Synthesis and structural determination of a new five-coordinate iron(III) porphyrin containing monoanion 1,4-phenyldicyanamide as axial ligand

A new five coordinate and stable iron(III) heme analog, [FeIII(OEP)(DicydH)], where OEP is the dianion of octaethylporphyrin and DicydH = monoanion of 1,4-phenyldicyanamide, has been synthesized. The compound has been characterized by different spectroscopic methods 1H NMR, UV–Vis, IR as well as elemental analysis. 1H NMR spectroscopy and magnetic moment measurements show that [FeIII(OEP)(DicydH)] is paramagnetic and iron is five-coordinate. The structure of [FeIII(OEP)(DicydH)] has been determined by X-ray diffraction analysis, that it is similar with a P21/c space group in the monoclinic crystal system. The crystal structure of the complex is stabilized by hydrogen bonds of the type N–H⋯N. Electrochemical of [FeIII(OEP)(DicydH)] has been studied by cyclic voltammetry.

Graphical abstractA new five coordinate and stable iron (III) heme analog, [FeIII(OEP)(DicydH)], where OEP is the dianion of octaethylporphyrin and DicydH = monoanion of 1,4-phenyldicyanamide, has been synthesized. 1H NMR spectroscopy and magnetic moment measurements show that [FeIII(OEP)(DicydH)] is paramagnetic and iron is five-coordinate. The structure of [OEPFe(DicydH)] has been determined by X-ray diffraction analysis. The crystal structure of the complex is stabilized by hydrogen bonds of the type N–H⋯N.Figure optionsDownload full-size imageDownload as PowerPoint slide