Template effects. 4. Ion pairing of aryloxide ions with alkali cations in 99% dimethylsulfoxide: influence on the rate of formation of benzo-18-crown-6 and of other …

G Illuminati, L Mandolini, B Masci

Index: Illuminati, Gabriello; Mandolini, Luigi; Masci, Bernardo Journal of the American Chemical Society, 1983 , vol. 105, # 3 p. 555 - 563

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Citation Number: 51

Abstract

Abstract: The effect of alkali metal ions on the rate of formation of benzo-18-crown-6 in 99% Me2S0 by cyclization of the conjugate base of o-hydroxyphenyl 3, 6, 9, 12-tetraoxa-14- bromotetradecyl ether has been quantitatively accounted for according to a scheme involving separate contributions from free (ki) and cation-paired (kip) phenoxide ion. The study has included several additional intra-and intermolecular alkylations of phenoxide ...