High-temperature S–S, S–O, and S–C bond transfer hydrogenolysis by lower alcohols in continuous flow mode

IF 2 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Flow Chemistry Pub Date : 2025-04-28 DOI:10.1007/s41981-025-00353-4

Andrey M. Chibiryaev, Ivan V. Kozhevnikov, Oleg N. Martyanov

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Abstract

The hydroconversion of model organosulfur compounds with different formal oxidation states of sulfur (thiophene, dimethyl disulfide, dimethyl sulfoxide, dimethyl sulfone, sulfolane, and dimethyl sulfate) was mimicked under transfer hydrogenation (TH) reaction conditions in supercritical methanol and isopropanol. The reactions were carried out in a continuous flow reactor at 250 °C and 350 °C. At 350 °C, only dimethyl disulfide and dimethyl sulfoxide underwent complete or nearly complete conversion within 5 min of contact time, mainly by reductive cleavage of S–S, S–O, and S–C bonds to form dimethyl sulfide MeSMe and methyl mercaptan MeSH.

Graphical Abstract

Description

Simple organosulfur compounds with different formal oxidation states of sulfur in their molecules were studied in high-temperature transfer hydrogenation reaction with supercritical methanol and isopropanol in continuous flow mode.

Abstract Image

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低温S-S、S-O和S-C键转移连续流动模式下的氢解

在超临界甲醇和异丙醇的转移加氢（TH）反应条件下，模拟了不同形式氧化态硫（噻吩、二甲基二硫化物、二甲基亚砜、二甲基砜、砜烷和硫酸二甲酯）的模型有机硫化合物的加氢转化。反应在250℃和350℃的连续流反应器中进行。在350℃下，只有二甲基二硫化物和二甲基亚砜在5 min的接触时间内发生完全或接近完全的转化，主要是通过S-S、S-O和S-C键的还原裂解形成二甲基硫化物MeSMe和甲基硫醇MeSH。摘要用超临界甲醇和异丙醇在连续流模式下进行高温转移加氢反应，研究了分子中硫形态氧化态不同的简单有机硫化合物。

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来源期刊

Journal of Flow Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

6.40

自引率

3.70%

发文量

审稿时长

>12 weeks

期刊介绍： The main focus of the journal is flow chemistry in inorganic, organic, analytical and process chemistry in the academic research as well as in applied research and development in the pharmaceutical, agrochemical, fine-chemical, petro- chemical, fragrance industry.