Visible Light‐Induced C─C Bond Cleavage for the Construction of Ketone Using Molecular Oxygen

The selective cleavage of carbon-carbon bonds by photocatalysis with the participation of oxygen for ketone synthesis and drug derivatization is reported. In this oxidation-based ketone formation reaction, molecular oxygen complexes with the substrate, which is subsequently photoexcited to generate a charge transfer (CT) state. This CT state facilitates energy transfer with molecular oxygen, producing singlet oxygen, which facilitates hydrogen atom process and promotes the subsequent cleavage of the carbon-carbon bond, ultimately leading to the formation of aryl ketone compounds. 48 aryl ketone compounds and pharmaceutical derivatives were synthesized using this method. A notable feature of this reaction is its catalyst-free, additive-free, and transition metals-free nature combined with green, mild, and environmentally friendly reaction conditions enabling high yields.

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Publication Details

Journal
Chemistry - A European Journal
Published
2025-04-23
DOI
https://doi.org/10.1002/chem.202500937
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.87
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article

Visible Light‐Induced C─C Bond Cleavage for the Construction of Ketone Using Molecular Oxygen

Can Jin, Siyu Pan, Bin Sun, Haijing Song
2 citations
Chemistry - A European Journal
Radical Photochemical Reactions
1.87
article

Visible Light‐Induced C─C Bond Cleavage for the Construction of Ketone Using Molecular Oxygen

Can Jin, Siyu Pan, Bin Sun, Haijing Song
article en
2 citations

Abstract

The selective cleavage of carbon-carbon bonds by photocatalysis with the participation of oxygen for ketone synthesis and drug derivatization is reported. In this oxidation-based ketone formation reaction, molecular oxygen complexes with the substrate, which is subsequently photoexcited to generate a charge transfer (CT) state. This CT state facilitates energy transfer with molecular oxygen, producing singlet oxygen, which facilitates hydrogen atom process and promotes the subsequent cleavage of the carbon-carbon bond, ultimately leading to the formation of aryl ketone compounds. 48 aryl ketone compounds and pharmaceutical derivatives were synthesized using this method. A notable feature of this reaction is its catalyst-free, additive-free, and transition metals-free nature combined with green, mild, and environmentally friendly reaction conditions enabling high yields.

Chemistry - A European JournalVol. 31(32)
Zhejiang University of Technology (CN)
Responsible consumption and production, Life in Land
Openalex Percentile: Top 16%
Radical Photochemical Reactions
1.87
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