Selective production of methylindan and tetralin with xylose or hemicellulose

Zhufan Zou, Zhenjie Yu, Weixiang Guan, Yanfang Liu, Yumin Yao, Yang Han, Guangyi Li, Aiqin Wang, Yu Cong, Xinmiao Liang (), Tao Zhang () and Ning Li ()
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Zhufan Zou: Chinese Academy of Sciences
Zhenjie Yu: Chinese Academy of Sciences
Weixiang Guan: Chinese Academy of Sciences
Yanfang Liu: Chinese Academy of Sciences
Yumin Yao: Chinese Academy of Sciences
Yang Han: Chinese Academy of Sciences
Guangyi Li: Chinese Academy of Sciences
Aiqin Wang: Chinese Academy of Sciences
Yu Cong: Chinese Academy of Sciences
Xinmiao Liang: Chinese Academy of Sciences
Tao Zhang: Chinese Academy of Sciences
Ning Li: Chinese Academy of Sciences

Nature Communications, 2024, vol. 15, issue 1, 1-12

Abstract: 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.

Date: 2024
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DOI: 10.1038/s41467-024-48101-x

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