202270-83-5Relevant academic research and scientific papers
Activation of σ(C-H) bonds in ferrocenylhydrazones derived from acetylferrocene
Lopez, Concepcion,Bosque, Ramon,Solans, Xavier,Font-Bardia, Merce
, p. 309 - 317 (2008/10/08)
The synthesis and characterization of the novel ferrocenylhydrazones: [(η5-C5H5)Fe{(η5-C5H4)-C(CH3)=N-NHR}] (R = C6H4-4-NO2 (1a), C6H4-4-Cl (1b), C6H4-2-CH3 (1c), C6H3-2,4-(NO2)2 (1d) or C6H3-2,5-Cl2 (1e)) is described. These compounds react in methanol with Na2(PdCl4) and sodium acetate trihydrate in a 1:1:1 molar ratio at room temperature, giving the di-μ-chlorobridged cyclopalladated complexes: [Pd{[(η5-C5H3)-C(CH3)=N-NHR]Fe(η5-C5H5)}(μ-Cl)}]2 (2). Addition of triphenylphosphine (PPh3) to benzene suspensions of compounds 2, produced the cleavage of the di-μ-chlorobridges and the formation of [Pd{[(η5-C5H3)-C(CH3)=N-NHR]Fe(η5-C5H5)}Cl(PPh3)}] (3). NMR studies (1H and 31P) on compound 3 revealed the formation of a (5,5) bicyclic system derived from the fusion of a five-membered palladacycle and the ferrocenyl moiety. The X-ray crystal structure of [Pd{[(η5-C5H3)-C(CH3)=N-NH(C6H3-2,5-Cl2)]Fe(η5-C5H5)}Cl(PPh3)}] (3e) is also reported and confirms the formation of a five-membered palladacycle with a σ(Pd-Csp2,ferrocene) bond.
