In honor of the awardee Dr. Teruo Umemoto and his significant advances in the preparation of pentafluorosulfanylbenzenes [1], we will first overview our previous results aimed at understanding the importance of copper in 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). The nucleophilic substitution chemistry of active halogen atoms in SF5-benzenes will be presented, including chemistry aimed at either materials applications or energetic materials, such as an SF5-analogue of picric acid. Finally, more recent efforts aimed at preparing SF5-substituted benzenes and heterocycles with potentially enhanced biological activity will be described.[1] Umemoto, T.; Garrick, L. M.; Saito, N. Beilstein J. Org. Chem. 2012,  8, 461�471.[2] Sheppard, W. A. J. Am. Chem. Soc. 1962,  84, 3064�3072.

Recent advances in pentafluorosulfanyl-(SF<sub>5</sub>)-substituted benzenes and heterocycles

248th National Meeting (2014)

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Recent advances in pentafluorosulfanyl-(SF5)-substituted benzenes and heterocycles

Recent advances in pentafluorosulfanyl-(SF₅)-substituted benzenes and heterocycles