通过非血红素铁木质素过氧化物酶反应模拟物对3,4-二甲氧基苄醇进行选择性脱氢（氧化）。

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

作者信息

Tung H C, Sawyer D T

机构信息

Department of Chemistry, Texas A&M University, College Station 77843.

出版信息

FEBS Lett. 1992 Oct 19;311(2):165-8. doi: 10.1016/0014-5793(92)81390-8.

DOI:10.1016/0014-5793(92)81390-8

PMID:1397305

Abstract

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 (FeII(OPPh3)2+(4), FeII(O2bpy)2+(2), FeII(MeCN)2+(4), FeII(PA)2, FeIIICl3) 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 FeII(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).

摘要

在吡啶中，双（2,2'-联吡啶）铁（II）（Fe(bpy)₂²⁺）能激活过氧化氢，实现藜芦醇（木质素的模型底物单体；3,4-（甲氧基）₂苯甲醇）的高效选择性催化脱氢（氧化）。其他几种配合物（FeII(OPPh₃)₂²⁺、FeII(O₂bpy)₂²⁺、FeII(MeCN)₂²⁺、FeII(PA)₂、FeIIICl₃）是藜芦醇和苯甲醇脱氢的有效催化剂，但它们的选择性（与3,4-（甲氧基）₂苯甲醇相对于苯甲醇的相对反应活性）低于优化后的FeII(bpy)₂²⁺/H₂O₂/吡啶（py）体系所观察到的6.1的比例。已经测定了其他几种作为木质素模型底物的甲氧基苄醇（例如4-甲氧基苯甲醇和（甲氧基）₃苯甲醇）的反应活性。