Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5223372 | Tetrahedron | 2009 | 5 Pages |
A novel ionic liquid, which was based on ethanolamine-functionalized quaternary ammonium salt was designed and synthesized. 4-Di(hydroxyethyl)aminobutyl tributylammonium bromide (DHEABTBAB) 1, a task-specific ionic liquid, which acts as a base, ligand and reaction medium, exhibits a very high activity and recyclability to palladium-catalyzed Heck reaction. The olefinations of iodoarenes, bromoarenes and chloroarenes with olefins generated the corresponding cross-coupling products in good to excellent yields only in the presence of DHEABTBAB and palladium acetate under phosphine-free reaction conditions. It is noteworthy that palladium and DHEABTBAB could be repeatedly recycled and reused for six consecutive trials without significant loss of their activities.
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