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

IF 0.7 Q4 ENGINEERING, CHEMICAL
N. A. Alekseeva, V. V. Eremina, S. V. Sysolyatin, I. A. Shchurova
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Abstract

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; H2 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 CH3COOH.

Abstract Image

Abstract Image

钯催化剂上 2,3,4,5-四溴噻吩与氢的选择性催化加氢脱溴反应
摘要 提出了一种在 5% Pd/Sibunit 催化剂上将 2,3,4,5-四溴噻吩 (1) 加氢脱溴为 3,4-二溴噻吩 (2) 的方法。研究了溶剂、碱性剂、温度和 1 的浓度对 2 产量的影响。最佳条件为催化剂与底物的质量比为 1:10;温度为 80°С;H2 压力为 0.7 兆帕;溶剂为二甲基甲酰胺;碱性剂为三乙胺,每 1 摩尔底物 1 含 2.2 摩尔。在这种情况下,2 的产率为 97.5%。与在 CH3COOH 中用锌进行 1 的传统化学还原相比,这种新方法产量高、浪费少。
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来源期刊
Catalysis in Industry
Catalysis in Industry ENGINEERING, CHEMICAL-
CiteScore
1.30
自引率
14.30%
发文量
21
期刊介绍: The journal covers the following topical areas: Analysis of specific industrial catalytic processes: Production and use of catalysts in branches of industry: chemical, petrochemical, oil-refining, pharmaceutical, organic synthesis, fuel-energetic industries, environment protection, biocatalysis; technology of industrial catalytic processes (generalization of practical experience, improvements, and modernization); technology of catalysts production, raw materials and equipment; control of catalysts quality; starting, reduction, passivation, discharge, storage of catalysts; catalytic reactors.Theoretical foundations of industrial catalysis and technologies: Research, studies, and concepts : search for and development of new catalysts and new types of supports, formation of active components, and mechanochemistry in catalysis; comprehensive studies of work-out catalysts and analysis of deactivation mechanisms; studies of the catalytic process at different scale levels (laboratory, pilot plant, industrial); kinetics of industrial and newly developed catalytic processes and development of kinetic models; nonlinear dynamics and nonlinear phenomena in catalysis: multiplicity of stationary states, stepwise changes in regimes, etc. Advances in catalysis: Catalysis and gas chemistry; catalysis and new energy technologies; biocatalysis; nanocatalysis; catalysis and new construction materials.History of the development of industrial catalysis.
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