Selective Catalytic Hydrodebromination of 2,3,4,5-Tetrabromothiophene with Hydrogen on a Palladium Catalyst

A way of hydrodebrominating 2,3,4,5-tetrabromothiophene ( 1 ) to 3,4-dibromothiophene ( 2 ) on a 5% Pd/Sibunit catalyst is proposed. The effect of solvent, alkaline agent, temperature, and concentration of 1 on the yield of 2 is studied. The optimum conditions are catalyst : substrate mass ratio, 1:...

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Bibliographic Details
Published in:Catalysis in industry 2023-12, Vol.15 (4), p.404-409
Main Authors: Alekseeva, N. A., Eremina, V. V., Sysolyatin, S. V., Shchurova, I. A.
Format: Article
Language:English
Subjects:
Catalysis
Catalysis in Chemical and Petrochemical Industry
Catalysts
Chemical reduction
Chemistry
Chemistry and Materials Science
Dimethylformamide
Palladium
Solvents
Substrates
Triethylamine
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Summary:A way of hydrodebrominating 2,3,4,5-tetrabromothiophene ( 1 ) to 3,4-dibromothiophene ( 2 ) on a 5% Pd/Sibunit catalyst is proposed. The effect of solvent, alkaline agent, temperature, and concentration of 1 on the yield of 2 is studied. The optimum conditions are catalyst : substrate mass ratio, 1:10; temperature, 80°С; H 2 pressure, 0.7 MPa; solvent, dimethylformamide; alkaline agent, triethylamine in amounts of 2.2 mol per 1 mol of substrate 1 . The yield of 2 is 97.5% in this case. The catalyst can be reused in at least 15 cycles with high yields of 2 . The new approach appears to be highly productive with little waste, compared to the conventional chemical reduction of 1 with zinc in CH 3 COOH.
ISSN:2070-0504
2070-0555
DOI:10.1134/S2070050423040025