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


ABSTRACT: 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.

SUBMITTER: Manjappa KB 

PROVIDER: S-EPMC10661371 | biostudies-literature | 2023

REPOSITORIES: biostudies-literature

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

Manjappa Kiran B KB   Fan Sheng-Chieh SC   Yang Ding-Yah DY  

Frontiers in chemistry 20231107


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 a  ...[more]

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