Catalytic activities in direct arylation of novel palladium N‐heterocyclic carbene complexes |
| |
Authors: | Senem Akkoç Yetkin Gök |
| |
Institution: | 1. Erciyes University, Faculty of Science, Department of Chemistry, Kayseri, Turkey;2. In?nü University, Faculty of Science and Arts, Department of Chemistry, Malatya, Turkey |
| |
Abstract: | Eight novel palladium N‐heterocyclic carbene (Pd‐NHC) complexes were synthesized by the reaction of chloro 1,3‐dialkylbenzimidazolin‐2‐ylidene silver(I) complexes with bis(benzonitrile)palladium(II) chloride in dichloromethane. These eight Pd‐NHC complexes are as follows: bis1‐phenyl‐3‐(2,4,6‐trimethylbenzyl)benzimidazol‐2‐ylidene]dichloropalladium(II), bis1‐phenyl‐3‐(2,3,5,6‐tetramethylbenzyl)benzimidazol‐2‐ylidene]dichloropalladium(II), bis1‐phenyl‐3‐(2,3,4,5,6‐pentamethylbenzyl)benzimidazol‐2‐ylidene]dichloropalladium(II), bis1‐phenyl‐3‐(3,4,5‐trimethoxybenzyl)benzimidazol‐2‐ylidene]dichloropalladium(II), bis1‐(2‐diethylaminoethyl)‐3‐(3‐methylbenzyl)benzimidazol‐2‐ylidene]dichloropalladium(II), bis1‐(2‐diethylaminoethyl)‐3‐(2,3,5,6‐tetramethylbenzyl)benzimidazol‐2‐ylidene]dichloropalladium(II), bis1‐(2‐morpholinoethyl)‐3‐naphthalenomethylbenzimidazol‐2‐ylidene]dichloropalladium(II) and bis1‐(2‐morpholinoethyl)‐3‐(2‐methylbenzyl)benzimidazol‐2‐ylidene]dichloropalladium(II). Also, these synthesized complexes were fully characterized using Fourier transform infrared, 1H NMR and 13C NMR spectroscopic methods and elemental analysis techniques. These synthesized novel Pd‐NHC complexes were tested as catalysts in the direct arylation of 2‐n‐butylthiophene, 2‐n‐butylfuran and 2‐isopropylthiazole with various aryl bromides at 130°C for 1 h. The complexes showed very good catalytic activities in these reactions. Copyright © 2014 John Wiley & Sons, Ltd. |
| |
Keywords: | N‐heterocyclic carbene palladium complex direct arylation aryl bromide |
|
|