Controlling the selectivity of the manganese/bicarbonate/hydrogen peroxide catalytic system by a biphasic pyrrolidinium ionic liquid/n-heptane medium

Wing Leung Wong, Kam Piu Ho, Yoon Suk Lee, Ming Him So, Tak Hang Chan, Kwok Yin Wong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

7 Citations (Scopus)

Abstract

The Mn2+/HCO3-/H2O2catalytic system exhibits excellent aldehyde selectivity in the oxidation of various benzylic and allyic alcohols under mild conditions and short reaction time when the reactions are carried out in a biphasic dicationic pyrrolidinium ionic liquid/n-heptane medium. The dicationic pyrrolidinium ionic liquid shows differential solubility towards alcohols and their aldehydes whereas the immiscible n-heptane instantaneously extracted and separated aldehydes from the reaction phase. This design of biphasic ionic liquid/n-heptane catalytic system prevents the over-oxidation of aldehydes to carboxylic acids effectively. Separation and recycling can also be easily done by decantation of the n-heptane layer after reaction. With the biphasic system, high conversion of benzyl alcohol to benzaldehyde was achieved with very low loadings of H2O2and Mn(OAc)2catalyst at room temperature and within short reaction time. Throughout 10 reaction cycles, a total turnover number (TON) of 37,600 was achieved and excellent catalytic reactivity and selectivity were maintained with an average yield of 94%.
Original languageEnglish
Pages (from-to)244-249
Number of pages6
JournalApplied Catalysis A: General
Volume453
DOIs
Publication statusPublished - 26 Feb 2013

Keywords

  • Green chemistry
  • Hydrogen peroxide
  • Ionic liquid
  • Manganese catalyst
  • Oxidation

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

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