Organocatalytic oxidative dehydrogenation of dihydroarenes by dioxygen using 2,3-dichloro-5,6-dicyano-benzoquinone (DDQ) and NaNO2

Molecules. 2008 Dec 18;13(12):3236-45. doi: 10.3390/molecules13123236.

Abstract

The oxidative dehydrogenation of dihydroarenes catalyzed by 2,3-dichloro-5,6-dicyano-benzoquinone(DDQ) and NaNO(2) with dioxygen is reported. The combination of DDQ and NaNO(2) showed high efficiency and high selectivity, compared with other benzoquinones and anthraquinones, e.g., >99% conversion of 9,10-dihydroanthracene with 99% selectivity for anthracene can be obtained at 120 degrees C under 1.3 MPa O(2) for 8 h. Excellent results were achieved in the oxidative dehydrogenation of variety of dihydroarenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthraquinones / chemistry
  • Benzoquinones / chemistry*
  • Catalysis
  • Hydrogen / chemistry*
  • Macrocyclic Compounds / chemistry*
  • Oxidation-Reduction
  • Oxygen / chemistry*
  • Sodium Nitrite / chemistry*
  • Temperature
  • Time Factors

Substances

  • Anthraquinones
  • Benzoquinones
  • Macrocyclic Compounds
  • dichlorodicyanobenzoquinone
  • Hydrogen
  • Sodium Nitrite
  • Oxygen