Carboxylate-Based, Room-Temperature Ionic Liquids as Efficient Media for Palladium-Catalyzed Homocoupling and Sonogashira-Hagihara Reactions of Aryl Halides

Carboxylate‐based salts are introduced as easily prepared, cheap and stable ionic liquids (ILs) that act as the base, ligand, reducing agent and media for the efficient phosphane‐free, palladium‐catalyzed homocoupling reaction of aryl iodides and bromides. The efficient copper and phosphane‐free Son...

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Veröffentlicht in:European Journal of Organic Chemistry 2012-01, Vol.2012 (2), p.305-311
Hauptverfasser: Iranpoor, Nasser, Firouzabadi, Habib, Ahmadi, Yasaman
Format: Artikel
Sprache:eng
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Zusammenfassung:Carboxylate‐based salts are introduced as easily prepared, cheap and stable ionic liquids (ILs) that act as the base, ligand, reducing agent and media for the efficient phosphane‐free, palladium‐catalyzed homocoupling reaction of aryl iodides and bromides. The efficient copper and phosphane‐free Sonagashira coupling reaction of aryl iodides and bromides is also demonstrated in these ILs. One of the ILs was also phosphorylated and showed high efficiency and recyclability as a medium, and was also used as a ligand for palladium‐catalyzed homocoupling and copper‐free Sonogashira reactions of aryl iodides and bromides. Carboxylate‐based ionic liquids are introduced as easily prepared, cheap and stable media for efficient phosphane‐ and base‐free palladium‐catalyzed homocoupling reactions of aryl iodides and bromides. Efficient copper‐ and phosphane‐free Sonagashira coupling reactions of aryl iodides and bromides are also demonstrated for these ionic liquids.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201100701