Convergent reductive depolymerization of wood lignin to isolated phenol derivatives by metal-free catalytic hydrosilylation
Convergent reductive depolymerization of wood lignin to isolated phenol derivatives by metal-free catalytic hydrosilylation
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DOI：
10.1039/c5ee01304f
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发表时间：
2015-01-01
影响因子：
32.5
通讯作者：
Cantat, Thibault
中科院分区：
文献类型：
--
作者：
Feghali, Elias;Carrot, Geraldine;Cantat, Thibault
报道了在无金属条件下木质素还原解聚的第一个例子。使用氢硅烷作为还原剂和 B(C6F5)(3) 作为路易斯酸催化剂，木材木质素在室温下有效转化为窄分布的苯酚衍生物。基于木材树种选择和木质素提取方法以及聚合还原解聚的三步方法能够生产四种结构明确的芳香族化合物。从木质素中成功分离出苯酚产物，产率为 7-24 wt%，从木材中分离出的苯酚产物产率为 0.5-2.4 wt%。该策略被发现非常有效，并适用于 15 种不同的木本植物，包括裸子植物和被子植物物种。这种新方法的效率已根据木质素制剂的光谱表征和单芳香族产品的分离产率进行了评估。
The first examples of reductive depolymerization of lignin are reported under metal-free conditions. Using hydrosilanes as reductants and B(C6F5)(3) as a Lewis acid catalyst, wood lignin is efficiently converted to a narrow distribution of phenol derivatives at room temperature. A three-step methodology based on the selection of the wood species and the lignin extraction method followed by a convergent reductive depolymerization enables the production of four structurally defined aromatic compounds. The phenol products were successfully isolated in 7-24 wt% yield from lignin and 0.5-2.4 wt% yield from wood. The strategy is found to be robust and is applied to 15 different wood plants, including gymnosperm and angiosperm species. The efficiency of this novel methodology has been evaluated based on spectroscopic characterization of the lignin preparations and isolated yields of mono-aromatic products.