Air-Stable Cobalt(II) and Nickel(II) Complexes with Schiff Base Ligand for Catalyzing Suzuki-Miyaura Cross-Coupling Reaction

被引:19
作者
Ansari, R. M. [1 ]
Kumar, L. M. [1 ]
Bhat, B. R. [1 ]
机构
[1] Natl Inst Technol Karnataka, Dept Chem, Catalysis & Mat Chem Lab, Mangalore 575025, Karnataka, India
关键词
Suzuki-Miyaura cross coupling; transition metal complex; Schiff base; biphenyl; CRYSTAL-STRUCTURE; METAL-COMPLEXES; ACID; COPPER(II); ZINC(II); POLYMER;
D O I
10.1134/S1070328418010013
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Co(II) complex [Co{C6H4-1,2-(N=CH-C6H4O)(2)}] (I) and Ni(II) complex [Ni{C6H4-1,2-(N=CH-C6H4O)2}] (II) with Schiff base of o-phenylenediamine and salicylaldehyde have been synthesized. The structure of the ligand and its complexes were derived on the basis of various techniques such as elemental analysis, mass, FT-IR, electronic spectra and magnetic susceptibility. From the Singal crystal X-ray diffraction (SCXRD) analysis techniques (CIF file CCDC no. 1498772 (II)), it has been confirmed that the Schiff base ligand (L), coordinates to the metal ion in a tetradentate fashion through the nitrogen and oxygen atom. In addition, the square planar geometry of Ni(II) complex also has been confirmed from SCXRD. Electronic spectra, mass spectra, and magnetic susceptibility measurements reveal square planar geometry for the Co(II) complex. Synthesized complexes were used in cross-coupling of arylhalides with phenylboronic acid. The transformation offers products in good yields using 0.02 mmol catalysts loading, thereby proving the efficiency of the complexes as catalysts for Suzuki-Miyaura reaction.
引用
收藏
页码:1 / 8
页数:8
相关论文
共 23 条
[1]   Biological activity of palladium(II) and platinum(II) complexes of the acetone Schiff bases of S-methyl- and S-benzyldithiocarbazate and the X-ray crystal structure of the [Pd(asme)2] (asme=anionic form of the acetone Schiff base of S-methyldithiocarbazate) complex [J].
Ali, MA ;
Mirza, AH ;
Butcher, RJ ;
Tarafder, MTH ;
Keat, TB ;
Ali, AM .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2002, 92 (3-4) :141-148
[2]  
[Anonymous], 1997, SHELXS 97 PROGRAM RE
[3]   Metal-Catalyzed One-Step Synthesis: Towards Direct Alternatives to Multistep Heterocycle and Amino Acid Derivative Formation [J].
Arndtsen, Bruce A. .
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (02) :302-313
[4]   Spectral studies of coordination compounds of cobalt(II) with thiosemicarbazone of heterocyclic ketone [J].
Chandra, S ;
Kumar, U .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2005, 62 (4-5) :940-944
[5]   Metal complexes of chiral binaphthyl Schiff-base ligands and their application in stereoselective organic transformations [J].
Che, CM ;
Huang, JS .
COORDINATION CHEMISTRY REVIEWS, 2003, 242 (1-2) :97-113
[6]   Palladium(II)-Catalyzed C-H Activation/C-C Cross-Coupling Reactions: Versatility and Practicality [J].
Chen, Xiao ;
Engle, Keary M. ;
Wang, Dong-Hui ;
Yu, Jin-Quan .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (28) :5094-5115
[7]   Polymer synthesis and processing using supercritical carbon dioxide [J].
Cooper, AI .
JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (02) :207-234
[8]   Metal-Salen Schiff base complexes in catalysis: practical aspects [J].
Cozzi, PG .
CHEMICAL SOCIETY REVIEWS, 2004, 33 (07) :410-421
[9]   Spectral, thermal and magnetic properties of Cu(II) and Ni(II) complexes with Schiff base ligands [J].
Cristovao, Beata .
JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2011, 76 (12) :1639-1648
[10]   A Pd-metalated porous organic polymer as a highly efficient heterogeneous catalyst for C-C couplings [J].
Dai, Zhifeng ;
Chen, Fang ;
Sun, Qi ;
Ji, Yanyan ;
Wang, Liang ;
Meng, Xiangju ;
Xiao, Feng-Shou .
CHINESE JOURNAL OF CATALYSIS, 2016, 37 (01) :54-60