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A Convenient and Selective Palladium-Catalyzed Aerobic Oxidation of Alcohols

  1. Dr. Saravanan Gowrisankar1
  2. Dr. Helfried Neumann1
  3. Dirk Gördes2
  4. Kerstin Thurow3
  5. Dr. Haijun Jiao1
  6. Prof. Dr. Matthias Beller1,*
Article first published online: 14 OCT 2013

DOI: 10.1002/chem.201302526Keywords:

  • alcohols;
  • density functional calculations;
  • oxidation;
  • palladium;
  • phosphine oxides

Abstract

An efficient procedure for the oxidation of primary and secondary alcohols to aldehydes and ketones, respectively, with molecular oxygen under ambient conditions has been achieved. By applying catalytic amounts of Pd(OAc)2 in the presence of tertiary phosphine oxides (O[DOUBLE BOND]PR3) as ligands, a variety of substrates are selectively oxidized without formation of ester byproducts. Spectroscopic investigations and DFT calculations suggest stabilization of the active palladium(II) catalyst by phosphine oxide ligands.

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