1- 烷基硫酰基和 1- 烷基磺酰基-2,3,5,6-四氟苯与硝基甲烷和 DBU 的反应

IF 1.8 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Mendeleev Communications Pub Date : 2024-07-01 DOI:10.1016/j.mencom.2024.06.021

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引用次数: 0

摘要

1 烷基硫基-4-X-2,3,5,6-四氟苯（X = CF3，H；烷基 = Me，Bn，CHF2）在 DBU 存在下与硝基甲烷反应时，2 或 3 位氟原子会被硝甲基取代，生成相应的（硝甲基）三氟烯。使用 DFT 方法对过渡态的计算正确预测了反应产物的比例。在相对砜的情况下，只有 2 位的氟原子发生取代；但是，磺酰基也可以被硝甲基取代。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Reactions of 1-alkylsulfanyl- and 1-alkylsulfonyl- 2,3,5,6-tetrafluorobenzenes with nitromethane and DBU

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Reactions of 1-alkylsulfanyl- and 1-alkylsulfonyl- 2,3,5,6-tetrafluorobenzenes with nitromethane and DBU

1-Alkylsulfanyl-4-X-2,3,5,6-tetrafluorobenzenes (X = CF₃, H; alkyl = Me, Bn, CHF₂) upon reactions with nitromethane in the presence of DBU undergo replacement of 2 or 3-positioned fluorine atoms by a nitromethyl group to afford the corresponding (nitromethyl)trifluoroarenes. The calculations of the transition states using the DFT method correctly predict the ratios of reaction products. In the cases of relative sulfones, only 2-positioned fluorine atom undergoes substitution; however, the sulfonyl group can also be displaced by a nitromethyl moiety.

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来源期刊

Mendeleev Communications 化学-化学综合

CiteScore

3.00

自引率

21.10%

发文量

226

审稿时长

4-8 weeks

期刊介绍： Mendeleev Communications is the journal of the Russian Academy of Sciences, launched jointly by the Academy of Sciences of the USSR and the Royal Society of Chemistry (United Kingdom) in 1991. Starting from 1st January 2007, Elsevier is the new publishing partner of Mendeleev Communications. Mendeleev Communications publishes short communications in chemistry. The journal primarily features papers from the Russian Federation and the other states of the former USSR. However, it also includes papers by authors from other parts of the world. Mendeleev Communications is not a translated journal, but instead is published directly in English. The International Editorial Board is composed of eminent scientists who provide advice on refereeing policy.