标题: Selective cleavage of C beta -O-4 bond for lignin depolymerization via paired-electrolysis in an undivided cell.

作者: Huang, Zhenghui; Yu, Zihan; Guo, Zhaogang; Shi, Pingsen; Hu, Jingcheng; Deng, Hongbing; Huang, Zhiliang

来源出版物: Angewandte Chemie (International ed. in English)

页: e202407750

DOI: 10.1002/anie.202407750

出版年: 2024-Jun-20

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 H2 and elevated temperatures. Herein, we report a novel protocol of paired electrolysis to effectively cleave the Cbeta-O-4 bond of lignin model compounds and real lignin at room temperature and ambient pressure. For the first time, "cathodic hydrogenolysis of Cbeta-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 Cbeta-O-4 linkage. © 2024 Wiley‐VCH GmbH.

PubMed ID: 38899860

地址: Wuhan University, School of Resource and Environmental Sciences, CHINA.; Guangxi University, School of Chemistry and Chemical Engineering, CHINA.; Wuhan University, College of Chemistry and Molecular Sciences, CHINA.; Wuhan University, The Institute for Advanced Studies, CHINA.; Wuhan University, Chemistry, Luojiashan Road, 430070, Wuhan, CHINA.

通讯作者：Deng, Hongbing,hbdeng@whu.edu.cn,Huang, Zhiliang,zlhuang@whu.edu.cn

影响因子：16.1