Reduction potential of benzophenones, hydroxyphenones and bis(2-hydroxyphenone)copper molecules

Conradie, Jeanet

doi:10.1016/j.electacta.2023.141931

Cited by 8 publications

(3 citation statements)

References 79 publications

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“…Owing to the strong reductive ability of 4‐chlorobenzophenone radical anion (E red =−2.13 ~ −2.15 V vs Fc, or ca. −1.7 vs SCE), [21a–c] alkyl radical IM 2 generated from both electron‐deficient and electron‐rich alkene (e. g., −0.63 V vs SCE for ⋅ CH 2 COOEt as an electrophilic alkyl radical analog, [21d] −1.63 V vs SCE for n Pr ⋅ as an nucleophilic radical analog [21e] ) can be reduced to form alkyl anion IM 3 (Step D). Finally, deuteration experiments were carried out to verify proton transfer from i Pr 3 SiSH to IM 3 in Step E. As a result, when D 2 O was added to the reaction mixture, the expected deuterated products 3‐D and 5‐D were obtained, in accordance with the proposed mechanism involving formation and protonolysis of alkyl anion IM 3 as the last step (Scheme 6).…”

Section: Resultsmentioning

confidence: 99%

Visible‐Light‐Driven Germyl Radical Generation via EDA‐Catalyzed ET–HAT Process

Yoshizawa,

Li,

Matsuyama

et al. 2024

Chemistry A European J

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We have established a facile and efficient protocol for the generation of germyl radicals by employing photo‐excited electron transfer (ET) in an electron donor‐acceptor (EDA) complex to drive hydrogen‐atom transfer (HAT) from germyl hydride (R3GeH). Using a catalytic amount of EDA complex of commercially available thiol and benzophenone derivatives, the ET‐HAT cycle smoothly proceeds simply upon blue‐light irradiation without any transition metal or photocatalyst. This protocol also affords silyl radical from silyl hydride.

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Section: Resultsmentioning

confidence: 99%

Visible‐Light‐Driven Germyl Radical Generation via EDA‐Catalyzed ET–HAT Process

Yoshizawa,

Li,

Matsuyama

et al. 2024

Chemistry A European J

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“…[44,[94][95][96][97][98][99][100][101][102][103] Molecules with a higher, more positive reduction potentials (i. e., more favorable reduction) typically have lower-energy LUMOs (easier to accept an electron or differently stated, has a higher electron affinity) calculated by DFT. Reduction data obtained under the same experimental conditions as obtained for (1) and ( 2) are available for a series of βdiketones (ACN as solvent [69,70] ) and a series of 2-hydroxyphe-nones (DMSO as solvent [85,104,105] ), see data in Table 2. Given the similarity between the structures of ( 1) and (2) to β-diketones and 2-hydroxyphenones (Scheme 1), the reduction data of ( 1) and ( 2) can be compared to that of β-diketones and 2hydroxyphenones.…”

Section: Dftmentioning

confidence: 99%

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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“…When PBD‐PEGE was added to CNC suspension, its benzophenone group reacted with the hydroxyl group of the CNC to form dibenzyl alcohol, destroying some hydrogen bonds of the CNC, making it more flexible. [ 65 ] It is worth noting that the structural color response of the film is reversible. The composite film retained its chiral nematic structure under different values RH and light illumination.…”

Section: Fabrication Structure and Performance Of Fcnmmentioning

confidence: 99%

Recent Advances in Flexible CNC‐Based Chiral Nematic Film Materials

Zou,

Xue,

et al. 2023

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Cellulose nanocrystal (CNC) is a renewable resource derived from lignocellulosic materials, known for its optical permeability, biocompatibility, and unique self‐assembly properties. Recent years have seen great progresses in cellulose nanocrystal‐based chiral photonic materials. However, due to its inherent brittleness, cellulose nanocrystal shows limitations in the fields of flexible materials, optical sensors and food freshness testing. In order to solve the above limitations, attempts have been made to improve the flexibility of cellulose nanocrystal materials without destroying their structural color. Despite these progresses, a systematic review on them is lacking. This review aims to fill this gap by providing an overview of the main strategies and the latest research findings on the flexibilization of cellulose nanocrystal‐based chiral nematic film materials (FCNM). Specifically, typical substances and methods used for their preparation are summarized. Moreover, different kinds of cellulose nanocrystal‐based composites are compared in terms of flexibility. Finally, potential applications and future challenges of flexible cellulose nanocrystal‐based chiral nematic materials are discussed, inspiring further research in this field.

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Reduction potential of benzophenones, hydroxyphenones and bis(2-hydroxyphenone)copper molecules

Cited by 8 publications

References 79 publications

Visible‐Light‐Driven Germyl Radical Generation via EDA‐Catalyzed ET–HAT Process

Visible‐Light‐Driven Germyl Radical Generation via EDA‐Catalyzed ET–HAT Process

Electrochemical and Theoretical Modelled Reduction of β‐Diketone Inspired Chalcones

Recent Advances in Flexible CNC‐Based Chiral Nematic Film Materials

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