Selective dehydrogenation (oxidation) of 3,4‐dimethoxybenzyl alcohol by a non‐heme iron lignin‐peroxidase reaction mimic

FEBS Letters

Tung, Hui-Chan¹  Sawyer, Donald T.¹ 

[1]Department of Chemistry, Texas A&M University, College Station, TX 77843, USA

关键词: Bis(2;    2′-bipyridine)iron(II);    Lignin peroxidase;    Veratryl alcohol;    Reaction mimic;    Dehydrogenation;    Hydrogen peroxide;   

DOI  :  10.1016/0014-5793(92)81390-8

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

In pyridine, bis(2,2′-bipyridine)iron(II) (Fe(bpy)²⁺ ₂) activates hydrogen peroxide for the efficient and selective catalytic dehydrogenation (oxidation) of veratryl alcohol (model-substrate monomer for lignin; 3,4-(MeO)₂PhCH₂OH). Several other complexes (Fe^II(OPPh₃)²⁺ ₄, Fe^II(O₂bpy)²⁺ ₂, Fe^II(MeCN)²⁺ ₄, Fe^II(PA)₂, Fe^IIICl₃) are effective catalysts for the dehydrogenation of veratryl alcohol and benzyl alcohol, but their selectivity (relative reactivity with 3,4-(MeO)₂PhCH₂OH vs. PhCH₂OH) is less than the 6.1 ratio that is observed for the optimized Fe^II(bpy)²⁺ ₂/H₂O₂/pyridine(py) system. The reactivities have been determined for several other methoxybenzyl alcohols that are model substrates for lignin (e.g.,4-MeOPhCH₂OH and (MeO)₃PhCH₂OH).

【 授权许可】

Unknown