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Paper | Regular issue | Vol 100, No. 7, 2020, pp.1019-1034
Published online, 25th May, 2020
DOI: 10.3987/COM-20-14260
Synthesis and Characterization of Pd(II) and Ru(II) Complexes of Tetradentate N,N,N,N-(Diphosphinomethyl)amine Ligands: Catalytic Properties in Transfer Hydrogenation and Heck Coupling Reactions

Serhan Uruş,* Mustafa Keleş, and Seda Köşker Akkaya

*Chemistry Department, Faculty of Science and Letters, Kahramanmaras¸ Sütçü İmam University, 46100, Kahramanmaraş¸ Turkey

Abstract

Tetradentate N,N,N,N-(diphosphinomethyl)amine ligands and their Pd(II) and Ru(II) complexes were synthesized under a nitrogen atmosphere using Schlenk technique. The synthesized ligands and the complexes were characterized with 1H- and 31P-NMR, FT-IR, TG/DTA, and elemental analysis techniques. Pd(II) Complexes were used as catalysts in Heck coupling reactions and Ru(II) complexes were tried in transfer hydrogenation reactions of acetophenone derivatives. According to the results, L4-Pd(II) complex showed the best catalytic activity in the Heck coupling reaction of p-methylbromobenzene with o-chlorostyrene. It was confirmed that the reduction of bromo and chloroacetophenones in all catalysts the conversions were higher. The results showed that Ru(II) complexes as efficient catalysts and up to 99% conversions was occurred with bromo and chloro acetophenones in K2CO3/isopropyl alcohol media at 80 °C.