Quantum Dot Interface-Enabled Cross-Coupling Acylation by Direct Aldehyde Activation under Visible Light

Cross-coupling acylation by direct aldehyde activation is ideal to construct a useful carbonyl motif. However, the strong C-H bond energy, short radical lifetime, and mismatched radical polarity render this reaction a huge challenge. Herein, the semiconductor quantum dots (QDs) interface is demonstrated to overcome the obstacles lying on the way to acylating alkene or alkylarene, directly activating the formyl C-H bond into an acyl radical. Further stabilization of the obtained radical species by the QD interface ensured their effective cross-coupling with the generated intermediate from the coupling partner. The interface of QDs was exemplified to execute photochemical transformation, showcasing a highly efficient and selective cross-coupling acylation reaction under extremely mild conditions.

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Publication Details

Journal
ACS Nano
Published
2025-04-01
DOI
https://doi.org/10.1021/acsnano.5c01858
Citations
4
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
3.74

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article

Quantum Dot Interface-Enabled Cross-Coupling Acylation by Direct Aldehyde Activation under Visible Light

Xiao-Jun He, Xiaoning Guo, Chen‐Ho Tung, Li‐Zhu Wu et al.
4 citations
ACS Nano
Radical Photochemical Reactions
3.74
article

Quantum Dot Interface-Enabled Cross-Coupling Acylation by Direct Aldehyde Activation under Visible Light

Xiao-Jun He, Xiaoning Guo, Chen‐Ho Tung, Li‐Zhu Wu, Bin Chen, Lijun Zhang, Chao Zhou, Zan Liu, Yang Wang
article en
4 citations

Abstract

Cross-coupling acylation by direct aldehyde activation is ideal to construct a useful carbonyl motif. However, the strong C-H bond energy, short radical lifetime, and mismatched radical polarity render this reaction a huge challenge. Herein, the semiconductor quantum dots (QDs) interface is demonstrated to overcome the obstacles lying on the way to acylating alkene or alkylarene, directly activating the formyl C-H bond into an acyl radical. Further stabilization of the obtained radical species by the QD interface ensured their effective cross-coupling with the generated intermediate from the coupling partner. The interface of QDs was exemplified to execute photochemical transformation, showcasing a highly efficient and selective cross-coupling acylation reaction under extremely mild conditions.

ACS NanoVol. 19(14)
Chinese Academy of Sciences (CN), Technical Institute of Physics and Chemistry (CN), University of Chinese Academy of Sciences (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences, Natural Science Foundation of Shandong Province, Beijing Municipal Natural Science Foundation, National Key Research and Development Program of China
Openalex Percentile: Top 8%
Radical Photochemical Reactions
3.74
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Quantum Dot Interface-Enabled Cross-Coupling Acylation by Direct Aldehyde Activation under Visible Light — Xiao-Jun He, Xiaoning Guo, et al. · ACS Nano (2025) | TGRS Research Map | TGRS