Hydrogenation of Anthracene and Dehydrogenation of Perhydroanthracene on Pt/C Catalysts


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Abstract

The hydrogenation of anthracene on a heterogeneous catalyst containing 3 wt % Pt/C (Aldrich) at 215, 245, and 280°C and the pressures of 40 and 90 atm is studied. The hydrogenation of anthracene to a completely hydrogenated product is considered in detail. The final product (perhydroanthracene) consists of five conformational isomers with total selectivity of more than 99%. The ratio of perhydroanthracene isomers in the end product is shown to be determined by the conditions (P, T) of hydrogenation. The rate of hydrogenation is found to slow upon an increase in the degree of benzene ring saturation. A mixture of perhydroanthracene isomers is dehydrogenated in an autoclave at 260−325°C on 3 wt % Pt/C catalyst (Aldrich) and in a flow reactor at 300–360°C on 3 wt% Pt/Sibunit catalyst. The reactivity of perhydroanthracene isomers in dehydrogenation is shown to differ.

About the authors

A. N. Kalenchuk

Department of Chemistry; Zelinsky Institute of Organic Chemistry

Author for correspondence.
Email: akalenchuk@yandex.ru
Russian Federation, Moscow, 119991; Moscow, 119991

A. E. Koklin

Zelinsky Institute of Organic Chemistry

Email: akalenchuk@yandex.ru
Russian Federation, Moscow, 119991

V. I. Bogdan

Department of Chemistry; Zelinsky Institute of Organic Chemistry

Email: akalenchuk@yandex.ru
Russian Federation, Moscow, 119991; Moscow, 119991

V. V. Lunin

Department of Chemistry

Email: akalenchuk@yandex.ru
Russian Federation, Moscow, 119991

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