Extractive Phase Vanishing Reactions with Dichloromethane, Perfluorohexanes

Phase vanishing reactions" are a variant of fluorous triphasic reactions recently introduced by Ryu and co-workers. In these reactions, an organic or inorganic reagent in a first phase diffuses through a second fluorous phase to meet a reactant in a third organic phase. During the course of the reaction, the reagent phase disappears, hence the name. Very recently, Jana and Verkade described new phase vanishing reactions that, o­n the surface, appear to be similar to earlier work. We show herein that these new reactions occur by a fundamentally different mechanism involving extraction rather than diffusion. Extractive phase vanishing reactions are of potential interest because they allow slow addition of o­ne phase to another without the need for any apparatus such as an addition funnel or a syringe pump.

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