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Selective production of methylindan and tetralin with xylose or hemicellulose

Zhufan Zou, Zhenjie Yu, Weixiang Guan, Yanfang Liu, Yumin Yao, Han Yang, Guangyi Li, Aiqin Wang, Yu Cong, Xinmiao Liang, Tao Zhang, Ning Li

2024Nature Communications19 citationsDOIOpen Access PDF

Abstract

Indan and tetralin are widely used as fuel additives and the intermediates in the manufacture of thermal-stable jet fuel, many chemicals, medicines, and shockproof agents for rubber industry. Herein, we disclose a two-step route to selectively produce 5-methyl-2,3-dihydro-1H-indene (abbreviated as methylindan) and tetralin with xylose or the hemicelluloses from agricultural or forestry waste. Firstly, cyclopentanone (CPO) was selectively formed with ~60% carbon yield by the direct hydrogenolysis of xylose or hemicelluloses on a non-noble bimetallic Cu-La/SBA-15 catalyst. Subsequently, methylindan and tetralin were selectively produced with CPO via a cascade self-aldol condensation/rearrangement/aromatization reaction catalyzed by a commercial H-ZSM-5 zeolite. When we used cyclohexanone (another lignocellulosic cycloketone) in the second step, the main product switched to dimethyltetralin. This work gives insights into the selective production of bicyclic aromatics with lignocellulose.

Topics & Concepts

HemicelluloseXyloseTetralinProduction (economics)ChemistryFood scienceBiochemistryCelluloseFermentationCatalysisEconomicsMacroeconomicsCatalysis for Biomass ConversionBiofuel production and bioconversionMicrobial Metabolic Engineering and Bioproduction