Electrochemical Recycling of Benzoquinone in the Pd/Benzoquinone-Catalyzed Heck-Type Reactions from Arenes

Palladium(II) acetate‐catalyzed Heck‐type reactions have been performed from the arene 1 and alkenes (n‐butyl acrylate, styrene) in acetic acid at room temperature, in the presence of a catalytic amount of benzoquinone or hydroquinone. The reactions have been made catalytic in benzoquinone [which is...

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Veröffentlicht in:Advanced synthesis & catalysis 2007-02, Vol.349 (3), p.292-296
Hauptverfasser: Amatore, Christian, Cammoun, Chama, Jutand, Anny
Format: Artikel
Sprache:eng
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Zusammenfassung:Palladium(II) acetate‐catalyzed Heck‐type reactions have been performed from the arene 1 and alkenes (n‐butyl acrylate, styrene) in acetic acid at room temperature, in the presence of a catalytic amount of benzoquinone or hydroquinone. The reactions have been made catalytic in benzoquinone [which is used to continuously oxidize the Pd(0) into to the active Pd(II) species able to activate the ArH bond] by the electrochemical oxidation of hydroquinone, formed in the reaction, back to benzoquinone.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200600389