Two-Step, Catalytic C–C Bond Oxidative Cleavage Process Converts Lignin Models and Extracts to Aromatic Acids

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• 作者：Min Wang ; Jianmin Lu ; Xiaochen Zhang ; Lihua Li ; Hongji Li ; Nengchao Luo ; Feng Wang
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：September 2, 2016
• 年：2016
• 卷：6
• 期：9
• 页码：6086-6090
• 全文大小：468K
• 年卷期：0
• ISSN：2155-5435

文摘

We herein report a two-step strategy for oxidative cleavage of lignin C–C bond to aromatic acids and phenols with molecular oxygen as oxidant. In the first step, lignin β-O-4 alcohol was oxidized to β-O-4 ketone over a VOSO₄/TEMPO [(2,2,6,6-tetramethylpiperidin-1-yl)oxyl)] catalyst. In the second step, the C–C bond of β-O-4 linkages was selectively cleaved to acids and phenols by oxidation over a Cu/1,10-phenanthroline catalyst. Computational investigations suggested a copper-oxo-bridged dimer was the catalytically active site for hydrogen-abstraction from C_β–H bond, which was the rate-determining step for the C–C bond cleavage.