Aqueous-Phase, Palladium-Catalyzed Suzuki Reactions under Mild Conditions


Water-soluble ionic liquid-supported diols have been used as phosphine-free ligands in Suzuki couplings of aryl idides/bromides/chlorides under mild conditions in aqueous solvent. It was found that 2,2-bis((1-hexylimidazolium)-mehyl) propane-1,3-diol hexafluorophosphate (4) in combination with palladium (II) salts gave the most significant catalyst. Suzuki couplings of aryl iodides/bromides occurred efficiently at room temperature in water/acetonitrile. Notably, the reactions of hydrophilic aryl bromides gave high yields in neat water. The catalyst PdCl2-4 was recycled five times in Suzuki couplings in water before catalyst activity began to significantly drop. The average yield of five cycles was >95% per cycle.

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Y. Cai, G. Song, Z. Wu and J. Zhang, "Aqueous-Phase, Palladium-Catalyzed Suzuki Reactions under Mild Conditions," Green and Sustainable Chemistry, Vol. 3 No. 4A, 2013, pp. 1-5. doi: 10.4236/gsc.2013.34A001.

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