Cleavage of C-C and C-O Bonds in β-O-4 Linkage of Lignin Model Compound by Cyclopentadienone Group 8 and 9 Metal Complexes

被引：4
作者：
Kusumoto, Shuhei [1 ]
Kishino, Masamichi [1 ]
Nozaki, Kyoko [1 ]
机构：
[1] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1138656, Japan
来源：
CHEMISTRY LETTERS | 2020年 / 49卷 / 05期
关键词：
Lignin; Metal-ligand cooperation; Retro-aldol reaction; OXIDATIVE CONVERSION; AEROBIC OXIDATION; DEPOLYMERIZATION; HYDROGENOLYSIS; DEGRADATION; VALORIZATION; CHEMICALS;
D O I：
10.1246/cl.200037
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Degradation of 1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol (1), a model compound for lignin beta-O-4 linkage was examined with iron, ruthenium, rhodium and iridium complexes bearing cyclopentadienone ligand. Cyclopentadienone iron complex gave only a small amount of degraded product with reduced molecular weight. Cyclopentadienone ruthenium complex, so called Shvo's catalyst, afforded 3,4-dimethoxybenzaldehyde (a3) in 14.3% yield after C alpha-C beta bond cleavage. On the other hand, cyclopentadienone group-9 metal complexes catalyzed C beta-O bond cleavage to afford guaiacol (b1) as a main product in up to 74.9% yield.
引用
收藏
页码：477 / 480
页数：4
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