Abstract
A new series of bidentate PN type imino- (1–3) and amino-phosphine ligands (4–6) and their palladium(II) complexes [Pd(PN)Cl2] (1a–6a) have been synthesized and fully characterized using spectroscopic and analytical methods, including 31P, 1H, 13C NMR and FTIR spectroscopy and high resolution mass spectroscopy. The catalytic activities of the Pd(II) complexes were investigated for the Suzuki CC coupling reactions of phenylboronic acid with aryl bromides using a substrate to catalyst ratio of 500/1. The effect of base, temperature and solvent has been investigated, and the highest reaction rates were observed at 80 °C in dimethylformamide (DMF) with K2CO3 as the base in 12 h. Under optimized reaction conditions, generally higher coupled product was obtained with substituted aryl bromides, including both electron-withdrawing (-formyl and -aceto) or -donating groups (-methyl and -methoxy) at -ortho or -para positions, except 2-bromoacetophenone which has bulkier -aceto group compared to the other aryl bromides.
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