Fluorine Chemistry

F caught in a bridge

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Science  02 Mar 2018:
Vol. 359, Issue 6379, pp. 1005-1006
DOI: 10.1126/science.359.6379.1005-g

Fluorine typically forms a single bond and then clings to the rest of its electrons with an unrivalled grip. Recently, though, the reactivity of a rigid polycyclic test compound suggested that a fluorine atom could fleetingly bridge two carbon centers in a (C–F–C)+ fluoronium motif. Pitts et al. have now spotted that intermediate directly, using a combination of 19F, 1H, and 13C nuclear magnetic resonance spectroscopy. They started at −120°C, but it turned out that the bridge motif was stable up to −40°C.

Angew. Chem. Int. Ed. 57, 1924 (2018).

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