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An efficient and simple ligand from phthalandione for palladium-catalyzed Suzuki reaction in aqueous media
Authors:Haiyang Liu  Hailong Liu  Ruixiang Li  Hua Chen
Affiliation:1. Key Lab of Green Chemistry and Technology, Ministry of Education, The Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu, Sichuan 610064, China;2. Advanced Materials Institute, Graduate School at Shenzhen, Tsinghua University, Shenzhen 518055, China
Abstract:An efficient and simple ligand derived from phthalandione was used for palladium catalyzed Suzuki coupling reaction in water/ethanol (V/V = 2/1) under aerobic conditions. The reaction exhibited a high catalytic efficiency even with lower Pd loading (0.002 mol %). In this work, the catalyst could be successfully used in coupling reaction between various aryl halides with phenylboronic acid in excellent yields with high turnover number (TON) (the maximal TON was up to 49,000 for the reaction of bromobenzene with phenylboronic acid). Moreover, this new ligand had been elucidated by 1H NMR, 13C NMR and X-ray crystal diffraction.
Keywords:Suzuki&ndash  Miyaura reaction   Palladium catalyst   Aryl bromides   Phthalandione
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