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Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions

The subject of this work was the study of thermally and photochemically stimulated Z ↔ E isomerization and hydrazo ↔ azo tautomerism of Z- and E-isomers of isatin arylhydrazones and ((arylamino)methylene)indolin-2-ones and their anions. Using NMR, UV-Vis spectroscopy, kinetic measurements, and HPLC,...

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Autores principales: Tisovský, Pavol, Csicsai, Klaudia, Donovalová, Jana, Šandrik, Róbert, Sokolík, Róbert, Gáplovský, Anton
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7412119/
https://www.ncbi.nlm.nih.gov/pubmed/32640761
http://dx.doi.org/10.3390/molecules25133082
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author Tisovský, Pavol
Csicsai, Klaudia
Donovalová, Jana
Šandrik, Róbert
Sokolík, Róbert
Gáplovský, Anton
author_facet Tisovský, Pavol
Csicsai, Klaudia
Donovalová, Jana
Šandrik, Róbert
Sokolík, Róbert
Gáplovský, Anton
author_sort Tisovský, Pavol
collection PubMed
description The subject of this work was the study of thermally and photochemically stimulated Z ↔ E isomerization and hydrazo ↔ azo tautomerism of Z- and E-isomers of isatin arylhydrazones and ((arylamino)methylene)indolin-2-ones and their anions. Using NMR, UV-Vis spectroscopy, kinetic measurements, and HPLC, we studied the relationship of structure, (Z- and E-isomers), of these compounds and hydrazo=azo tautomerism. The ON/OFF functionality of these compounds and their anions using light to stimulate switching between ON and OFF states was investigated. We pointed out the characterization of the effect of =N- and =CH- structural fragments and aryl structure on ON and OFF states of isatin arylhydrazones and ((arylamino)methylene)indolin-2-ones.
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spelling pubmed-74121192020-08-25 Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions Tisovský, Pavol Csicsai, Klaudia Donovalová, Jana Šandrik, Róbert Sokolík, Róbert Gáplovský, Anton Molecules Article The subject of this work was the study of thermally and photochemically stimulated Z ↔ E isomerization and hydrazo ↔ azo tautomerism of Z- and E-isomers of isatin arylhydrazones and ((arylamino)methylene)indolin-2-ones and their anions. Using NMR, UV-Vis spectroscopy, kinetic measurements, and HPLC, we studied the relationship of structure, (Z- and E-isomers), of these compounds and hydrazo=azo tautomerism. The ON/OFF functionality of these compounds and their anions using light to stimulate switching between ON and OFF states was investigated. We pointed out the characterization of the effect of =N- and =CH- structural fragments and aryl structure on ON and OFF states of isatin arylhydrazones and ((arylamino)methylene)indolin-2-ones. MDPI 2020-07-06 /pmc/articles/PMC7412119/ /pubmed/32640761 http://dx.doi.org/10.3390/molecules25133082 Text en © 2020 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
Csicsai, Klaudia
Donovalová, Jana
Šandrik, Róbert
Sokolík, Róbert
Gáplovský, Anton
Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions
title Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions
title_full Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions
title_fullStr Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions
title_full_unstemmed Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions
title_short Effect of a =X-NH-Fragment, (X = C, N), on Z/E Isomerization and ON/OFF Functionality of Isatin Arylhydrazones, ((Arylamino)Methylene)Indolin-2-Ones and Their Anions
title_sort effect of a =x-nh-fragment, (x = c, n), on z/e isomerization and on/off functionality of isatin arylhydrazones, ((arylamino)methylene)indolin-2-ones and their anions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7412119/
https://www.ncbi.nlm.nih.gov/pubmed/32640761
http://dx.doi.org/10.3390/molecules25133082
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