Journal of Hazardous Materials, Vol.269, 18-23, 2014
Complex of 2-(methylthio)aniline with palladium(II) as an efficient catalyst for Suzuki-Miyaura C-C coupling in eco-friendly water
2-(Methylthio)aniline (L1), a bidentate (S,N) ligand synthesized by the reaction of o-aminothiophenol with methyl iodide, on reacting with Na2PdCl4 in acetone and water gives a complex [PdL1Cl(2)] (1). Single crystal X-ray diffraction studies have revealed that the geometry of palladium in 1 is nearly squareplanar and the ligand L1 is bound to the palladium through S and N in a bidentate coordination mode forming a five membered chelate ring. This complex functions as a thermally and air stable catalyst of high efficiency for Suzuki-Miyaura C- C coupling reactions in water. It catalyzes C -C coupling between various aryl bromides and phenylboronic acid under mild reaction conditions in water. TON value up to 93,000 has been obtained. (C) 2013 Elsevier B.V. All rights reserved.
Keywords:Palladium(II) complex;Suzuki-Miyaura coupling;2-(Methylthio)aniline;Crystal structure;Water;Catalyst