The chlorinated triarylphosphine P(C6H5)(2-C6H4Cl)2 (1) has been used as a supporting
ligand in the Suzuki−Miyaura coupling of aryl boronic acids with aryl halides. Aryl bromides
without ortho substituents were successfully coupled at room temperature, while reactions
involving sterically hindered aryl bromides required slight heating (70 °C). Electron-deficient
aryl chlorides were also successfully coupled with heating (90 °C). Key reaction parameters
such as order of addition, choice of mineral base, solvent volume, temperature, 1/Pd ratio,
as well as electronic and steric variation of the aryl halide have been investigated and are
reported.
Supporting Ligand. -Aryl bromides and chlorides are successfully coupled under Suzuki-Miyaura conditions using the title phosphine as catalyst ligand. Key reaction parameters such as order of addition, choice of mineral base, solvent volume, reaction temperature, Pd/ligand ratio, as well as the influence of electronic and steric variation of the aryl halide are investigated. -(PRAMICK, M. R.; ROSEMEIER, S. M.; BERANEK, M. T.; NICKSE, S. B.; STONE, J. J.; STOCKLAND, R. A. J.; BALDWIN, S. M.; KASTNER, M. E.; Organometallics 22 (2003) 3, 523-528; Dep. Chem., Bucknell Univ., Lewisburg, PA 17837, USA; Eng.) -Klein 21-095
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