Palladium(II) complexes containing ONO tridentate hydrazone for Suzuki-Miyaura coupling of aryl chlorides in aqueous-organic media

被引:40
作者
Arumugam, Vignesh [1 ]
Kaminsky, Werner [2 ]
Bhuvanesh, Nattamai S. P. [3 ]
Nallasamy, Dharmaraj [1 ]
机构
[1] Bharathiar Univ, Dept Chem, Inorgan & Nanomat Res Lab, Coimbatore 641046, Tamil Nadu, India
[2] Univ Washington, Dept Chem, Seattle, WA 98195 USA
[3] Texas A&M Univ, Dept Chem, College Stn, TX 77843 USA
关键词
C-C; CRYSTAL-STRUCTURE; PROTEIN-BINDING; DNA-BINDING; NICKEL; REAGENTS; CARBON; HECK; ELECTROCHEMISTRY; ORGANOBORANES;
D O I
10.1039/c5ra10973f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Facile synthesis of three new palladium(II) complexes bearing heterocyclic hydrazone ligands are presented along with their structural characterization using IR, H-1 and C-13 NMR spectra. Molecular structures of the complexes determined by single-crystal XRD revealed a distorted square-planar geometry around the metal ion to which the hydrazone was attached in a tridentate fashion. Catalytic activity of these complexes tested towards the Suzuki-Miyaura cross coupling reaction of substituted aryl boronic acids with aryl chlorides in a water-toluene system (90 : 10%) without using any promoting additives or phase transfer agents, proved that they are highly active with 0.01 mol% loading under optimized conditions to afford 99% yield of the coupled product. Effects of temperature, solvent and base on the cross-coupling reaction were carried out as well. These complexes showed significant catalytic activity up to five cycles.
引用
收藏
页码:59428 / 59436
页数:9
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