Efficient allylic oxidation of cyclohexene catalyzed by Ti-MCM-41 using H2O2 as oxidant

  • Huiying Wu
  • , Huanhao Lin
  • , Yucheng Jin
  • , Dongxu Liu
  • , Yunkai Yu
  • , Yueming Liu*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

2-cyclohexen-1-ol and 2-cyclohexen-1-one are very important chemical raw materials, and it is a challenge to develop an environmental and efficient synthesis route with titanium-containing catalyst to obtain high yield of allylic oxidation product. Herein, we present an intensive study on the allylic oxidation of cyclohexene over titanosilicates/H2O2 system. Ti-MCM-41 is found as an efficient catalyst. The reaction parameters, including cyclohexene/H2O2 molar ratios, solvent, catalyst amount, titanium content, reaction temperature and reaction time, were studied in detail. And a high cyclohexene conversion (∼20.2 %) and total selectivity of 2-cyclohexen-1-one and 2-cyclohexen-1-ol (∼90.0 %) was achieved under optimized reaction conditions. Further the allylic oxidation of cyclohexene proceeds a radical mechanism as demonstrated by the addition of radical scavenger BHT. This will make it possible for the highly selective green generation of enols and ketenes.

Original languageEnglish
Article number113263
JournalMicroporous and Mesoporous Materials
Volume378
DOIs
StatePublished - Oct 2024

Keywords

  • 2-Cyclohexen-1-ol
  • 2-Cyclohexen-1-one
  • Cyclohexene
  • Radical mechanism
  • Ti-MCM-41

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