The Journal of Organic Chemistry

Mechanism of reactions promoted by polymer-supported phase-transfer catalysts

F Montanari, S Quici, P Tundo

Index: Montanari, Fernando; Quici, Silvio; Tundo, Pietro Journal of Organic Chemistry, 1983 , vol. 48, # 2 p. 199 - 202

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Citation Number: 39

Abstract

Kinetic measurements indicate that the ratio of C-vs. 0-alkylation of 8-naphthoxide is not a reliable polarity test for polymer-supported phase-transfer catalysis because of the competitive noncatalyzed reactions. A reliable test is the C/O-alkylation of phenoxide. Reactions carried out in toluene-water in the presence of stoichiometric amounts of polystyrene-supported quaternary phosphonium salts 2 and 3 afford only 0-alkylation ...

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