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从木质素中制备芳基卤化物。

Producing aryl halides from lignin.

作者信息

Liu Yongqian, Li Yi, He Zhiyang, Wu Simeng, Ma Chunhui, Li Wei, Li Shujun, Chen Zhijun, Liu Shouxin, Tian Bing

机构信息

State Key Laboratory of Utilization of Woody Oil Resource, Northeast Forestry University, Harbin, China.

Key Laboratory of Bio-based Material Science and Technology of Ministry of Education, Northeast Forestry University, Harbin, China.

出版信息

Nat Commun. 2025 Apr 17;16(1):3673. doi: 10.1038/s41467-025-59054-0.

Abstract

Lignin represents the most abundant biomass resource, which contains aromatic units. Lignin refinery is a promising, sustainable alternative for the production of aromatic chemicals. However, depolymerization and transformation of lignin into aryl halides, which are indispensable chemicals in both the academic and industrial communities, remain challenging. Here, we report a simple and mild method for the depolymerization and halogenation of lignin, leading to the production of useful aryl halides. Notably, hydrogen bond activation for halogenation reagents is essential for substantially increasing the reactivity, resulting a highly efficient cleavage of C-C bonds in lignin. This method is highly selective for breaking C(sp)-C(sp) bonds of lignin linkages, enabling the application of precise depolymerization and halogenation reactions from lignin models to native lignin from various wood resources, which provides a sustainable and efficient access to various synthetically useful aryl halides.

摘要

木质素是最丰富的生物质资源,含有芳香单元。木质素精炼是生产芳香化学品的一种有前景的可持续替代方法。然而,将木质素解聚并转化为芳基卤化物(这在学术界和工业界都是不可或缺的化学品)仍然具有挑战性。在此,我们报道了一种简单温和的木质素解聚和卤化方法,可生产有用的芳基卤化物。值得注意的是,卤化试剂的氢键活化对于大幅提高反应活性至关重要,从而导致木质素中碳 - 碳键的高效裂解。该方法对断裂木质素连接键的C(sp)-C(sp)键具有高度选择性,能够实现从木质素模型到各种木材资源天然木质素的精确解聚和卤化反应,为各种合成上有用的芳基卤化物提供了可持续且高效的获取途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c03a/12006440/a7e3ab4596bc/41467_2025_59054_Fig1_HTML.jpg

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