Polystyrene-resin supported N-heterocyclic carbene-Pd(II) complex based on plant-derived theophylline: A reusable and effective catalyst for the Suzuki-Miyaura cross-coupling reaction of arenediazonium tetrafluoroborate salts with arylboronic acids

• Polystyrene-supported NHC-Pd(II) were successfully used as heterogeneous catalyst.
• Arenediazonium salts were cross-coupled with arylboronic acids.
• Diverse biaryl derivatives obtained in 58–98% yields.
• The catalyst was successfully reused for six consecutive runs.

Polystyrene-supported NHC-Pd(II) complex based on theophylline as a sustainable NHC precursor was employed in the Suzuki-Miyaura cross-coupling reaction of substituted arenediazonium tetrafluoroborate salts with a variety of arylboronic acids to afford functionalized biaryl derivatives in good to excellent yields without using base or additive as promoters. The catalyst was easily recovered by filtration and reused for six successive cycles.

Suzuki-Miyaura cross-coupling reaction between aromatic diazonium tetrafluoroborate salts and arylboronic acids was carried out in the presence of polystyrene-supported palladium(II)-NHC. This methodology provides an efficient and mild approach towards the synthesis of biaryl derivatives.Figure optionsDownload as PowerPoint slide