Application Of Phosphine Adducts Of Cyclopalladated Ferrocenylimine In The Suzuki Coupling Raciton Of Cyclopropylboronic Acids

In this thesis, cyclopalladated ferrocenylimines were synthesized and used in palladium-catalyzed Suzuki cross-coupling of aryl(Het) halides.1. Ferrocenylimines were synthesized by the condensation of acetylferrocene with p-toluidine, then reacted with Li2PdCl4 yielded dimeric cyclopalladated ferrocenyliminesâ… (Scheme 1), which was treated with Triphenylphosphine, Tricyclohexyl phosphine and other several phosphine ligands to produce phosphine ligands adducts of dimeric cyclopalladated ferrocenyliminesâ…¡a-f at room temperature. All the complex were characterized by HRMS,1H NMR,13C NMR and 31P{1H}NMR.2. The application of complexâ…¡e in the Suzuki coupling of aryl(het) halides with cyclopropylboronic acid were studied(Scheme 2). The effect of temperature, base, solvent and substrate on this reaction was exammed. It was found that coupling reaction of aryl halides with cyclopropylboronic acid could be efficiently. The Suzuki coupling reaction of 6-(dimethylamino)pyridin-3-boronic acid with aryl bromides could be efficiently coupled in moderate to high yields; The Suzuki coupling reaction of 5-cyclopropylpyridin-3-yl-3-boronic acid,4-fluoro-3-nitro phenphenyl boronic acid and 2-fluorophenylboronic acid with 4-bromobenzonitrile were also exammed, giving the desired product in moderate yields(Scheme 3).