Catalysis Letters

, 125:154

Electronic Effect of Substituent of Quinones on their Catalytic Performance in Hydrocarbons Oxidation

Authors

    • Department of Chemistry, Institute of CatalysisZhengzhou University
  • Yong Chen
    • Department of Chemistry, Institute of CatalysisZhengzhou University
  • Xiaomei Yang
    • Department of Chemistry, Institute of CatalysisZhengzhou University
  • Yunlai Su
    • Department of Chemistry, Institute of CatalysisZhengzhou University
  • Wei Zhang
    • State Key Laboratory of Catalysis, Dalian Institute of Chemical PhysicsChinese Academy of Sciences
  • Jie Xu
    • State Key Laboratory of Catalysis, Dalian Institute of Chemical PhysicsChinese Academy of Sciences
Article

DOI: 10.1007/s10562-008-9537-y

Cite this article as:
Zhou, L., Chen, Y., Yang, X. et al. Catal Lett (2008) 125: 154. doi:10.1007/s10562-008-9537-y

Abstract

Quinones with electron-withdrawing F, Cl or Br groups and N-hydroxyphthalimide (NHPI) were used as catalysts in selective oxidation of hydrocarbons with molecular oxygen as oxidant. The catalytic activity in the selective oxidation of ethylbenzene to oxygenation products was in the following order: p-benzoquinone < tetrafluoro-p-benzoquinone ≈ tetrachloro-p-benzoquinone < tetrabromo-p-benzoquinone (p-TBBQ). Moderate electron-withdrawing power of substituent was suitable for quinone abstracting hydrogen from NHPI to generate reactive phthalimido-N-oxyl (PINO). The catalytic activity of p-TBBQ/NHPI, the best catalyst in our study, was also tested in the selective oxidation of alkylarenes, alkenes and alkanes.

Keywords

QuinonesSubstituent effectsHydrocarbonsOxidationN-hydroxyphthalimide

Copyright information

© Springer Science+Business Media, LLC 2008