Synthesis and Catalytic Activity of a Cationic Pd(II) N-heterocyclic Carbene Complex

被引:3
作者
Kariofillis, Stavros K. [1 ]
Cesanek, Lauren A. [1 ]
Kassel, W. Scott [2 ]
Piro, Nick A. [2 ]
Swails, Roxy J. L. [1 ]
机构
[1] Lafayette Coll, Dept Chem, Easton, PA 18042 USA
[2] Villanova Univ, Dept Chem, Villanova, PA 19085 USA
关键词
N-Heterocyclic carbene; Water soluble catalyst; Suzuki-Miyaura cross-coupling; Palladium; Pd-NHC; COUPLING REACTIONS; PALLADIUM(II) COMPLEXES; HIGHLY EFFICIENT; AQUEOUS-MEDIA; NEAT WATER; SUZUKI; LIGANDS; CHEMISTRY; PRECATALYSTS; SOLVENT;
D O I
10.1016/j.poly.2016.01.002
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A cationic palladium(II) complex, [1,3-bis(N-methylpyridinium-2-ylmethyl)imidazolin-2-ylidene] palladium(II) triiodide (3), was synthesized from the imidazolium salt 1,3-bis(N-methylpyridinium-2-ylmethyl)imidazolium triiodide (2) and characterized by H-1 and C-13{H-1} NMR spectroscopy, elemental analysis, and X-ray crystallography. X-ray crystallography revealed that the pyridinium substituted N-heterocyclic carbene ligand exhibits very low steric bulk based on calculated %V-bur values. Catalytic application of 3 was tested via the Suzuki-Miyaura cross-coupling of aryl halides with phenylboronic acid in aqueous solutions. Catalytic results suggest 3 catalyzes boronic acid homocoupling while palladium nanoparticles are likely responsible for the observed cross-coupling. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:317 / 324
页数:8
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