首页|Role of methoxy and Cα-based substituents in electrochemical oxidation mechanisms and bond cleavage selectivity of β-O-4 lignin model compounds
Role of methoxy and Cα-based substituents in electrochemical oxidation mechanisms and bond cleavage selectivity of β-O-4 lignin model compounds
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In order to better understand the specific substituent effects on the electrochemical oxidation process of β-O-4 bond,a series of methox-yphenyl type β-O-4 dimer model compounds with different localized methoxyl groups,including 2-(2-methoxyphenoxy)-1-phenylethanone,2-(2-methoxyphenoxy)-1-phenylethanol,2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethanone,2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethanol,2-(2,6-dimethoxyphenoxy)-1-(4-methoxyphenyl)ethanone,2-(2,6-dimethoxyphenoxy)-1-(4-methoxyphenyl)ethanol have been selected and their electrochemical properties have been studied experimentally by cyclic voltammetry,and FT-IR spectroelectrochemistry.Combining with electrolysis products distribution analysis and density functional theory calculations,oxidation mechanisms of all six model dimers have been explored.In particular,a total effect from substituents of both para-methoxy(on the aryl ring closing to Ca)and Cα-OH on the oxidation mechanisms has been clearly observed,showing a significant selectivity on the Cα-Cβ bond cleavage induced by electrochemical oxidations.
Lignin model compoundsβ-O-4 dimersElectrochemical oxidationOxidation mechanismsSubstituent effect
Yang Zhou、Qiang Zeng、Hongyan He、Kejia Wu、Fuqiao Liu、Xuehui Li
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School of Chemistry and Chemical Engineering,The Guangdong Provincial Key Laboratory of Green Chemical Product Technology,State Key Laboratory of Pulp and Paper Engineering,South China University of Technology,Guangzhou,Guangdong,510640,China
CAS Key Laboratory of Green Process and Engineering,Institute of Process Engineering,Chinese Academy of Sciences,Beijing,100190,China
国家自然科学基金国家自然科学基金Guangdong Basic and Applied Basic Research FoundationGuangdong Basic and Applied Basic Research Foundation广州市科技计划
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