title: Synthesis, characterization and spectral properties of substituted tetraphenylporphyrin iron chloride complexes.
abstract: A series of substituted tetraphenylporphyrin iron chloride complexes [RTPPFe(III)Cl, R=o/p-NO₂, o/p-Cl, H, o/p-CH₃, o/p-OCH₃] were synthesized by a novel universal mixed-solvent method and the spectral properties of free base porphyrins and iron porphyrin compounds were compared with each other. The experimental results showed that the one-pot mixed solvent method was superior to the two-step method in the yields, reaction time and workup of reaction mixtures for the synthesis of iron porphyrin compounds. The highest yields (28.7%-40.4%) of RTPPFe(III)Cl were obtained in the mixed solvents propionic acid, glacial acetic acid and m-nitrotoluene under reflux for 2 h. A detailed analysis of ultraviolet-visible (UV-vis), infrared (IR) and far-infrared (FIR) spectra suggested the transformation from free base porphyrins to iron porphyrins. The red shift of the Soret band in ultraviolet-visible spectra due to the presence of p-nitrophenyl substituents and the blue shift of Fe-Cl bond of TPPFeCl in far-infrared spectra were further explained by the electron transfer and molecular planarity in the porphyrin ring.
authors.affiliation: Institute of Green Chemistry and Fine Chemicals, Beijing University of Technology, Beijing 100124, China.
authors.forename: Zhi-Cheng
authors.initials: ZC
authors.lastname: Sun
authors.forename: Yuan-Bin
authors.initials: YB
authors.lastname: She
authors.forename: Yang
authors.initials: Y
authors.lastname: Zhou
authors.forename: Xu-Feng
authors.initials: XF
authors.lastname: Song
authors.forename: Kai
authors.initials: K
authors.lastname: Li
mesh_terms: D005296:Ferrous Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
chemical_list: D005296:Ferrous Compounds; D011166:Porphyrins; C409084:tetraphenylporphyrin; C029451:ferrous chloride