Abstract

Abstract New, anhydrous fluorinating systems are presented. 18-Crown-6 or dibenzo-24-crown-8 act as solid-liquid phase transfer catalysts with cesium fluoride. A catalytic amount of these crown ethers with CsF increased the rate of fluorodestannylation of trialkyltin mercaptides (used as a good fluoride probe) by a factor of 5–7. In addition, alkyl bromides, such as benzyl bromide, reacted in a similar way. Kinetic evidence for “sandwich” or “edge” complexes with the cesium cation and 18-crown-6 is presented.

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