Highly efficient catalytic production of oximes from ketones using in situ-generated H2O2

Richard J. Lewis, Kenji Ueura, Xi Liu, Yukimasa Fukuta, Thomas E. Davies, David J. Morgan, Liwei Chen, Jizhen Qi, James Singleton, Jennifer K. Edwards, Simon J. Freakley, Christopher J. Kiely, Yasushi Yamamoto, Graham J. Hutchings

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The ammoximation of cyclohexanone using preformed hydrogen peroxide (H2O2) is currently applied commercially to produce cyclohexanone oxime, an important feedstock in nylon-6 production. We demonstrate that by using supported gold-palladium (AuPd) alloyed nanoparticles in conjunction with a titanium silicate-1 (TS-1) catalyst, H2O2 can be generated in situ as needed, producing cyclohexanone oxime with >95% selectivity, comparable to the current industrial route. The ammoximation of several additional simple ketones is also demonstrated. Our approach eliminates the need to transport and store highly concentrated, stabilized H2O2, potentially achieving substantial environmental and economic savings. This approach could form the basis of an alternative route to numerous chemical transformations that are currently dependent on a combination of preformed H2O2 and TS-1, while allowing for considerable process intensification.

Original languageEnglish
Pages (from-to)615-620
Number of pages6
JournalScience (New York, N.Y.)
Issue number6593
Publication statusPublished - 5 May 2022

ASJC Scopus subject areas

  • General


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