Issue 7, 2014

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

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
18 Apr 2014
Accepted
27 May 2014
First published
28 May 2014

Green Chem., 2014,16, 3635-3642

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

B. Biannic, J. J. Bozell and T. Elder, Green Chem., 2014, 16, 3635 DOI: 10.1039/C4GC00709C

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