Structural Tuning of β-Enamino Diketones: Exploration of Solution and Crystalline State Photochromism

15 September 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A library of -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.

Supplementary materials

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Title
Structural Tuning of β-Enamino Diketones: Exploration of Solution and Crystalline State Photochromism
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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