Synthesis, reactivity, and some photochemistry of ortho-N,N-dimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes

Guillaume Grelaud (1) , Thierry Roisnel (2) , Vincent Dorcet (2) , Mark Humphrey (3) , Frédéric Paul (2) , Gilles Argouarch (2)

1 Organométalliques: Matériaux et Catalyse
2 ISCR - Institut des Sciences Chimiques de Rennes
3 Research School of Chemistry

Ortho-lithiated N,N-dimethylaminomethyl ferrocene and benzyldimethylamine react with Cp*Fe(CO)2I to give the new complexes ((Cp*Fe(CO)2)-2-(CH2NMe2)C5H3)Fe(Cp) and Cp*Fe(CO)2-C6H4(o-CH2NMe2). Access to a wide variety of alkoxy-substituted complexes ((Cp*Fe(CO)2)-2-(CH2OR)C5H3)Fe(Cp) can be easily achieved by tandem quaternization/alcoholysis of ((Cp*Fe(CO)2)-2-(CH2NMe2)C5H3)Fe(Cp). Preliminary results show that chelated complexes can be obtained by displacement of one of the carbonyl ligands by photolysis. Crystal structures of ((Cp*Fe(CO)2)-2-(CH2NMe2)C5H3)Fe(Cp), ((Cp*Fe(CO)2)-2-(CH2OR)C5H3)Fe(Cp) (R = Ph, Bz, CHPh2 and d-menthyl) and [Cp*Fe(CO)2-C6H4(o-CH2NMe2)][I] are reported.

Keywords: Iron complexes; Piano-stool structures; Ferrocenes; Alcoholysis

Domains: Chemical Sciences; Other

Guillaume Grelaud, Thierry Roisnel, Vincent Dorcet, Mark Humphrey, Frédéric Paul, et al.. Synthesis, reactivity, and some photochemistry of ortho-N,N-dimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes. Journal of Organometallic Chemistry, 2013, 741-742, pp.47-58. ⟨10.1016/j.jorganchem.2013.05.031⟩. ⟨hal-00840900⟩