Abstract
AbstractA convenient and efficient palladium(II)–porphyrin catalytic system has been developed for the Suzuki–Miyaura cross‐coupling (SMC) of aryl bromides with potassium aryltrifluoroborate in water. A series of seven different porphyrins and their complexes with palladium (PdII(por)‐1–PdII(por)‐7) were prepared, and screened their catalytic activity in making biaryls through C(sp2)−C(sp2) coupling. Significantly, the present protocol utilizes safe, water‐soluble, and highly stable porphyrins as an alternative to toxic and unstable phosphine ligands. The simple preparation of porphyrins and their complexes, use of moisture‐resistant catalyst, excellent yields of the isolated products, use of eco‐friendly solvent (such as water), and reusability of the catalyst are the notable advantages of this method. This finding uses marginally explored, moisture‐insensitive potassium phenyltrifluoroborates as nucleophiles for SMC. Furthermore, the scope of the method has been demonstrated for the multi‐gram scale preparation of biaryls without any side products.
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