy, these compounds’ tautomeric equilibrium and Z-E photoisomerization were studied in DMF and CHCl(3), depending on the hydrazone concentrations, the presence of basic anions and light stimulation. Anion recognition aspects (PF(6)(−), HSO(4)(−), Br(−), Cl(−), NO(3)(−), F(−) and CH(3)COO(−)) and these receptors’ detection limits were also studied. We also tested the light-stimulated ON-OFF functionality of these compounds in the presence or absence of these anions. MDPI 2019-01-22 /pmc/articles/PMC6385022/ /pubmed/30678292 http://dx.doi.org/10.3390/molecules24030397 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Tisovský, Pavol
Horváth, Miroslav
Csicsai, Klaudia
Donovalová, Jana
Filo, Juraj
Cigáň, Marek
Sokolík, Róbert
Addová, Gabriela
Gáplovský, Anton
Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality
title Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality
title_full Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality
title_fullStr Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality
title_full_unstemmed Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality
title_short Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality
title_sort isatin-1,8-naphthalimide hydrazones: a study of their sensor and on/off functionality
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6385022/
https://www.ncbi.nlm.nih.gov/pubmed/30678292
http://dx.doi.org/10.3390/molecules24030397
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