Synthesis, characterization and catalytic applications of 2,2-dimethylpropane-1,3-diaminopalladium(II) complex in Mizoroki-Heck reaction

Abstract

New tetradentate Schiff base ligand (LSB) and its palladium(II) complex, i.e., complexation of N,N'-bis(4-methoxysalicylidene)-2,2- dimethylpropane-1,3-diaminopalladium(II) (PdLSB) has been successfully synthesized through condensation reaction between primary amine 2,2-dimethyl-1,3-propanediamine with 2-hydroxy-4-methoxybenzaldehyde. The palladium complex was then prepared by refluxing the corresponding LSB with an equimolar amount of palladium(II) acetate to give C21H24N2O4Pd. The complex was characterized by using several techniques, such as the elemental chemical analysis CHN, FTIR, NMR spectroscopy and single crystal X-ray crystallography. This air/moisture stable complex was investigated to be a high class of homogeneous catalyst for Mizoroki-Heck reaction. The reaction was monitored by GC-FID at 12 h reaction period. The percentage conversion of 4-bromoacetophenone was 70 % indicated that PdLSB can act as an ideal potential catalyst in the Mizoroki-Heck reaction.