Synthesis, Solid State Molecular Structure, and Cyclic Voltammetry of a Ruthenium Nitrosyl Porphyrin with a Nitrosonaphthol Ligand.

Nitrosonaphthols belong to the class of C-nitroso compounds, having an additional hydroxyl group on the naphthalene ring. Their coordination chemistry is rich due to the presence of both nitroso and hydroxyl groups. Despite the various binding modes of nitrosonaphthols in metal complexes, their interactions with heme model complexes remain unexplored. Their coordination chemistry is rich due to the presence of both nitroso and hydroxyl groups. In this work, we report the synthesis and characterization of a six-coordinate ruthenium nitrosyl porphyrin complex, (OEP)Ru(NO)(η 1-ONC10H6O) from the reaction of excess 2-nitroso-1-naphthol with the nitrosyl ruthenium alkoxide precursor, (OEP)Ru(NO)(O-i-C5H11) (OEP = 2,3,7,8,12,13,17,18-octaethylporphinato dianion). The complex was characterized by various methods, including 1D and 2D NMR spectroscopy (COSY, HSQC, HMBC, and 1D-NOE), IR spectroscopy, and single-crystal X-ray crystallography. The molecular structure of (OEP)Ru(NO)(η 1-ONC10H6O) reveals monodentate O-binding to the metal through the nitroso oxygen atom of the oxo-oxime tautomer. The intermolecular interactions within the crystalline packing of the complex were investigated using Hirshfeld surface analysis. In addition, the redox behavior of (OEP)Ru(NO)(η 1-ONC10H6O) was studied through cyclic voltammetry in CH2Cl2. As far as we know, the structure of (OEP)Ru(NO)(η 1-ONC10H6O) represents the first member of the class of monodentate 1,2-nitrosonaphthol metal complexes.