Journal
CATALYSTS
Volume 13, Issue 9, Pages -Publisher
MDPI
DOI: 10.3390/catal13091306
Keywords
titanium dioxide; heterogeneous photocatalysis; visible light photocatalysis; photoredox catalysis; tert-butyl hydroperoxide; barbituric acids
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TiO2 is a promising heterogeneous photoredox catalyst, but it is not easily activated by visible light. This study demonstrates the generation of t-BuOO· radicals from tert-butylhydroperoxide catalyzed using commercially available unmodified TiO2 under visible light. The discovery has the potential for highly selective catalytic reactions in organic synthesis.
TiO2 is one of the most promising heterogeneous photoredox catalysts employed in oxidative pollutant destruction, CO2 reduction, water splitting, disinfection, solar cell design and organic synthesis. Due to the wide bandgap of TiO2, visible light energy is not sufficient for its activation, and electron/hole pairs generated upon UV irradiation demonstrate limited selectivity for application in organic synthesis. Thus, the development of TiO2-based catalytic systems activated by visible light is highly attractive. In the present work we demonstrate the generation of t-BuOO center dot radicals from tert-butylhydroperoxide catalyzed using commercially available unmodified TiO2 under visible light. This finding was used for the highly selective CH-peroxidation of barbituric acids, which contrasts with the behavior of the known TiO2/H2O2/UV photocatalytic system used for deep oxidation of organic pollutants.
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