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Direct Oxygenation of Benzene to Phenol Using Quinolinium Ions as Homogeneous Photocatalysts
Author(s) -
Ohkubo Kei,
Kobayashi Takaki,
Fukuzumi Shunichi
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201102931
Subject(s) - benzene , phenol , photochemistry , photocatalysis , homogeneous , chemistry , ion , electron transfer , dimer , organic chemistry , catalysis , physics , thermodynamics
Photocatalytic oxygenation of benzene with oxygen and water to phenol has been achieved under ambient conditions by using the 3‐cyano‐1‐methylquinolinium ion as a photocatalyst (see picture). The mechanism was clarified by detecting the π‐dimer benzene radical cation produced by photoinduced electron transfer from benzene to the photocatalyst, and by monitoring the reaction of the radical cations with water molecules.