技术文章

Synthesis Strategy of Pentafluorothio Group-Synthesis of SF₅Cl

Product Manager:Nick Wilde

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Pentafluorosulfanyl chloride (SF₅Cl), a pivotal reagent for direct pentafluorosulfanylation, has seen remarkable advancements in synthesis and handling safety. Key developments include:

 

Mild Reaction Systems

In 2021, the Qing group established a catalyst-free, light-free protocol in n-hexane, yielding solutions stable for months at room temperature. Pitts and Tantillo (2025) simplified the process using n-hexane/acetonitrile co-solvents, eliminating thermal cycling.

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Disulfide Oxidation Route

In 2016, building on Shibata’s work with 1,2-di(pyridin-3-yl)disulfane/Cl₂/KF, De Borggraeve’s team employed TCCA (9 eq.) and excess KF (64 eq.) to convert 4-pyridyl disulfide to SF₅Cl at -94°C in 87% yield.

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Photoactivated SF₆ Conversion

In 2022, tlili et al. esigned a photoredox strategy: SF₆ and excited TDAE (4) underwent electron transfer under blue LED, forming SF₅·TDAE·F (5), which reacted with TCCA at -10°C to release SF₅Cl.

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Flow Chemistry & Membrane Separation

In 2025, Charette’s group developed a continuous flow system: TCC/acetonitrile flowed through a KF/sulfur-packed reactor, followed by membrane extraction (Zaiput OB-100) to isolate SF₅Cl in n-hexane, enabling 93% yield in alkyne functionalization (→7).



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Da — 若无特别说明,分子量单位默认为道尔顿。   Mw — 重均分子量。   Mn — 数均分子量。

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引用本文

阿拉丁科学.《Synthesis Strategy of Pentafluorothio Group-Synthesis of SF₅Cl》. 阿拉丁知识库,更新于 2025年7月29日。 https://www.aladdin-e.com/zh_cn/faqs/synthesis-strategy-of-pentafluorothio-group-synthesis-of-en.html
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