186774-24-3Relevant academic research and scientific papers
Synthesis, structure and hydrolysis of some [(η5-cyclopentadienyl) (η6-arene) iron(II)][PF6] complexes bearing an imine or a nitrone function in α-position of the arene ligand
Pierre, Fabrice,Moinet, Claude,Toupet, Loic
, p. 51 - 64 (2007/10/03)
Condensation between [(η5-Cp)(η6-fluorene)Fe]+] I and various nitrosoarenes R-Ph-NO (R = H, 2-Me, 3-Me, 4-Me, 3-COMe, 4-COMe and 4-NMe2) were initiated with 5% t-BuOK and led to [(η5-Cp)(η6-fluorenone-anil)Fe]+ complexes Ia-g (57-88%) as syn-anti mixtures (ca. 30:70 respectively). [(η5-Cp)(η6-diphenylmethane)Fe]+ II with nitrosobenzene or nitrosotoluenes gave mixtures of [(η5-Cp)(η6-benzophenone-N-phenylnitrone)Fe]+ IIa-d and [(η5-Cp)(η6-benzophenone-anil)Fe]+ IIa-d complexes (ca. 80:20) with good yields (80-92%). Nitrone complexes IIa,c,d were isolated as pure Z-isomer by fractional recrystallisation (22-35%). 2D-1H, 13C NMR correlation and X-ray analysis were used to identify the new compounds. Owing to the high nitrosobenzene oxidative character, condensation with other [(η5-Cp)(η6-arene)Fe]+ complexes (arene = toluene, ethylbenzene, indane and tetraline) failed. Acidic hydrolysis of these imine and nitrone complexes has been investigated kinetically using polarography. Macroscale hydrolysis yielded [(η5-Cp)(η6-fluorenone)Fe]+ Ii (82%) and [(η5-Cp)(η6-benzophenone)Fe]+ IIi (91%).
