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Synthesis and catalytic performance of palladium(II) hydrazone complexes in Suzuki-Miyaura cross-coupling reaction

Ahmad, Parwa Rostam (2014) Synthesis and catalytic performance of palladium(II) hydrazone complexes in Suzuki-Miyaura cross-coupling reaction. Masters thesis, Universiti Teknologi Malaysia, Faculty of Management.

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Abstract

Schiff base ligands are excellent coordinating molecules and can exhibit variety in the structure of their metal complexes. Their synthesis and catalytic potential of their metal complexes has been a subject of current interest in metal catalysed reactions. In this thesis, two Schiff base ligands, N’-(thiophene-2-ylmethylene)benzhydrazide [L1] and N’-(furan-2-ylmethylene)benzhydrazide [L2], and their corresponding palladium(II) complexes [Pd{L1}X] and [Pd{L2}X] (X = Cl, Br, I) have been synthesized by treating the ligand with one mole equivalent of palladium(II) dichloride. All the ligands and the complexes have been structurally characterized by FTIR, NMR and UV-Visible spectroscopic techniques. Spectroscopic data revealed that the ligands acted as N, O, S and N, O, O tridentate ligand, coordinated to the palladium atom through the azomethine N atom, carbonyl O atom, thiophene S atom or furan O atom. The performance of the synthesized palladium(II) Schiff base complexes were tested in the homogeneous catalytic Suzuki-Miyaura reaction between iodobenzene and phenylboronic acid using triethylamine as a base at 120oC and reaction time of 24 h. Catalytic results showed that all the complexes are active and gave conversion of iodobenzene above 70%. The difference in activities of all the complexes is explained in terms of halogen and ligand effect.

Item Type:Thesis (Masters)
Additional Information:Thesis (Sarjana Sains (Kimia)) - Universiti Teknologi Malaysia, 2014; Supervisor : Prof. Dr. Mustaffa Shamsuddin
Uncontrolled Keywords:hydrazone complexes, iodobenzene
Subjects:Q Science > QD Chemistry
Divisions:Science
ID Code:50830
Deposited By: Fazli Masari
Deposited On:05 Feb 2016 02:10
Last Modified:13 Jul 2020 01:36

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