Synthesis, characterization and crystal structures of a new 2-ferrocenylnaphthoxazole and its mercurated derivatives

A new ferrocenylnaphthoxazole (η⁵-C₅H₅)Fe{(η⁵-C₅H₄)C(O)N(C₁₀H₆)}] (1) was synthesized under mild conditions. Two mercurated derivatives: ortho-mercurated product HgCl{(η⁵-C₅H₅)Fe(η⁵-C₅H₃)C(O)N(C₁₀H₆)]}] (2) and the product mercurated on the unsubstituted Cp ring HgCl{(η⁵-C₅H₄)Fe(η⁵-C₅H₄)C(O)N(C₁₀H₆)]}] (3) were obtained by the reaction of 1 with mercuric acetate. All the new compounds 1, 2 and 3 were characterized by elemental analyses, IR, NMR, MS spectra and X-ray crystal structure analysis. The crystal structure of 1 extended into a 2D supramolecular network through the intermolecular π-π stacking interaction between the Cp ring and naphthoxazole ring. In the crystal of 2, there exist bridged Cl-Hg bonds, CH(Cp) ? Cl and CH? Hg hydrogen bonds, π-π stacking interactions, which facilitate construction of this complex into a 3D supramolecular structure.