Activation of hydrogen peroxide by the nitrate anion in micellar media

We present the activation of hydrogen peroxide by micellar imidazolium nitrates via H-bond formation in water, as shown by vibrational spectroscopy and supported by DFT calculations. Mechanistic insight into the interactions of the surfactant cation, the nitrate anion and H 2 O 2 is given. The micel...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 23; no. 5; pp. 1965 - 1971
Main Authors Schmidt, Fabian, Zehner, Bastian, Kaposi, Marlene, Drees, Markus, Mink, János, Korth, Wolfgang, Jess, Andreas, Cokoja, Mirza
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 15.03.2021
Subjects
Anions
Green chemistry
Hydrogen peroxide
Micelles
Nitrates
Spectroscopy
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Summary:We present the activation of hydrogen peroxide by micellar imidazolium nitrates via H-bond formation in water, as shown by vibrational spectroscopy and supported by DFT calculations. Mechanistic insight into the interactions of the surfactant cation, the nitrate anion and H 2 O 2 is given. The micelles solubilise and epoxidise cyclooctene in the aqueous phase. Surface-active imidazolium nitrates activate hydrogen peroxide, which enables the epoxidation of olefins. The micelles solubilise the substrate in the aqueous oxidant phase and allow for simple product separation and catalyst recycling.
Bibliography:10.1039/d0gc03497e
Electronic supplementary information (ESI) available. See DOI
ISSN:1463-9262
1463-9270
DOI:10.1039/d0gc03497e