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Highly efficient catalytic production of oximes from ketones using in situ-generated H 2 O 2 .

Richard James LewisKenji UeuraXi LiuYukimasa FukutaThomas E DaviesDavid J MorganLiwei ChenJizhen QiJames SingletonJennifer K EdwardsSimon J FreakleyChristopher J KielyYasushi YamamotoGraham John Hutchings
Published in: Science (New York, N.Y.) (2022)
The ammoximation of cyclohexanone using preformed hydrogen peroxide (H 2 O 2 ) 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, H 2 O 2 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 H 2 O 2 , 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 H 2 O 2 and TS-1, while allowing for considerable process intensification.
Keyphrases
  • highly efficient
  • hydrogen peroxide
  • nitric oxide
  • wastewater treatment
  • heavy metals
  • life cycle
  • ionic liquid
  • risk assessment
  • carbon dioxide