Arylation of Phenol and Suzuki Miyaura Coupling Catalyzed by Pd(II) Complexes of Bulky Organochalcogen (S/Se) Ligands

Two novel bulky ligands L1 and L2 containing an amine functionality and a chalcogen donor atom have been synthesized and characterized using 1H and 13C NMR techniques.The Pd(II) complexes 1 and 2 of both the ligandsL1 and L2 respectively were prepared and their structureswere elucidated by single crystal X ray diffraction. It was observed that both the Pd(II) complexes exhibit nearlysquare planar geometry and palladium is bound to theligand in a bidentate fashion. The Pd(II) complexes 1 an2 have been explored as potential catalysts in C−O crosscoupling of phenol with various aryl halides. Both thecomplexes proved their efficiency in the catalyzing O−arylationreactions as reactions occurred in shorter reactiontime, at low temperatureand at low loading of catalyst.A considerably high TON of 990 (TOF 310 s-1) has beenreported by complex 2. The role of chalcogen donoratom in perturbing the efficiency of the catalyst has alsobeen studied. The Pd(II) complexes were also investigatedin catalyzing Suzuki Miyaura cross coupling reaction andit was noticed that moderate to good conversions resultedin short time duration at 0.01 mol% catalyst loading.

Author(s): Aayushi Arora

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