An Iron(II) Complex with an N4S Ligand − A Novel Model Compound to Mimic Cytochrome P450 Activity

• Published in: European journal of inorganic chemistry Vol. 2002; no. 11; pp. 2891 - 2896
• Main Authors: Fazio, Oliver, Gnida, Manuel, Meyer-Klaucke, Wolfram, Frank, Walter, Kläui, Wolfgang
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.11.2002; WILEY‐VCH Verlag; Wiley
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Epoxidation; EXAFS spectroscopy; Homogeneous catalysis; Iron; Metalloenzymes; N,S ligands; O−O activation; Physical Sciences; S ligands; Science & Technology; Tetrapodal pentadentate ligand; SITE; PORPHYRINS; catalysis; O-O activation; homogeneous; N,S ligands; THIOLATE LIGAND; epoxidation; metalloenzymes; EXAFS spectroscopy; iron; OLEFINS; tetrapodal pentadentate ligand; PENTADENTATE LIGAND; PROTEINS
• ISSN: 1434-1948; 1099-0682
• DOI: 10.1002/1099-0682(200211)2002:11<2891::AID-EJIC2891>3.0.CO;2-R

The ligand 2,5‐Bis[hydroxybis(2‐pyridyl)methyl]thiophene (bhpmt) was designed to mimic the coordination sphere of cytochrome P450. With the ligand’s four coplanar nitrogen atoms and an axial sulfur donor group it is the first nonporphyrin model compound to form a similar arrangement. The structure of the corresponding iron(II) perchlorate complex was determined by EXAFS and XPS measurements. The bond lengths of the first coordination sphere are remarkably similar to known porphyrin‐based P450 model compounds. It is shown that the iron complex of bhmpt is able to perform epoxidation reactions with open‐chain olefins and aqueous hydrogen peroxide (30%) as the oxidizing agent. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)