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Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism

A library of β-enamino diketones was prepared via base-mediated, three-component reaction of 4-hydroxycoumarins with various aromatic/aliphatic amines and β-nitrostyrenes under microwave irradiation conditions to investigate their photochemical properties. Among the prepared compounds, a thiophene d...

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Autores principales: Manjappa, Kiran B., Fan, Sheng-Chieh, Yang, Ding-Yah
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10661371/
https://www.ncbi.nlm.nih.gov/pubmed/38025049
http://dx.doi.org/10.3389/fchem.2023.1295347
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author Manjappa, Kiran B.
Fan, Sheng-Chieh
Yang, Ding-Yah
author_facet Manjappa, Kiran B.
Fan, Sheng-Chieh
Yang, Ding-Yah
author_sort Manjappa, Kiran B.
collection PubMed
description A library of β-enamino diketones was prepared via base-mediated, three-component reaction of 4-hydroxycoumarins with various aromatic/aliphatic amines and β-nitrostyrenes under microwave irradiation conditions to investigate their photochemical properties. Among the prepared compounds, a thiophene derived β-enamino diketone was found to be light-sensitive and to exhibit unique photochromic behavior, that is, positive photochromism in solution and negative photochromism in crystalline phase. In addition, this prepared photochromic compound was further covalently linked to a structure-related, piezochromic β-enamino diketone moiety to explore its potential multi-stimuli responsive properties.
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spelling pubmed-106613712023-01-01 Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism Manjappa, Kiran B. Fan, Sheng-Chieh Yang, Ding-Yah Front Chem Chemistry A library of β-enamino diketones was prepared via base-mediated, three-component reaction of 4-hydroxycoumarins with various aromatic/aliphatic amines and β-nitrostyrenes under microwave irradiation conditions to investigate their photochemical properties. Among the prepared compounds, a thiophene derived β-enamino diketone was found to be light-sensitive and to exhibit unique photochromic behavior, that is, positive photochromism in solution and negative photochromism in crystalline phase. In addition, this prepared photochromic compound was further covalently linked to a structure-related, piezochromic β-enamino diketone moiety to explore its potential multi-stimuli responsive properties. Frontiers Media S.A. 2023-11-07 /pmc/articles/PMC10661371/ /pubmed/38025049 http://dx.doi.org/10.3389/fchem.2023.1295347 Text en Copyright © 2023 Manjappa, Fan and Yang. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Manjappa, Kiran B.
Fan, Sheng-Chieh
Yang, Ding-Yah
Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism
title Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism
title_full Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism
title_fullStr Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism
title_full_unstemmed Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism
title_short Structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism
title_sort structural tuning of β-enamino diketones: exploration of solution and crystalline state photochromism
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10661371/
https://www.ncbi.nlm.nih.gov/pubmed/38025049
http://dx.doi.org/10.3389/fchem.2023.1295347
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