Abstract
The reaction of 6-amino-6-deoxycelluloe (1) with hematin in the presence of N,N′-carbonyldiimidazole and 1,8-diazabicyclo[5.4.0]undec-7-ene in N,N-dimethylformamide at 50°C for four days afforded hematin-appended 6-aminocellulose (2). Compound 2 was more stable than hematin, and retained the oxidation activity of hematin, even after being treated at 100°C for 3 h. Compound 2 showed good guaiacol oxidation activity in an aqueous 80% AcOH solution (pH 1.5), whereas hematin and horseradish peroxidase showed very low oxidation activities under the same conditions, suggesting that compound 2 is a useful biomimetic catalyst. However, no asymmetric induction was achieved in the catalytic oxidation of sinapyl alcohol (3) using compound 2.
Published Version
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