Catalysis of a Bis-Caffeine Palladium(II) NHC-Pincer Complex

A tridentate bis-NHC Pd complex, based on caffeine, was studied for its catalytic activity. This complex displayed a high catalytic activity in the Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions of aryl halides. The Sonogashira cross-coupling was also investigated but reveals a fast plateauing of the reaction. Aryl iodides as well as aryl bromides react when equipped with either electron-donating or electron-withdrawing substituents. Aryl chlorides, which contained electron-withdrawing groups, were also reactive under the applied conditions.

Automated summary

A tridentate bis-NHC Pd complex based on caffeine was studied for its catalytic activity. The complex exhibited high catalytic activity in Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions of aryl halides. The Sonogashira cross-coupling reaction was also investigated, showing a rapid plateauing of the reaction. Aryl iodides and aryl bromides with both electron-donating and electron-withdrawing substituents were reactive, as well as aryl chlorides with electron-withdrawing groups under the applied conditions.