Synthesis and single crystal X‐ray determination of the Schiff base 1‐[(2‐isopropyl‐5‐methylphenoxy)hydrazono] ethyl ferrocene

Abstract

AbstractThe reaction of acetylferrocene [Fe(η‐C5H5)(η‐C5H4COCH3)] (1) with (2‐isopropyl‐5‐methylphenoxy) acetic acid hydrazide [CH3C6H3CH(CH3)2OCH2CONHNH2] (2) in refluxing ethanol gives the stable light‐orange–brown Schiff base 1‐[(2‐isopropyl‐5‐methylphenoxy)hydrazono] ethyl ferrocene, [CH3C6H3CH(CH3)2OCH2CONHNC(CH3)Fe(η‐C5H5)(η‐C5H4)] (3). Complex 3 has been characterized by elemental analysis, IR, 1H NMR and single crystal X‐ray diffraction study. It crystallizes in the monoclinic space group P21/n, with a = 9.6965(15), b = 7.4991(12), c = 29.698(7) Å, β = 99.010(13) °, V = 2132.8(7) Å3, Dcalc = 1.346 Mg m−3; absorption coefficient, 0.729 mm−1. The crystal structure clearly shows the characteristic [NH···O] hydrogen bonding between the two adjacent molecules of 3. This acts as a bidentale ligand, which, on treatment with [Ru(CO)2Cl2] n, gives a stable bimetallic yellow–orange complex (4). Copyright © 2002 John Wiley & Sons, Ltd.