N-heterocyclic carbene palladium complexes with different N-coordinated ligands: Comparison of their catalytic activities in Suzuki-Miyaura and Mizoroki-Heck reactions. (15th January 2020)

• Record Type: Journal Article
• Authors: Karataş, Mert Olgun; Özdemir, Namık; Alıcı, Bülent; Özdemir, İsmail
• Is Part Of: Polyhedron. Volume 176(2020)
• Publication Date: 2020-01-15
• Subjects: Palladium -- N-Heterocyclic carbene -- Suzuki-Miyaura reaction -- Mizoroki-Heck reaction -- Catalysis; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2019.114271
• Languages: English
• ISSNs: 0277-5387

Abstract

Graphical abstract: Four PEPPSI-type Pd-NHC complexes were synthesized with different N -heterocycle, namely pyridine, N -methylimidazole, N -vinylimidazole and 4, 5-dimethylthiazole. The crystal structures of three complexes were also reported. The catalytic activities of the complexes were tested for Suzuki-Miyaura and Mizoroki-Heck reactions in order to compare the effects of the different N -heterocycles on the catalytic performance. Abstract: In this paper, we have reported the synthesis and catalytic activities of four new anthracene substituted imidazole-based palladium N -heterocyclic carbene complexes. The synthesized complexes, 2a –d, were stabilized with different N -heterocycles, namely pyridine, N -methylimidazole, N -vinylimidazole and 4, 5-dimethylthiazole, respectively. The complexes were completely characterized using 1 H NMR, 13 C NMR, IR, LC–MS spectroscopic methods and elemental analyses. The crystal structures of 2a, 2c and 2d were also reported. The catalytic activities of all the complexes were tested for Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions in aqueous medium. According to the results, for the Suzuki-Miyaura reaction, the pyridine bearing complex 2a, and for the Mizoroki-Heck reaction, the 4, 5-dimethylthiazole bearing complex 2d were found to be the most active catalysts.