Reductive Cleavage of C-O Bond in Model Compounds of Lignin

A simple protocol for reductive cleavage of C--O bond in diaryl and aryl methyl ethers was reported, in which Nail served as a reducing agent and KO Bu as a base and a radical initiator. The combination of Nail and KOBu displayed high efficiency for reductive cleavage of C-O bond in diaryl and awl e...

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Bibliographic Details
Published in:Chinese journal of chemistry 2017-06, Vol.35 (6), p.938-942
Main Authors: Xu, Huanjun, Liu, Xinwei, Zhao, Yanfei, Wu, Cailing, Chen, Yu, Gao, Xiang, Liu, Zhimin
Format: Article
Language:English
Subjects:
Anisole
Aromatic compounds
aromatics
aryl ethers
Catalysts
Cleavage
C—O bond
Dibenzofuran
Diphenyl ether
Ethers
Hydrogenation
Ligands
Lignin
Phenols
reductive cleavage
二芳基
木素模型化合物
甲基醚
组合显示
自由基引发剂
自由基机理
还原剂
还原裂解
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Summary:A simple protocol for reductive cleavage of C--O bond in diaryl and aryl methyl ethers was reported, in which Nail served as a reducing agent and KO Bu as a base and a radical initiator. The combination of Nail and KOBu displayed high efficiency for reductive cleavage of C-O bond in diaryl and awl ethers （e.g., dibenzofuran, diphe- nyl ether, anisole） without the hydrogenation of the aryl rings, in the absence of any other catalysts or ligands at 140 ℃, producing corresponding arenes and phenols. It was indicated that the reaction was under a radical mecha- nism.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201600770