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Photoactivation of Molecular Oxygen by an Iron(III) Porphyrin with a Magnesium Aluminum Layered Double Hydroxide for the Aerobic Epoxidation of Cyclohexene
Author(s) -
Teramura Kentaro,
Tsuneoka Hideo,
Ogura Kentaro,
Sugimoto Takashi,
Shishido Tetsuya,
Tanaka Tsunehiro
Publication year - 2014
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201402131
Subject(s) - porphyrin , chemistry , cyclohexene , hydroxide , magnesium , photochemistry , chloroform , oxygen , inorganic chemistry , chloride , visible spectrum , phthalocyanine , absorption (acoustics) , catalysis , nuclear chemistry , organic chemistry , materials science , optoelectronics , composite material
The photocatalytic aerobic epoxidation of cyclohexene proceeded under visible‐light irradiation only if 5,10,15,20tetrakis(pentafluorophenyl)porphyrin iron(III) chloride ([Fe III (TPFPP)Cl]) was combined with Mg‐Al layered double hydroxide (Mg‐Al LDH) as a solid base in chloroform. The OH groups in the Mg‐Al LDH exchanged with the axial Cl ligands in [Fe III (TPFPP)Cl] to afford [Fe III (TPFPP)OH], which functioned photocatalytically in the presence of Mg‐Al LDH but was inactive in its absence. The band in the action spectrum agreed well with the Soret band in the UV/Vis absorption spectrum of [Fe III (TPFPP)OH]. The spectral changes indicated the reduction of [Fe III (TPFPP)OH] to [Fe II (TPFPP)] under visible‐light irradiation, which in turn activates O 2 that could be used for the epoxidation of cyclohexene.