title: Aerobic catalytic photooxidation of olefins by an electron-deficient Pacman bisiron(III) mu-oxo porphyrin.
abstract: The synthesis and oxygen atom transfer (OAT) photoreactivity of a diiron(III) mu-oxo meso-tripentafluorophenyl bisporphyrin appended to a dibenzofuran spacer are presented. Reaction of 4,6-diformyldibenzofuran under standard Lindsey conditions furnishes the parent cofacial porphyrin architecture in a single step. These cofacial porphyrins photocatalyze the oxidation of sulfides and olefins using visible light and molecular oxygen as the terminal oxidant. High turnover numbers reflect the enhanced stability of the electron-deficient diiron(III) mu-oxo bisporphyrin core appended to a dibenzofuran spacer under aerobic conditions.
authors.affiliation: Department of Chemistry, 6-335, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139-4307, USA.
authors.forename: Joel
authors.initials: J
authors.lastname: Rosenthal
authors.forename: Bradford J
authors.initials: BJ
authors.lastname: Pistorio
authors.forename: Leng Leng
authors.initials: LL
authors.lastname: Chng
authors.forename: Daniel G
authors.initials: DG
authors.lastname: Nocera
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D004583:Electrons; D007501:Iron / Q000737:chemistry*; D008665:Metalloporphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D008956:Models, Chemical; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D010777:Photochemistry
chemical_list: D000475:Alkenes; D008665:Metalloporphyrins; D007501:Iron; D010100:Oxygen