Suzuki-Miyaura Reactions of Aryl Chloride Derivatives with Arylboronic Acids

Significance

Mesoporous silica-supported aryldicyclohexylphosphine ligand (1-SBA-15) was prepared from SBA-15 and compound 1, and applied in the Suzuki-Miyaura reaction. Toluene, the supported phosphine ligand, and Pd(OAc)₂ were stirred for 30 minutes at room temperature. To the mixture was added a solution of arylhalide and arylboronic acid (in toluene-ethanol), and an aqueous Na₂CO₃ solution. The resulting mixture was stirred for 20 hours at 80 °C to give coupling products in 53-100% yields (GC analysis). This catalytic system also showed high catalytic performance for the Suzuki-Miyaura reaction in water without any organic solvents (up to 78% yield).