Single-Walled Carbon Nanotubes as a Support for Palladium-Catalyzed Aquachemical Cross-Coupling Reactions

We developed SWNT-supported palladium catalysts that enable cross-couplings in water without surfactants or cosolvents. Even water-insoluble solid aryl bromides reacted efficiently with simple stirring. Pyrene-1-sulfonate anchoring ensured high activity, recyclability, and undetectable leaching. Unlike mechanochemical methods, our stirring protocol avoids energy-intensive steps. This strategy highlights the intrinsic advantages of SWNTs in stabilizing reactive metal species, offering a sustainable and versatile platform for advancing redox-active organometallic chemistry in water.

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Publication Details

Journal
Organic Letters
Published
2025-11-05
DOI
https://doi.org/10.1021/acs.orglett.5c04162
Citations
2
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
1.87
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article

Single-Walled Carbon Nanotubes as a Support for Palladium-Catalyzed Aquachemical Cross-Coupling Reactions

Yasuhiro Yamashita, Taku Kitanosono, Shu̅ Kobayashi, Shunsuke Shiramizu
2 citations
Organic Letters
Catalytic Cross-Coupling Reactions
1.87
article

Single-Walled Carbon Nanotubes as a Support for Palladium-Catalyzed Aquachemical Cross-Coupling Reactions

Yasuhiro Yamashita, Taku Kitanosono, Shu̅ Kobayashi, Shunsuke Shiramizu
article en
2 citations

Abstract

We developed SWNT-supported palladium catalysts that enable cross-couplings in water without surfactants or cosolvents. Even water-insoluble solid aryl bromides reacted efficiently with simple stirring. Pyrene-1-sulfonate anchoring ensured high activity, recyclability, and undetectable leaching. Unlike mechanochemical methods, our stirring protocol avoids energy-intensive steps. This strategy highlights the intrinsic advantages of SWNTs in stabilizing reactive metal species, offering a sustainable and versatile platform for advancing redox-active organometallic chemistry in water.

Organic LettersVol. 27(45)
The University of Tokyo (JP)
Openalex Percentile: Top 13%
Catalytic Cross-Coupling Reactions
1.87
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