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Issue 8, 2014
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Fluorinated sulfoximines: syntheses, properties and applications

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Abstract

The interest in fluorinated sulfoximines has rapidly increased over the past twenty years. As sulfoximines are analogues of sulfones where one of the two S[double bond, length as m-dash]O units has been replaced by an S[double bond, length as m-dash]N moiety, they can confer new reactivities and properties never observed for the respective sulfones. In this tutorial review, we present the specific properties of fluorinated sulfoximines (including important bioactivities) and describe the syntheses and the applications of fluoromethyl transfer agents such as Johnson's reagent. Furthermore, we highlight the exceptional electronic effects induced by the presence of strongly electron-withdrawing fluoro-bearing sulfonimidoyl moieties, which allowed the development of remarkable super-acidifiers and super-acceptors with relevance in materials sciences.

Graphical abstract: Fluorinated sulfoximines: syntheses, properties and applications

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Publication details

The article was received on 25 Nov 2013 and first published on 18 Feb 2014


Article type: Tutorial Review
DOI: 10.1039/C3CS60427F
Citation: Chem. Soc. Rev., 2014,43, 2426-2438
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    Fluorinated sulfoximines: syntheses, properties and applications

    V. Bizet, R. Kowalczyk and C. Bolm, Chem. Soc. Rev., 2014, 43, 2426
    DOI: 10.1039/C3CS60427F

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