Phase-Transfer Catalysis by Polymer-Supported Crown Ethers and Soluble Crown Ether Analogues

Article abstract of DOI:10.1021/jo00365a016

Six polymer-supported crown ethers are prepared by reactions of 2percent cross-linked, chloromethylated polystyrene with hydroxymethyl group substituted crown ethers.Triphase catalytic activities of these materials are assessed in reactions of 1-bromooctane in toluene with aqueous potassium cyanide.The results provide important insight into the influence of structural variation within the crown ether upon catalytic activity.Closely related soluble ethers are examined as biphase catalysts for the same substitution reaction.For three different comparisons of structurally similar polymer-supported and soluble catalysts the former are more efficient by factors of 4.5-29.