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Green photochemistry: the use of microemulsions as green media in photooxygenation reactions\ud

By Emma E. Coyle, Kieran Joyce, Kieran Nolan and Michael Oelgemöller


The use of 'green' microemulsions of ethyl acetate and water, using sodium dodecyl sulfate and alcoholic co-surfactants as a reaction medium, in photooxygenation reactions was investigated. This work looked at the optimisation of the microemulsion (the optimum ratio of components), an investigation of the effect of changing co-surfactant and optimisation of the reaction work-up for the synthesis of 5-hydroxy-1,4-naphthoquinone, Juglone. Isolated yields of 36–88% were achieved in just 4 h of irradiation. Microemulsions also allowed the usage of the sensitiser tetraphenylporphyrin (TPP) in a benign environment. The optimised procedure was furthermore applied to the synthesis of 5-amido-1,4-naphthoquinones, and moderate yields were achieved

Publisher: Royal Society of Chemistry
Year: 2010
DOI identifier: 10.1039/C004869K
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Provided by: ResearchOnline@JCU
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