Article ID Journal Published Year Pages File Type
64679 Journal of Molecular Catalysis A: Chemical 2016 10 Pages PDF
Abstract

•A new polystyrene-supported Pd(II)-NHC catalyst based on theophylline was synthesized.•Heck-Matsuda arylation of olefins with arenediazonium salts performed by the catalyst.•Desired products obtained in good to excellent yields.•The heterogeneous catalyst was reused for seven runs.

The polystyrene-supported palladium(II)-N-heterocyclic carbene complex PS-NHC-Pd(II) was successfully synthesized from theophylline as an environmentally benign NHC precursor, using chloromethylated polystyrene resin. The PS-NHC-Pd(II) complex was characterized by various techniques including Fourier transform infrared spectroscopy (FTIR), energy dispersive X-ray spectroscopy (EDX), thermal analysis (TGA-DTG), inductively coupled plasma (ICP), and CHN elemental analysis. The morphology of the polymer beads was also studied using scanning electron microscope. The polymer supported Pd(II)-NHC complex exhibits excellent catalytic activity and stability for the Heck-Matsuda cross-coupling reaction under mild conditions. A variety of arenediazonium tetrafluoroborate salts was coupled with the olefinic substrates in ethanol, in the presence of the 0.9 mol% of the catalyst to afford the corresponding cross-coupling adducts in high yields under aerial conditions. Moreover, the heterogeneous catalyst can be easily recovered by simple filtration and reused for seven cycles without significant loss in its activity.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (161 K)Download as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemical Engineering Catalysis
Authors
, ,