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Pentafluorosulfanyl Compounds
No.158(July 2013)
- B3866
- 3-Bromophenylsulfur Pentafluoride (1)
- B3867
- 4-Bromophenylsulfur Pentafluoride (2)
- A2042
- 3-Aminophenylsulfur Pentafluoride (3)
- A2043
- 4-Aminophenylsulfur Pentafluoride (4)
- C2583
- 4-Chlorophenylsulfur Pentafluoride (5)
- F0823
- 2-Fluorophenylsulfur Pentafluoride (6)
- F0824
- 4-Fluorophenylsulfur Pentafluoride (7)
- I0694
- 3-Iodophenylsulfur Pentafluoride (8)
- I0695
- 4-Iodophenylsulfur Pentafluoride (9)
- N0742
- 3-Nitrophenylsulfur Pentafluoride (10)
- N0743
- 4-Nitrophenylsulfur Pentafluoride (11)
- P1969
- Phenylsulfur Pentafluoride (12)
- T2829
- p-Tolylsulfur Pentafluoride (13)
Compounds containing the pentafluorosulfanyl group (–SF5) possess high electron-withdrawing property and strong lipophilic character. These compounds have been attracting attention as potent building blocks in the fields of pharmaceuticals, agrochemicals and functional materials. For example, it has been reported that compound a prepared from 3-bromophenylsulfur pentafluoride (1) is a SF5 analog of fenfluramine, which is known as an anorectic agent, significantly enhances the affinity for the 5-HT2b, 5-HT2c and 5-HT6 receptors than fenfluramine.1)
In addition, it also has been reported that the liquid crystal using compound b, which is prepared from 4-bromophenylsulfur pentafluoride (1), has significantly improved dielectric anisotropy (Δε), compared with other fluorinated analogs such as –F and –CF3.2)
References
- 1)The synthesis and biological activity of pentafluorosulfanyl analogs of fluoxetine, fenfluramine, and norfenfluramine
- 2)Liquid crystals based on hypervalent sulfur fluorides: pentafluorosulfuranyl as polar terminal group
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