Protection Group Effects During α,γ‐Diol Lignin Stabilization Promote High‐Selectivity Monomer Production,Angewandte Chemie International Edition

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Protection Group Effects During α,γ‐Diol Lignin Stabilization Promote High‐Selectivity Monomer Production
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-01-10 , DOI: 10.1002/anie.201710838
Wu Lan ₁ , Masoud Talebi Amiri ₁ , Christopher M. Hunston ₁ , Jeremy S. Luterbacher ₁

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Protection groups were introduced during biomass pretreatment to stabilize lignin's α,γ‐diol group during its extraction and prevent its condensation. Acetaldehyde and propionaldehyde stabilized the α,γ‐diol without any aromatic ring alkylation, which significantly increased final product selectivity. The subsequent hydrogenolysis catalyzed by Pd/C generated lignin monomers at near‐theoretical yields based on Klason lignin (48 % from birch, 20 % from spruce, 70 % from high‐syringyl transgenic poplar), and with high selectivity to a single 4‐n‐propanolsyringol product (80 %) in the case of the poplar. Unlike direct hydrogenation of native wood, hydrogenolysis of protected lignin with Ni/C also led to high selectivity to this single product (78 %), paving the way to high‐selectivity lignin upgrading with base metal catalysts. The use of extracted lignin facilitated valorization of polysaccharides, leading to high yields of all three major biomass polymers to a single major product.

中文翻译：

α，γ-二醇木质素稳定过程中的保护基效应促进高选择性单体的生产

在生物质预处理过程中引入保护基以稳定木质素的α，γ-二醇基团在提取过程中并防止其凝结。乙醛和丙醛稳定了α，γ-二醇而没有任何芳环烷基化，从而显着提高了最终产物的选择性。Pd / C催化的后续氢解反应产生了基于Klason木质素的理论产率接近理论的木质素单体（桦木占48％，云杉占20％，高丁香基转基因杨树占70％），并且对单个4- ñ对于杨树，使用丙醇丁香酚产品（80％）。与天然木材的直接氢化不同，用Ni / C对受保护的木质素进行氢解还可以提高对该单一产品的选择性（78％），从而为贱金属催化剂对木质素的高选择性升级铺平了道路。提取的木质素的使用促进了多糖的增值，导致所有三种主要生物质聚合物的高收率成为单一主要产品。

更新日期：2018-01-10

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