标题: Selective Cleavage of C<sub><i>β</i></sub>-O-4 Bond for Lignin Depolymerization via Paired-Electrolysis in an Undivided Cell
作者: Huang, ZH (Huang, Zhenghui); Yu, ZH (Yu, Zihan); Guo, ZG (Guo, Zhaogang); Shi, PS (Shi, Pingsen); Hu, JC (Hu, Jingcheng); Deng, HB (Deng, Hongbing); Huang, ZL (Huang, Zhiliang)
来源出版物: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION DOI: 10.1002/anie.202407750 Early Access Date: AUG 2024 Published Date: 2024 AUG 7
摘要: The cleavage of C-O bonds is one of the most promising strategies for lignin-to-chemicals conversion, which has attracted considerable attention in recent years. However, current catalytic system capable of selectively breaking C-O bonds in lignin often requires a precious metal catalyst and/or harsh conditions such as high-pressure H-2 and elevated temperatures. Herein, we report a novel protocol of paired electrolysis to effectively cleave the C-beta-O-4 bond of lignin model compounds and real lignin at room temperature and ambient pressure. For the first time, "cathodic hydrogenolysis of C-beta-O-4 linkage" and "anodic C-H/N-H cross-coupling reaction" are paired in an undivided cell, thus the cleavage of C-O bonds and the synthesis of valuable triarylamine derivatives could be simultaneously achieved in an energy-effective manner. This protocol features mild reaction conditions, high atom economy, remarkable yield with excellent chemoselectivity, and feasibility for large-scale synthesis. Mechanistic studies indicate that indirect H* (chemical absorbed hydrogen) reduction instead of direct electron transfer might be the pathway for the cathodic hydrogenolysis of C-beta-O-4 linkage.
作者关键词: Cleavage of C-beta-O-4 bond; Lignin depolymerization; Paired-electrolysis; Oxidative Coupling; Hydrogenolysis
地址: [Huang, Zhenghui; Deng, Hongbing; Huang, Zhiliang] Wuhan Univ, Sch Resource & Environm Sci, Hubei Biomass Resource Chem & Environm Biotechnol, Wuhan 430079, Peoples R China.
[Yu, Zihan] Guangxi Univ, Sch Chem & Chem Engn, Guangxi Key Lab Petrochem Resource Proc & Proc Int, Nanning 530004, Peoples R China.
[Guo, Zhaogang; Shi, Pingsen; Hu, Jingcheng] Wuhan Univ, Inst Adv Studies IAS, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China.
通讯作者地址: Deng, HB; Huang, ZL (通讯作者)，Wuhan Univ, Sch Resource & Environm Sci, Hubei Biomass Resource Chem & Environm Biotechnol, Wuhan 430079, Peoples R China.
电子邮件地址: hbdeng@whu.edu.cn; zlhuang@whu.edu.cn
影响因子：16.1
