Asymmetric cyclopalladation of 6-ferrocenyl-2,2′-bipyridine and 2-ferrocenyl-1,10-phenanthroline

Abstract

Cyclopalladation of 6 ferrocenyl 2,2´ bipyridine and 2 ferrocenyl 1,10 phenanthroline in the presence of the N acylamino acid salt as the asymmetric catalyst was performed. Some reactions of the resulting bicyclic palladium derivatives with tridentate (N,N,C) ligands were studied.

5-Ferrocenyl-2,2′-bipyridine ligands: synthesis, palladium(ii) and copper(i) complexes, optical and electrochemical properties

“…Addition of Pd(Cl) 2 to D instead generates an ortho palladated complex due to the close proximity of the ferrocenyl unit to the coordination pocket of the ligand. 10d, 19 Interestingly, the complex 4b forms head-to-tail dimers in the extended solid state structure that appear to be stabilized by metal-metal (Pd-Pd distance ¼ 3.3811(3) Å) and p-anion 20 (centroid-Cl distances range from 3.405-3.340 Å) interactions (ESI †).…”

Use of ferrocenyl chelated palladacycles as catalysts for the Heck reaction

“…This complex is utterly inert to the reagents that successfully react with bicyclic palladium derivatives containing (C,N) ligands. 6 To find out how efficiently palladacycles 2 and 3 can catalyze the Heck reaction, we carried out two series of experiments involving a reaction of bromobenzene (4) with ethyl acrylate (5) in the presence of only one potential catalyst and different bases (Scheme 1, Table 1). The Heck reactions were carried out under standard conditions (DMF, 140 °C) except that no inert atmosphere was employed.…”