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High frequency ultrasound as a tool for elucidating mechanistic elements of cis-cyclooctene epoxidation with aqueous
Tony Cousin1, Gregory Chatel2, Nathalie Kardos2
1Univ. Savoie Mont Blanc - LCME, F-73000 Chambéry, France; Univ Lyon, Université Claude Bernard Lyon 1, INSA-Lyon, CPE-Lyon, ICBMS-UMR CNRS 5246, Campus Lyon-Tech la Doua, Bât. Lederer, 43 Boulevard du 11 Novembre 1918, 69622 Villeurbanne, France.
Abstract:
The use of high frequency ultrasound (800 kHz) highlights the non-radical character of the cis-cyclooctene epoxidation mediated by H2O2 and H2WO4. Combination of moderate mixing brought by the ultrasonic irradiation with precise thermoregulation of the double jacketed sonoreactor demonstrates the potential of this technique for studying and optimizing all the reaction parameters. The results not only reveal that the optimized ultrasonic conditions lead to excellent epoxidation outcomes with 96% yield and 98% selectivity but also to higher selectivities toward the epoxidation product compared with silent conditions.
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