Abstract
In honor of the awardee Dr. Teruo Umemoto and his significant advances in the preparation of pentafluorosulfanylbenzenes [1], we will first overview our results aimed at understanding the importance of copper (and other coinage metals) in W.A. Sheppard's original synthesis of SF5-benzenes [2] as well as a new route to SF5-benzenes involving the direct fluorination of aromatic sulfenyl chlorides (Ar–S–Cl). Further nucleophilic substitution chemistry of the active halogen atom in 1-chloro-2,6-dinitrobenzene-4-pentafluorosulfanylbenzene will be presented, including chemistry aimed at potentially energetic materials such as an SF5-analog of picric acid.
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