Steric effects in the design of Co-Schiff base complexes for the catalytic oxidation of lignin models to para-benzoquinones

  • Authors: Biannic, Berenger; Bozell, Joseph J.; Elder, Thomas
  • Publication Year: 2014
  • Publication Series: Scientific Journal (JRNL)
  • Source: Green Chemistry, 16:3635-3642
  • DOI: 10.1039/c4gc00709c

Abstract

New Co-Schiff base complexes that incorporate a sterically hindered ligand and an intramolecular bulky piperazine base in close proximity to the Co center are synthesized. Their utility as catalysts for the oxidation of para-substituted lignin model phenols with molecular oxygen is examined. Syringyl and guaiacyl alcohol, as models of S and G units in lignin, are oxidized in good yield using a catalyst bearing an N-benzylpiperazinyl substituent, with the catalysts displaying improved reactivity for G oxidation. Computational evaluation of the catalysts shows that the piperazinyl substituent is within bonding distance of the Co center. The increased steric interference is suggested as the source of increased G reactivity.

  • Citation: Biannic, Berenger; Bozell, Joseph J.; Elder, Thomas 2014. Steric effects in the design of Co-Schiff base complexes for the catalytic oxidation of lignin models to para-benzoquinones. Green Chemistry, 16:3635-3642. 8 p.
  • Posted Date: September 17, 2014
  • Modified Date: May 11, 2015
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