title: The epoxidation of the olefins by meso-tetraphenylporphyrinatochromium(3+) chloride as an electrochemical P-450 model compound.
abstract: An electrochemical P450 model compound consisting of meso-tetraphenylporphyrinatochromium(3+) chloride (CrTPP), imidazole, and acetic acid was used in acetonitrile containing alkenes. The corresponding epoxides were obtained in better yields compared to a similar electrochemical P450 model compound using meso-tetraphenylporphyrinatomanganese(3+) chloride. The results of cyclic voltammetry and controlled potential electrolysis suggest that electrochemically reduced CrTPP reacts with dissolved oxygen to oxidize alkenes to epoxides.
authors.affiliation: Faculty of Pharmaceutical Sciences, Kobe-Gakuin University, Minatojima, Chuo-ku, Kobe 650–8586, Japan. michida@pharm.kobegakuin.ac.jp
authors.forename: Takashi
authors.initials: T
authors.lastname: Michida
authors.forename: Takuryu
authors.initials: T
authors.lastname: Omichi
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D040761:Biomimetic Materials / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D017608:Chromium Compounds / Q000737:chemistry*; D003577:Cytochrome P-450 Enzyme System / Q000737:chemistry*; D055664:Electrochemical Techniques; D004852:Epoxy Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry; D008665:Metalloporphyrins / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry
chemical_list: D000475:Alkenes; D002712:Chlorides; D017608:Chromium Compounds; D004852:Epoxy Compounds; D007093:Imidazoles; D008665:Metalloporphyrins; C029899:imidazole; D003577:Cytochrome P-450 Enzyme System; C017133:chromous chloride; D010100:Oxygen