Hydroxychalcone dyes that serve as color indicators for pH and fluoride ions

Du, Yiqun; Liang, Fengying; Hu, Mixia; Ren, Bin; Wang, Meiling; Tsuda, Akihiko; Eerdun, Chaolu

doi:10.1039/d0ra06719a

Cited by 6 publications

(4 citation statements)

References 27 publications

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“…The isomers of (2) differ only in the orientation of the methoxy and hydroxyl groups. The orientation of the methoxy and hydroxyl groups in isomer 2 of (2), with the lowest free energy, G , is the same as in the reported solid‐state crystal structure of (2) [93] . Applying the Boltzmann equation to the free energies of the isomers of (2), we obtain populations of 75 % and 22 % for isomers 1 and 2 of (2) respectively.…”

Section: Resultsmentioning

confidence: 56%

“…The orientation of the methoxy and hydroxyl groups in isomer 2 of (2), with the lowest free energy, G, is the same as in the reported solid-state crystal structure of (2). [93] Applying the Boltzmann equation to the free energies of the isomers of (2), we obtain populations of 75 % and 22 % for isomers 1 and 2 of (2) respectively. This suggests that both isomers should be present in a sample of (2).…”

Section: Dftmentioning

confidence: 99%

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Electrochemical and Theoretical Modelled Reduction of β‐Diketone Inspired Chalcones

Izuchukwu Ugwu,

Conradie

2024

ChemistrySelect

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The growing interest in synthesizing electrochemically active organic ligands stems from extensive reports highlighting the applications of redox‐active organic molecules. These molecules play a crucial role in capturing and converting CO2 into valuable organic compounds, including carbonates used as solvents in lithium batteries. In this study, we present an electrochemical investigation of two chalcone derivatives, referred to as (1) and (2). We explored the influence of different solvent systems, specifically acetonitrile and dimethyl sulfoxide, on the reduction potential of these chalcones. The reported chalcone derivatives were characterized using various analytical techniques, including UV/Visible spectroscopy, Fourier Transform Infrared spectroscopy, Proton and Carbon‐13 nuclear magnetic resonance, as well as mass spectrometry. The characterization of the reported chalcones, exhibiting properties of both β‐diketones and 2‐hydroxyphenones, is underscored by a density functional theory (DFT) study of chalcones (1) and (2). This research establishes a correlation between the energies calculated through DFT and the experimental reduction potentials of chalcones (1) and (2), in comparing them with a series of β‐diketones and 2‐hydroxyphenones.

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Section: Resultsmentioning

confidence: 56%

Section: Dftmentioning

confidence: 99%

Electrochemical and Theoretical Modelled Reduction of β‐Diketone Inspired Chalcones

Izuchukwu Ugwu,

Conradie

2024

ChemistrySelect

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“…In the presence of ALP, the phosphate group on this molecule is broken down, resulting in the insoluble enzyme product (2′-hydroxy chalcone derivative 142 ), which emits red fluorescence. 208 According to reports, hydroxychalcone dyes 148 act as pH and fluoride ion color indicators 209 (Fig. 6).…”

Section: Applications Of Chalconesmentioning

confidence: 99%

Synthesis, reactions and application of chalcones: a systematic review

2023

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“…In addition to their medicinal applications, chalcones are versatile intermediates in heterocyclic synthesis [ 29 ]; in particular, hydroxy-substituted chalcones have several practical applications as color indicators for pH and fluoride ions [ 30 ] and for compounds with pH-modulated photoresponsive binding properties [ 31 ].…”

Section: Introductionmentioning

confidence: 99%

Hydroxy Chalcones and Analogs with Chemopreventive Properties

Birsa

Sarbu

2023

IJMS

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The aim of this review is to highlight the chemopreventive properties of hydroxy-substituted natural and synthetic chalcones along with a number of their analogs. These products display various biological activities, and have many applications against various diseases. Antioxidant and anti-inflammatory properties of chalcones bearing hydroxy substituents are underlined. The influence of hydroxy substituents located on ring A, B, or both are systematized according to the exhibited biological properties.

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Hydroxychalcone dyes that serve as color indicators for pH and fluoride ions

Abstract: A chalcone diol shows visible color changes upon sensing pH of water and fluoride ions in an organic solvent.

Cited by 6 publications

References 27 publications

Electrochemical and Theoretical Modelled Reduction of β‐Diketone Inspired Chalcones

Electrochemical and Theoretical Modelled Reduction of β‐Diketone Inspired Chalcones

Synthesis, reactions and application of chalcones: a systematic review

Hydroxy Chalcones and Analogs with Chemopreventive Properties

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