Tetrahedron

How iodide anions inhibit the phase-transfer catalyzed reactions of carbanions

M Mąkosza, A Chesnokov

Index: Makosza, Mieczyslaw; Chesnokov, Alexey Tetrahedron, 2008 , vol. 64, # 25 p. 5925 - 5932

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Citation Number: 8

Abstract

The inhibitory effect of iodide anions on the phase-transfer catalyzed reactions of carbanions generated in liquid–liquid two-phase systems by aqueous NaOH is due to preferential location of these anions in the interfacial region of the two-phase system—organic phase/concd aqueous NaOH. In such situation, the basic activity of NaOH in this region is decreased and the equilibrium of deprotonation of the carbanion precursors is ...