Mild cross-coupling of tertiary alkoxides with aryl chlorides enabled by a shelf-stable methylnaphthyl palladium NHC complex

The catalytic coupling of tertiary alkoxides with aryl halides has a high energetic barrier, which makes KO<i>t</i>Bu an advantageous base in cross-couplings. A palladium methylnaphthyl (MeNAP) catalyst bearing the IPent<sup>Cl</sup> ligand was found to promote this C-O coupling with high efficiency, enabling the synthesis of aryl <i>t</i>-alkyl ethers from abundant aryl chlorides.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc05726d
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Mild cross-coupling of tertiary alkoxides with aryl chlorides enabled by a shelf-stable methylnaphthyl palladium NHC complex

Ralf Fleischer, Angelino Doppiu, Nikolaos V. Tzouras, Sourav Manna et al.
Chemical Communications
Catalytic Cross-Coupling Reactions
article

Mild cross-coupling of tertiary alkoxides with aryl chlorides enabled by a shelf-stable methylnaphthyl palladium NHC complex

Ralf Fleischer, Angelino Doppiu, Nikolaos V. Tzouras, Sourav Manna, Lukas J. Gooßen, Pierpaolo Satta
article en

Abstract

The catalytic coupling of tertiary alkoxides with aryl halides has a high energetic barrier, which makes KO<i>t</i>Bu an advantageous base in cross-couplings. A palladium methylnaphthyl (MeNAP) catalyst bearing the IPent<sup>Cl</sup> ligand was found to promote this C-O coupling with high efficiency, enabling the synthesis of aryl <i>t</i>-alkyl ethers from abundant aryl chlorides.

Chemical CommunicationsVol. 61(98)
Umicore (Belgium) (BE), Umicore (Germany) (DE), Ruhr University Bochum (DE)
Deutsche Forschungsgemeinschaft
Openalex Percentile: Top 75%
Catalytic Cross-Coupling Reactions
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Mild cross-coupling of tertiary alkoxides with aryl chlorides enabled by a shelf-stable methylnaphthyl palladium NHC complex — Ralf Fleischer, Angelino Doppiu, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS