Abstract
In this paper we report the synthesis and application of a novel palladium(II) complex, bis(triphenylphosphine)palladium(II)phthalimide 1. Its utility in the Suzuki-Miyaura coupling of aryl bromides with a variety of aryl- and heteroarylboronic acids, under relatively mild conditions, is described. Complex 1 is easily prepared from tetrakis(triphenylphosphine)palladium(0) and phthalimide in 78% yield and is air, light and moisture stable. On following the kinetics of the cross-coupling reaction of 4-nitro-1-bromobenzene with phenylboronic acid, mediated by 1 (1 mol%) in THF/aqueous 1 M NaCO3 (1/1, v/v) at 60degreesC, an initial induction period is observed, indicating that 1 is a precatalyst. The described work extends on our recent finding that 'imidate' type ligands have an influence in palladium-catalysed cross-coupling processes. (C) 2004 Elsevier B.V. All rights reserved.
Original language | English |
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Pages (from-to) | 191-199 |
Number of pages | 9 |
Journal | Journal of Molecular Catalysis A: Chemical |
Volume | 219 |
Issue number | 2 |
DOIs | |
Publication status | Published - 16 Sept 2004 |
Keywords
- palladium
- cross-coupling
- biaryls
- heteroaryls
- catalysis
- ACTIVE PALLADIUM CATALYSTS
- PHENYLBORONIC ACID
- C-C
- ORGANIC ELECTROPHILES
- ARYLBORONIC ACIDS
- METAL-COMPLEXES
- MILD CONDITIONS
- HECK REACTION
- CHLORIDES
- BOND