Catalytic Acceptorless Dehydrogenation (CAD) of Secondary Benzylic Alcohols into Value-Added Ketones Using Pd(II)-NHC Complexes

Molecules. 2023 Jun 25;28(13):4992. doi: 10.3390/molecules28134992.

Abstract

For the creation of adaptable carbonyl compounds in organic synthesis, the oxidation of alcohols is a crucial step. As a sustainable alternative to the harmful traditional oxidation processes, transition-metal catalysts have recently attracted a lot of interest in acceptorless dehydrogenation reactions of alcohols. Here, using well-defined, air-stable palladium(II)-NHC catalysts (A-F), we demonstrate an effective method for the catalytic acceptorless dehydrogenation (CAD) reaction of secondary benzylic alcohols to produce the corresponding ketones and molecular hydrogen (H2). Catalytic acceptorless dehydrogenation (CAD) has been successfully used to convert a variety of alcohols, including electron-rich/electron-poor aromatic secondary alcohols, heteroaromatic secondary alcohols, and aliphatic cyclic alcohols, into their corresponding value-added ketones while only releasing molecular hydrogen as a byproduct.

Keywords: Pd(II)–bis-N-heterocyclic carbene complexes; Pd–PEPPSI complexes; palladium; secondary benzylic alcohols; value-added ketones.

MeSH terms

  • Alcohols*
  • Catalysis
  • Hydrogen
  • Ketones*
  • Palladium

Substances

  • Ketones
  • Alcohols
  • Hydrogen
  • Palladium