Abstract

A palladium(II) complex with a known phosphane-free β-d-glucopyranosyl-thiosemicarbazone ligand has been prepared and characterized by spectroscopic studies. The ligand is bonded to the metal in a bidentate coordination mode via the azomethine nitrogen and the thiolate sulfur in the dimeric form. The application of this complex on the Suzuki–Miyaura coupling of aryl bromides with phenylboronic acid in DMF/K2CO3 at 100°C for 24h in air, using 0.1mol% of palladium, afforded the corresponding biaryls in 54–91% yield. Crabtree’s test provided evidence that the real catalyst is mainly heterogeneous rather than homogeneous.

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