Synthesis and structural characterization of 1'-(diphenylphosphino)ferrocene-1-carboxamide, its corresponding hydrazide, some heterocycles derived from the hydrazide and palladium(II) complexes with these functional phosphinoferrocene ligands
Abstract
Two polar phosphinoferrocene ligands, 1'-(diphenylphosphino)ferrocene-1-carboxamide (1) and 1'-(diphenylphosphino)ferrocene-1-carbohydrazide (2), were synthesized in good yields from 1'-(diphenylphosphino)ferrocene-1-carboxylic acid (Hdpf) via the reactive benzotriazole derivative, 1-[1'-(diphenylphosphino)ferrocene-1-carbonyl]-1H-1,2,3-benzotriazole (3). The hydrazide was further converted via standard condensation reactions to three phosphinoferrocene heterocycles, viz 2-[1'-(diphenylphosphino)ferrocen-1-yl]-1,3,4-oxadiazole (4), 1-[1'-(diphenylphosphino)ferrocen-1-carbonyl]-3,5-dimethyl-1,2-pyrazole (5), and 1-[1'-(diphenylphosphino)ferrocene-1-carboxamido]-3,5-dimethylpyrrole (6).
These compounds have been structurally characterized and studied as ligands in palladium(II) complexes.